34-METHYLENEDIOXYMETHAMPHETAMINE Latest Revision August 18 2005

1 SYNONYMS

CFR 34-Methylenedioxymethamphetamine (MDMA)

CAS Base 42542-10-9

dl-MDMA 69610-10-2

Hydrochloride 64057-70-1

dl-MDMA Hydrochloride 92279-84-0

Other Names N α-dimethyl-13-benzodioxole-5-ethanamine

N-methyl-34-methylenedioxyphenylisopropylamine

Methylenedioxymethamphetamine

MDM

MDMA

Ecstasy

E

XTC

Adam

Clarity

Elaine

Essence

Euphoria

2 CHEMICAL AND PHYSICAL DATA

21 CHEMICAL DATA

Form Chemical Formula Molecular Weight Melting Point (degC)

Base C11H15NO2 1932 Oil

Hydrochloride C11H15NO2middotHCl 2297 147-153

Phosphate C11H15NO2middotH3PO4 29124 184-185

22 SOLUBILITY

Form A C E H M W

Base S S S S I

Hydrochloride SS S I S S

Phosphate I I I I S VS

A = acetone C = chloroform E = ether H = hexane M = methanol and W = water VS = very soluble FS =

freely soluble S = soluble PS = sparingly soluble SS = slightly soluble VSS = very slightly soluble and I =

insoluble

3 SCREENING TECHNIQUES

31 COLOR TESTS

REAGENT COLOR PRODUCED

Marquis Purple to black

32 CRYSTAL TESTS

REAGENT CRYSTALS FORMED

Gold chloride in HOAc

Rosettes of various sizes with a rusty

color with high birefringence under

polarized light radiating from the

center outward down the arms

Feathery extensions from the arms

are parallel to each other preserved

on both sides of the arms

Platinic chloride in HOAc

Burr-like rosettes of various sizes

Radii from the center resemble pine

branches with fine needles Needles

have high birefringence under

polarized light

33 THIN LAYER CHROMATOGRAPHY

Visualization

Acidified potassium permanganate solution

COMPOUND

Relative Rf

System

TLC 5

System

TLC 6

34-methenedioxyethylamphetamine 13 18

34-methylenedioxyamphetamine 12 15

34-methylenedioxydimethylamphetamine 11 18

34-methylenedioxymethamphetamine 10 10

34 GAS CHROMATOGRAPHY

Method MDMA-GCS1

Instrument Gas chromatograph operated in split mode with FID

Column 5 phenyl95 methyl silicone 30 m x 025 mm x 025 microm film

thickness

Carrier gas Hydrogen at 20 mLmin

Temperatures Injector 260degC

Detector 270degC

Oven program

1) 90degC initial temperature for 10 min

2) Ramp to 295degC at 30degCmin

3) Hold final temperature for 26 min

Injection Parameters Split Ratio = 501 1 microL injected

Samples are to be dissolved in 41 chloroform methanol and filtered

COMPOUND RRT COMPOUND RRT

amphetamine 058 acetaminophen 118

methamphetamine 064 caffeine 127

safrole 076 methyl stearate 142

C14 085 cocaine 153

34-MDA 095 methyl eicosanoate 154

34-MDMA 100 (439 min) tetraphenylethylene 169

34-MDEA 104 heroin 180

34-MDDMA 106

Method MDMA-GCS2

Instrument Gas Chromatograph operated in split mode with FID

Column 50 phenyl50 methyl silicone 30 m x 025 mm x 025 microm film

thickness

Carrier gas Hydrogen at 20 mLmin

Temperatures Injector 260degC

Detector 270degC

Oven program

1) 90degC initial temperature for 10 min

2) Ramp to 295degC at 30degmin

3) Hold final temperature for 26 min

Injection Parameters Split Ratio = 501 1 microL injected

Samples are to be dissolved in 41 chloroform methanol and filtered

COMPOUND RRT COMPOUND RRT

amphetamine 060 acetaminophen 127

methamphetamine 064 caffeine 134

safrole 078 methyl stearate 126

C14 067 cocaine 153

34-MDA 097 methyl eicosanoate 137

34-MDMA 100 (499 min) tetraphenylethylene 172

34-MDEA 102 heroin 197

34-MDDMA 104

Method MDMA-GCS3

Instrument Gas chromatograph operated in split mode with FID

Column 5 phenyl95 methyl silicone 5 m x 025 mm x 025 microm film

thickness

Carrier gas Hydrogen

1) Initial pressure of 25 psi for 010 min

2) Ramp to 50 psi at 341 psimin

3) Hold final pressure for 077 min

Temperature Injector 260degC

Detector 270degC

Oven program

1) 90degC initial temperature

2) Ramp to 100degC at 10degmin

3) Hold final temperature for 060 min

Injection Parameters Split Ratio = 501 1 microL injected

EZFlash Parameters

1) Time 0 s = 100oC

2) Time 6 s = 110oC

3) Time 50 s = 310oC

4) Time 96 s = 310oC

Samples are to be dissolved in 41 chloroform methanol and filtered

COMPOUND RRT COMPOUND RRT

amphetamine 070 acetaminophen 114

methamphetamine 074 caffeine 122

safrole 082 methyl stearate 123

C14 088 cocaine 144

34-MDA 096 methyl eicosanoate 134

34-MDMA 100 (499 min) tetraphenylethylene 162

34-MDEA 103 heroin 180

34-MDDMA 104

Method MDMA-GCS4

Instrument Gas chromatograph operated in split mode with FID

Column 1 phenyl99 methyl silicone 30 m x 025 mm x 025 microm film

thickness

Carrier gas Hydrogen at 20 mLmin

Temperature Injector 260degC

Detector 270degC

Oven program

1) 90degC initial temperature for 10 min

2) Ramp to 295degC at 30 degreesmin

3) Hold final temperature for 26 min

Injection Parameters Split Ratio = 501 1 microL injected

COMPOUND RRT COMPOUND RRT

amphetamine 053 acetaminophen 119

methamphetamine 165 caffeine 128

safrole 072 methyl stearate 153

C14 091 cocaine 160

34-MDA 094 methyl eicosanoate 167

34-MDMA 100 (436 min) tetraphenylethylene 178

34-MDEA 105 heroin 189

34-MDDMA 108

4 SEPARATION TECHNIQUES

MDMA base hydrochloride or phosphate can be separated from the matrix by solvent extraction using

the solubility data found in Section 22

5 QUANTITATIVE PROCEDURES

51 GAS CHROMATOGRAPHY

Method MDMA-GCQ1

Internal Standard Stock Solution

10 mgmL n-butylamphetamine HCl in chloroform

Standard Solution Preparation

Prepare a standard solution of MDMA HCl at 04 mgmL in chloroform

Sample Preparation

Accurately weigh out 50 mg of sample into a 25 mL volumetric flask and dilute with water to the mark Take a

2 mL aliquot of the solution add 3 mL of IS and 2-3 mL of 05 M KOH Shake Separate layers and extract

twice more with 2-3 mL each time of chloroform Combine fractions dry over sodium sulfate and dilute to

total volume of 10 mL Treat the standard in the same fashion as the sample prior to analysis

Instrument Gas chromatograph operated in split mode with FID

Column DB-1 30 m x 025 mm x 025 microm film thickness

Carrier gas Hydrogen at 13 mLmin

Make-Up gas Nitrogen at 400 mLmin

Temperatures Injector 230degC

Detector 280degC

Oven Program

1) 150degC initial temperature 2 min

2) Ramp to 190degC at 5degmin

3) Hold final temperature for 10 min

Injection Parameters Split Ratio = 201 1 microL injected

Typical Retention Time 34-MDMA 510 min

n-butylamphetamine HCl 392 min

Linear Range 006 mgmL to 20 mgmL

Repeatability RSD less than 20

Correlation Coefficient 09998

Accuracy Error less than 5

COMPOUND RRT COMPOUND RRT COMPOUND RRT

methylbenzylamine 035 methyl paraben 077 caffeine 186

P-2-P 038 salicylamide 077 antipyrine 200

amphetamine 039 penicillin 078 benzphetamine 204

nicotinic acid 042 phenmetrazine 081 diphenhydramine 214

phentermine 042 MDP-2-P 084 aminopyrine 226

methamphetamine 044 phendimetrazine 086 doxylamine 231

fenfluramine 048 MDA 087 palmitic acid 245

ethylamphetamine 049 MDMA 100 (51 min) phthalic acid 245

dimethylamphetamine 050 aminorex 105 dipyrone 251

safrole 055 methyl aminorex 105 procaine 266

salicylic acid 056 MDEA 113 eicosane 267

cathine 059 ibuprofen 124 dextromethorphan 312

phenylpropanolamine 059 MBDB 126 strychnine 317

methcathinone 060 hexadecane 128 phenyl-2-naphthalene 327

nicotinamide 062 glycerol glycolate 130 amitriptyline 334

chlorpheniramine 065 acetaminophen 135 scopolamine 371

chloroephedrine 066 MMDA 138 tetracosane 407

pseudoephedrine 066 phenacetin 141 chlordiazepoxide 431

ephedrine 068 chloro-MDMA 149 quinine 523

butylamphetamine 077 methylphenidate 163

52 HIGH PERFORMANCE LIQUID CHROMATOGRAPHY

Method MDMA-LCQ1

Standard Solution Preparation

Prepare a standard solution of MDMA at approximately 05 mgmL using water buffer or methanol

Sample Preparation

Accurately weigh an amount of sample into an appropriate volumetric or Erlenmeyer flask and dilute so

that the final MDMA concentration is approximately that of the standard solution

Instrument High performance liquid chromatograph equipped with diode array

Column 5 microm Phenomenex Luna 150 mm x 32 mm at 35C

Detector UV 210 nm

Flow 10 mLmin

Injection Volume 5 microL

Buffer 4000 mL distilled water 225 mL phosphoric acid adjust to pH 22-

23 with triethanolamine (approx 22 mL)

Mobile Phase Bufferacetonitrile 9010

Typical Retention Time 34-MDMA 1054 min

Linear Range 005 mgmL ndash 2 mgmL

Repeatability RSD less than 05

Correlation Coefficient 09999

Accuracy Error less than 5

COMPOUND RRT COMPOUND RRT

phenylpropanolamine 060 methyl aminorex 101

methyl benzylamine 062 phentermine 102

cathine 063 chloroephedrine 103

doxylamine 069 ethylamphetamine 105

dipyrone 070 MDP-2-P 105

ephedrine 072 lidocaine 107

methcathinone 073 caffeine q

pseudoephedrine 073 MDEA 113

amphetamine 084 phenyl-2-naphthalene 113

theophylline 087 phthalic acid 113

methapyrilene 089 strychnine 114

phenmetrazine 089 MMDA 117

methamphetamine 091 MBDB 125

phendimetrazine 091 salicylamide 127

COMPOUND RRT COMPOUND RRT

scopolamine 092 acetaminophen 129

MDA 093 chloro-MDMA 137

quinine 096 methylphenidate 138

saccharin 096 glycerol glycolate 148

dimethylamphetamine 097 chlorpheniramine 155

MDMA 100 (1054 min) aspirin 181

chlordiazepoxide 187

53 CAPILLARY ELECTROPHORESIS

Method MDMA-CEQ1

Internal Standard Stock Solution

050 mgmL n-butylamphetamine in 50 mM sodium phosphate at pH 70

Standard Solution Preparation

Accurately weigh and prepare a standard solution of 34-methylenedioxymethamphetamine hydrochloride at

approximately 08 mgmL using the internal standard stock solution

Sample Preparation

Accurately weigh an amount of sample into a volumetric flask and dilute with internal standard stock solution

If necessary dilute the sample so the final concentration approximates the standard concentration or falls within

the linear range Filter sample with 045-micron filter

Mode Cyclodextrin system analysis

Column 49 cm x 52 microm fused silica capillary

Run Buffer 10 mM gamma-highly sulfated cyclodextrin in 50 mM sodium phosphate

at pH 70

Detector UV 210 nm

Voltage 12 kV

Temperature 30degC air cooled

Injection 1 sec hydrodynamic at 50 mbars

Run Time 17 min

Rinse Time 20 min

Linear Range 002 - 100 mgmL

Repeatability RSD of area less than 15

Correlation Coefficient 0999

Accuracy Error less than 5

COMPOUND RRT COMPOUND RRT

d-methamphetamine 066 l-pseudoephedrine 098

d-ephedrine 074 MDMA 100 (1104 min)

MDA 080 l-ephedrine 109

cathine 085 MDEA 112

l-methamphetamine 089 MDMA 119

d-amphetamine 094 l-norephedrine 132

d-norephedrine 094 l-amphetamine 134

d-pseudoephedrine 097 MDA 136

MDEA 149

Method MDMA-CEQ2

Internal Standard Stock Solution

10 mgmL n-butylamphetamine in 38 mM phosphate buffer (pH 25)

Standard Solution Preparation

Weigh an appropriate amount of standard 34-MDMA HCl into a volumetric flask to obtain a final

concentration of approximately 008 mgmL Pipette appropriate amount of internal standard solution to obtain

a final concentration of 01 mgmL Dilute to volume with injection solvent Filter approximately 10 mL of

solution with regenerated cellulose 045 microm 25 mm filter into a 20 mL glass vial (Agilent part number 5182-

0567) Make sure there are no air bubbles on bottom of glass vial Cap vial with polypropylene cap (Agilent

part number 5182-9697)

Sample Preparation

34-MDMA 100 (439 min) tetraphenylethylene 169

34-MDEA 104 heroin 180

34-MDDMA 106

Method MDMA-GCS2

Instrument Gas Chromatograph operated in split mode with FID

Column 50 phenyl50 methyl silicone 30 m x 025 mm x 025 microm film

thickness

Carrier gas Hydrogen at 20 mLmin

Temperatures Injector 260degC

Detector 270degC

Oven program

1) 90degC initial temperature for 10 min

2) Ramp to 295degC at 30degmin

3) Hold final temperature for 26 min

Injection Parameters Split Ratio = 501 1 microL injected

Samples are to be dissolved in 41 chloroform methanol and filtered

COMPOUND RRT COMPOUND RRT

amphetamine 060 acetaminophen 127

methamphetamine 064 caffeine 134

safrole 078 methyl stearate 126

C14 067 cocaine 153

34-MDA 097 methyl eicosanoate 137

34-MDMA 100 (499 min) tetraphenylethylene 172

34-MDEA 102 heroin 197

34-MDDMA 104

Method MDMA-GCS3

Instrument Gas chromatograph operated in split mode with FID

Column 5 phenyl95 methyl silicone 5 m x 025 mm x 025 microm film

thickness

Carrier gas Hydrogen

1) Initial pressure of 25 psi for 010 min

2) Ramp to 50 psi at 341 psimin

3) Hold final pressure for 077 min

Temperature Injector 260degC

Detector 270degC

Oven program

1) 90degC initial temperature

2) Ramp to 100degC at 10degmin

3) Hold final temperature for 060 min

Injection Parameters Split Ratio = 501 1 microL injected

EZFlash Parameters

1) Time 0 s = 100oC

2) Time 6 s = 110oC

3) Time 50 s = 310oC

4) Time 96 s = 310oC

Samples are to be dissolved in 41 chloroform methanol and filtered

COMPOUND RRT COMPOUND RRT

amphetamine 070 acetaminophen 114

methamphetamine 074 caffeine 122

safrole 082 methyl stearate 123

C14 088 cocaine 144

34-MDA 096 methyl eicosanoate 134

34-MDMA 100 (499 min) tetraphenylethylene 162

34-MDEA 103 heroin 180

34-MDDMA 104

Method MDMA-GCS4

Instrument Gas chromatograph operated in split mode with FID

Column 1 phenyl99 methyl silicone 30 m x 025 mm x 025 microm film

thickness

Carrier gas Hydrogen at 20 mLmin

Temperature Injector 260degC

Detector 270degC

Oven program

1) 90degC initial temperature for 10 min

2) Ramp to 295degC at 30 degreesmin

3) Hold final temperature for 26 min

Injection Parameters Split Ratio = 501 1 microL injected

COMPOUND RRT COMPOUND RRT

amphetamine 053 acetaminophen 119

methamphetamine 165 caffeine 128

safrole 072 methyl stearate 153

C14 091 cocaine 160

34-MDA 094 methyl eicosanoate 167

34-MDMA 100 (436 min) tetraphenylethylene 178

34-MDEA 105 heroin 189

34-MDDMA 108

4 SEPARATION TECHNIQUES

MDMA base hydrochloride or phosphate can be separated from the matrix by solvent extraction using

the solubility data found in Section 22

5 QUANTITATIVE PROCEDURES

51 GAS CHROMATOGRAPHY

Method MDMA-GCQ1

Internal Standard Stock Solution

10 mgmL n-butylamphetamine HCl in chloroform

Standard Solution Preparation

Prepare a standard solution of MDMA HCl at 04 mgmL in chloroform

Sample Preparation

Accurately weigh out 50 mg of sample into a 25 mL volumetric flask and dilute with water to the mark Take a

2 mL aliquot of the solution add 3 mL of IS and 2-3 mL of 05 M KOH Shake Separate layers and extract

twice more with 2-3 mL each time of chloroform Combine fractions dry over sodium sulfate and dilute to

total volume of 10 mL Treat the standard in the same fashion as the sample prior to analysis

Instrument Gas chromatograph operated in split mode with FID

Column DB-1 30 m x 025 mm x 025 microm film thickness

Carrier gas Hydrogen at 13 mLmin

Make-Up gas Nitrogen at 400 mLmin

Temperatures Injector 230degC

Detector 280degC

Oven Program

1) 150degC initial temperature 2 min

2) Ramp to 190degC at 5degmin

3) Hold final temperature for 10 min

Injection Parameters Split Ratio = 201 1 microL injected

Typical Retention Time 34-MDMA 510 min

n-butylamphetamine HCl 392 min

Linear Range 006 mgmL to 20 mgmL

Repeatability RSD less than 20

Correlation Coefficient 09998

Accuracy Error less than 5

COMPOUND RRT COMPOUND RRT COMPOUND RRT

methylbenzylamine 035 methyl paraben 077 caffeine 186

P-2-P 038 salicylamide 077 antipyrine 200

amphetamine 039 penicillin 078 benzphetamine 204

nicotinic acid 042 phenmetrazine 081 diphenhydramine 214

phentermine 042 MDP-2-P 084 aminopyrine 226

methamphetamine 044 phendimetrazine 086 doxylamine 231

fenfluramine 048 MDA 087 palmitic acid 245

ethylamphetamine 049 MDMA 100 (51 min) phthalic acid 245

dimethylamphetamine 050 aminorex 105 dipyrone 251

safrole 055 methyl aminorex 105 procaine 266

salicylic acid 056 MDEA 113 eicosane 267

cathine 059 ibuprofen 124 dextromethorphan 312

phenylpropanolamine 059 MBDB 126 strychnine 317

methcathinone 060 hexadecane 128 phenyl-2-naphthalene 327

nicotinamide 062 glycerol glycolate 130 amitriptyline 334

chlorpheniramine 065 acetaminophen 135 scopolamine 371

chloroephedrine 066 MMDA 138 tetracosane 407

pseudoephedrine 066 phenacetin 141 chlordiazepoxide 431

ephedrine 068 chloro-MDMA 149 quinine 523

butylamphetamine 077 methylphenidate 163

52 HIGH PERFORMANCE LIQUID CHROMATOGRAPHY

Method MDMA-LCQ1

Standard Solution Preparation

Prepare a standard solution of MDMA at approximately 05 mgmL using water buffer or methanol

Sample Preparation

Accurately weigh an amount of sample into an appropriate volumetric or Erlenmeyer flask and dilute so

that the final MDMA concentration is approximately that of the standard solution

Instrument High performance liquid chromatograph equipped with diode array

Column 5 microm Phenomenex Luna 150 mm x 32 mm at 35C

Detector UV 210 nm

Flow 10 mLmin

Injection Volume 5 microL

Buffer 4000 mL distilled water 225 mL phosphoric acid adjust to pH 22-

23 with triethanolamine (approx 22 mL)

Mobile Phase Bufferacetonitrile 9010

Typical Retention Time 34-MDMA 1054 min

Linear Range 005 mgmL ndash 2 mgmL

Repeatability RSD less than 05

Correlation Coefficient 09999

Accuracy Error less than 5

COMPOUND RRT COMPOUND RRT

phenylpropanolamine 060 methyl aminorex 101

methyl benzylamine 062 phentermine 102

cathine 063 chloroephedrine 103

doxylamine 069 ethylamphetamine 105

dipyrone 070 MDP-2-P 105

ephedrine 072 lidocaine 107

methcathinone 073 caffeine q

pseudoephedrine 073 MDEA 113

amphetamine 084 phenyl-2-naphthalene 113

theophylline 087 phthalic acid 113

methapyrilene 089 strychnine 114

phenmetrazine 089 MMDA 117

methamphetamine 091 MBDB 125

phendimetrazine 091 salicylamide 127

COMPOUND RRT COMPOUND RRT

scopolamine 092 acetaminophen 129

MDA 093 chloro-MDMA 137

quinine 096 methylphenidate 138

saccharin 096 glycerol glycolate 148

dimethylamphetamine 097 chlorpheniramine 155

MDMA 100 (1054 min) aspirin 181

chlordiazepoxide 187

53 CAPILLARY ELECTROPHORESIS

Method MDMA-CEQ1

Internal Standard Stock Solution

050 mgmL n-butylamphetamine in 50 mM sodium phosphate at pH 70

Standard Solution Preparation

Accurately weigh and prepare a standard solution of 34-methylenedioxymethamphetamine hydrochloride at

approximately 08 mgmL using the internal standard stock solution

Sample Preparation

Accurately weigh an amount of sample into a volumetric flask and dilute with internal standard stock solution

If necessary dilute the sample so the final concentration approximates the standard concentration or falls within

the linear range Filter sample with 045-micron filter

Mode Cyclodextrin system analysis

Column 49 cm x 52 microm fused silica capillary

Run Buffer 10 mM gamma-highly sulfated cyclodextrin in 50 mM sodium phosphate

at pH 70

Detector UV 210 nm

Voltage 12 kV

Temperature 30degC air cooled

Injection 1 sec hydrodynamic at 50 mbars

Run Time 17 min

Rinse Time 20 min

Linear Range 002 - 100 mgmL

Repeatability RSD of area less than 15

Correlation Coefficient 0999

Accuracy Error less than 5

COMPOUND RRT COMPOUND RRT

d-methamphetamine 066 l-pseudoephedrine 098

d-ephedrine 074 MDMA 100 (1104 min)

MDA 080 l-ephedrine 109

cathine 085 MDEA 112

l-methamphetamine 089 MDMA 119

d-amphetamine 094 l-norephedrine 132

d-norephedrine 094 l-amphetamine 134

d-pseudoephedrine 097 MDA 136

MDEA 149

Method MDMA-CEQ2

Internal Standard Stock Solution

10 mgmL n-butylamphetamine in 38 mM phosphate buffer (pH 25)

Standard Solution Preparation

Weigh an appropriate amount of standard 34-MDMA HCl into a volumetric flask to obtain a final

concentration of approximately 008 mgmL Pipette appropriate amount of internal standard solution to obtain

a final concentration of 01 mgmL Dilute to volume with injection solvent Filter approximately 10 mL of

solution with regenerated cellulose 045 microm 25 mm filter into a 20 mL glass vial (Agilent part number 5182-

0567) Make sure there are no air bubbles on bottom of glass vial Cap vial with polypropylene cap (Agilent

part number 5182-9697)

Sample Preparation

Instrument Gas chromatograph operated in split mode with FID

Column 5 phenyl95 methyl silicone 5 m x 025 mm x 025 microm film

thickness

Carrier gas Hydrogen

1) Initial pressure of 25 psi for 010 min

2) Ramp to 50 psi at 341 psimin

3) Hold final pressure for 077 min

Temperature Injector 260degC

Detector 270degC

Oven program

1) 90degC initial temperature

2) Ramp to 100degC at 10degmin

3) Hold final temperature for 060 min

Injection Parameters Split Ratio = 501 1 microL injected

EZFlash Parameters

1) Time 0 s = 100oC

2) Time 6 s = 110oC

3) Time 50 s = 310oC

4) Time 96 s = 310oC

Samples are to be dissolved in 41 chloroform methanol and filtered

COMPOUND RRT COMPOUND RRT

amphetamine 070 acetaminophen 114

methamphetamine 074 caffeine 122

safrole 082 methyl stearate 123

C14 088 cocaine 144

34-MDA 096 methyl eicosanoate 134

34-MDMA 100 (499 min) tetraphenylethylene 162

34-MDEA 103 heroin 180

34-MDDMA 104

Method MDMA-GCS4

Instrument Gas chromatograph operated in split mode with FID

Column 1 phenyl99 methyl silicone 30 m x 025 mm x 025 microm film

thickness

Carrier gas Hydrogen at 20 mLmin

Temperature Injector 260degC

Detector 270degC

Oven program

1) 90degC initial temperature for 10 min

2) Ramp to 295degC at 30 degreesmin

3) Hold final temperature for 26 min

Injection Parameters Split Ratio = 501 1 microL injected

COMPOUND RRT COMPOUND RRT

amphetamine 053 acetaminophen 119

methamphetamine 165 caffeine 128

safrole 072 methyl stearate 153

C14 091 cocaine 160

34-MDA 094 methyl eicosanoate 167

34-MDMA 100 (436 min) tetraphenylethylene 178

34-MDEA 105 heroin 189

34-MDDMA 108

4 SEPARATION TECHNIQUES

MDMA base hydrochloride or phosphate can be separated from the matrix by solvent extraction using

the solubility data found in Section 22

5 QUANTITATIVE PROCEDURES

51 GAS CHROMATOGRAPHY

Method MDMA-GCQ1

Internal Standard Stock Solution

10 mgmL n-butylamphetamine HCl in chloroform

Standard Solution Preparation

Prepare a standard solution of MDMA HCl at 04 mgmL in chloroform

Sample Preparation

Accurately weigh out 50 mg of sample into a 25 mL volumetric flask and dilute with water to the mark Take a

2 mL aliquot of the solution add 3 mL of IS and 2-3 mL of 05 M KOH Shake Separate layers and extract

twice more with 2-3 mL each time of chloroform Combine fractions dry over sodium sulfate and dilute to

total volume of 10 mL Treat the standard in the same fashion as the sample prior to analysis

Instrument Gas chromatograph operated in split mode with FID

Column DB-1 30 m x 025 mm x 025 microm film thickness

Carrier gas Hydrogen at 13 mLmin

Make-Up gas Nitrogen at 400 mLmin

Temperatures Injector 230degC

Detector 280degC

Oven Program

1) 150degC initial temperature 2 min

2) Ramp to 190degC at 5degmin

3) Hold final temperature for 10 min

Injection Parameters Split Ratio = 201 1 microL injected

Typical Retention Time 34-MDMA 510 min

n-butylamphetamine HCl 392 min

Linear Range 006 mgmL to 20 mgmL

Repeatability RSD less than 20

Correlation Coefficient 09998

Accuracy Error less than 5

COMPOUND RRT COMPOUND RRT COMPOUND RRT

methylbenzylamine 035 methyl paraben 077 caffeine 186

P-2-P 038 salicylamide 077 antipyrine 200

amphetamine 039 penicillin 078 benzphetamine 204

nicotinic acid 042 phenmetrazine 081 diphenhydramine 214

phentermine 042 MDP-2-P 084 aminopyrine 226

methamphetamine 044 phendimetrazine 086 doxylamine 231

fenfluramine 048 MDA 087 palmitic acid 245

ethylamphetamine 049 MDMA 100 (51 min) phthalic acid 245

dimethylamphetamine 050 aminorex 105 dipyrone 251

safrole 055 methyl aminorex 105 procaine 266

salicylic acid 056 MDEA 113 eicosane 267

cathine 059 ibuprofen 124 dextromethorphan 312

phenylpropanolamine 059 MBDB 126 strychnine 317

methcathinone 060 hexadecane 128 phenyl-2-naphthalene 327

nicotinamide 062 glycerol glycolate 130 amitriptyline 334

chlorpheniramine 065 acetaminophen 135 scopolamine 371

chloroephedrine 066 MMDA 138 tetracosane 407

pseudoephedrine 066 phenacetin 141 chlordiazepoxide 431

ephedrine 068 chloro-MDMA 149 quinine 523

butylamphetamine 077 methylphenidate 163

52 HIGH PERFORMANCE LIQUID CHROMATOGRAPHY

Method MDMA-LCQ1

Standard Solution Preparation

Prepare a standard solution of MDMA at approximately 05 mgmL using water buffer or methanol

Sample Preparation

Accurately weigh an amount of sample into an appropriate volumetric or Erlenmeyer flask and dilute so

that the final MDMA concentration is approximately that of the standard solution

Instrument High performance liquid chromatograph equipped with diode array

Column 5 microm Phenomenex Luna 150 mm x 32 mm at 35C

Detector UV 210 nm

Flow 10 mLmin

Injection Volume 5 microL

Buffer 4000 mL distilled water 225 mL phosphoric acid adjust to pH 22-

23 with triethanolamine (approx 22 mL)

Mobile Phase Bufferacetonitrile 9010

Typical Retention Time 34-MDMA 1054 min

Linear Range 005 mgmL ndash 2 mgmL

Repeatability RSD less than 05

Correlation Coefficient 09999

Accuracy Error less than 5

COMPOUND RRT COMPOUND RRT

phenylpropanolamine 060 methyl aminorex 101

methyl benzylamine 062 phentermine 102

cathine 063 chloroephedrine 103

doxylamine 069 ethylamphetamine 105

dipyrone 070 MDP-2-P 105

ephedrine 072 lidocaine 107

methcathinone 073 caffeine q

pseudoephedrine 073 MDEA 113

amphetamine 084 phenyl-2-naphthalene 113

theophylline 087 phthalic acid 113

methapyrilene 089 strychnine 114

phenmetrazine 089 MMDA 117

methamphetamine 091 MBDB 125

phendimetrazine 091 salicylamide 127

COMPOUND RRT COMPOUND RRT

scopolamine 092 acetaminophen 129

MDA 093 chloro-MDMA 137

quinine 096 methylphenidate 138

saccharin 096 glycerol glycolate 148

dimethylamphetamine 097 chlorpheniramine 155

MDMA 100 (1054 min) aspirin 181

chlordiazepoxide 187

53 CAPILLARY ELECTROPHORESIS

Method MDMA-CEQ1

Internal Standard Stock Solution

050 mgmL n-butylamphetamine in 50 mM sodium phosphate at pH 70

Standard Solution Preparation

Accurately weigh and prepare a standard solution of 34-methylenedioxymethamphetamine hydrochloride at

approximately 08 mgmL using the internal standard stock solution

Sample Preparation

Accurately weigh an amount of sample into a volumetric flask and dilute with internal standard stock solution

If necessary dilute the sample so the final concentration approximates the standard concentration or falls within

the linear range Filter sample with 045-micron filter

Mode Cyclodextrin system analysis

Column 49 cm x 52 microm fused silica capillary

Run Buffer 10 mM gamma-highly sulfated cyclodextrin in 50 mM sodium phosphate

at pH 70

Detector UV 210 nm

Voltage 12 kV

Temperature 30degC air cooled

Injection 1 sec hydrodynamic at 50 mbars

Run Time 17 min

Rinse Time 20 min

Linear Range 002 - 100 mgmL

Repeatability RSD of area less than 15

Correlation Coefficient 0999

Accuracy Error less than 5

COMPOUND RRT COMPOUND RRT

d-methamphetamine 066 l-pseudoephedrine 098

d-ephedrine 074 MDMA 100 (1104 min)

MDA 080 l-ephedrine 109

cathine 085 MDEA 112

l-methamphetamine 089 MDMA 119

d-amphetamine 094 l-norephedrine 132

d-norephedrine 094 l-amphetamine 134

d-pseudoephedrine 097 MDA 136

MDEA 149

Method MDMA-CEQ2

Internal Standard Stock Solution

10 mgmL n-butylamphetamine in 38 mM phosphate buffer (pH 25)

Standard Solution Preparation

Weigh an appropriate amount of standard 34-MDMA HCl into a volumetric flask to obtain a final

concentration of approximately 008 mgmL Pipette appropriate amount of internal standard solution to obtain

a final concentration of 01 mgmL Dilute to volume with injection solvent Filter approximately 10 mL of

solution with regenerated cellulose 045 microm 25 mm filter into a 20 mL glass vial (Agilent part number 5182-

0567) Make sure there are no air bubbles on bottom of glass vial Cap vial with polypropylene cap (Agilent

part number 5182-9697)

Sample Preparation

Instrument Gas chromatograph operated in split mode with FID

Column 1 phenyl99 methyl silicone 30 m x 025 mm x 025 microm film

thickness

Carrier gas Hydrogen at 20 mLmin

Temperature Injector 260degC

Detector 270degC

Oven program

1) 90degC initial temperature for 10 min

2) Ramp to 295degC at 30 degreesmin

3) Hold final temperature for 26 min

Injection Parameters Split Ratio = 501 1 microL injected

COMPOUND RRT COMPOUND RRT

amphetamine 053 acetaminophen 119

methamphetamine 165 caffeine 128

safrole 072 methyl stearate 153

C14 091 cocaine 160

34-MDA 094 methyl eicosanoate 167

34-MDMA 100 (436 min) tetraphenylethylene 178

34-MDEA 105 heroin 189

34-MDDMA 108

4 SEPARATION TECHNIQUES

MDMA base hydrochloride or phosphate can be separated from the matrix by solvent extraction using

the solubility data found in Section 22

5 QUANTITATIVE PROCEDURES

51 GAS CHROMATOGRAPHY

Method MDMA-GCQ1

Internal Standard Stock Solution

10 mgmL n-butylamphetamine HCl in chloroform

Standard Solution Preparation

Prepare a standard solution of MDMA HCl at 04 mgmL in chloroform

Sample Preparation

Accurately weigh out 50 mg of sample into a 25 mL volumetric flask and dilute with water to the mark Take a

2 mL aliquot of the solution add 3 mL of IS and 2-3 mL of 05 M KOH Shake Separate layers and extract

twice more with 2-3 mL each time of chloroform Combine fractions dry over sodium sulfate and dilute to

total volume of 10 mL Treat the standard in the same fashion as the sample prior to analysis

Instrument Gas chromatograph operated in split mode with FID

Column DB-1 30 m x 025 mm x 025 microm film thickness

Carrier gas Hydrogen at 13 mLmin

Make-Up gas Nitrogen at 400 mLmin

Temperatures Injector 230degC

Detector 280degC

Oven Program

1) 150degC initial temperature 2 min

2) Ramp to 190degC at 5degmin

3) Hold final temperature for 10 min

Injection Parameters Split Ratio = 201 1 microL injected

Typical Retention Time 34-MDMA 510 min

n-butylamphetamine HCl 392 min

Linear Range 006 mgmL to 20 mgmL

Repeatability RSD less than 20

Correlation Coefficient 09998

Accuracy Error less than 5

COMPOUND RRT COMPOUND RRT COMPOUND RRT

methylbenzylamine 035 methyl paraben 077 caffeine 186

P-2-P 038 salicylamide 077 antipyrine 200

amphetamine 039 penicillin 078 benzphetamine 204

nicotinic acid 042 phenmetrazine 081 diphenhydramine 214

phentermine 042 MDP-2-P 084 aminopyrine 226

methamphetamine 044 phendimetrazine 086 doxylamine 231

fenfluramine 048 MDA 087 palmitic acid 245

ethylamphetamine 049 MDMA 100 (51 min) phthalic acid 245

dimethylamphetamine 050 aminorex 105 dipyrone 251

safrole 055 methyl aminorex 105 procaine 266

salicylic acid 056 MDEA 113 eicosane 267

cathine 059 ibuprofen 124 dextromethorphan 312

phenylpropanolamine 059 MBDB 126 strychnine 317

methcathinone 060 hexadecane 128 phenyl-2-naphthalene 327

nicotinamide 062 glycerol glycolate 130 amitriptyline 334

chlorpheniramine 065 acetaminophen 135 scopolamine 371

chloroephedrine 066 MMDA 138 tetracosane 407

pseudoephedrine 066 phenacetin 141 chlordiazepoxide 431

ephedrine 068 chloro-MDMA 149 quinine 523

butylamphetamine 077 methylphenidate 163

52 HIGH PERFORMANCE LIQUID CHROMATOGRAPHY

Method MDMA-LCQ1

Standard Solution Preparation

Prepare a standard solution of MDMA at approximately 05 mgmL using water buffer or methanol

Sample Preparation

Accurately weigh an amount of sample into an appropriate volumetric or Erlenmeyer flask and dilute so

that the final MDMA concentration is approximately that of the standard solution

Instrument High performance liquid chromatograph equipped with diode array

Column 5 microm Phenomenex Luna 150 mm x 32 mm at 35C

Detector UV 210 nm

Flow 10 mLmin

Injection Volume 5 microL

Buffer 4000 mL distilled water 225 mL phosphoric acid adjust to pH 22-

23 with triethanolamine (approx 22 mL)

Mobile Phase Bufferacetonitrile 9010

Typical Retention Time 34-MDMA 1054 min

Linear Range 005 mgmL ndash 2 mgmL

Repeatability RSD less than 05

Correlation Coefficient 09999

Accuracy Error less than 5

COMPOUND RRT COMPOUND RRT

phenylpropanolamine 060 methyl aminorex 101

methyl benzylamine 062 phentermine 102

cathine 063 chloroephedrine 103

doxylamine 069 ethylamphetamine 105

dipyrone 070 MDP-2-P 105

ephedrine 072 lidocaine 107

methcathinone 073 caffeine q

pseudoephedrine 073 MDEA 113

amphetamine 084 phenyl-2-naphthalene 113

theophylline 087 phthalic acid 113

methapyrilene 089 strychnine 114

phenmetrazine 089 MMDA 117

methamphetamine 091 MBDB 125

phendimetrazine 091 salicylamide 127

COMPOUND RRT COMPOUND RRT

scopolamine 092 acetaminophen 129

MDA 093 chloro-MDMA 137

quinine 096 methylphenidate 138

saccharin 096 glycerol glycolate 148

dimethylamphetamine 097 chlorpheniramine 155

MDMA 100 (1054 min) aspirin 181

chlordiazepoxide 187

53 CAPILLARY ELECTROPHORESIS

Method MDMA-CEQ1

Internal Standard Stock Solution

050 mgmL n-butylamphetamine in 50 mM sodium phosphate at pH 70

Standard Solution Preparation

Accurately weigh and prepare a standard solution of 34-methylenedioxymethamphetamine hydrochloride at

approximately 08 mgmL using the internal standard stock solution

Sample Preparation

Accurately weigh an amount of sample into a volumetric flask and dilute with internal standard stock solution

If necessary dilute the sample so the final concentration approximates the standard concentration or falls within

the linear range Filter sample with 045-micron filter

Mode Cyclodextrin system analysis

Column 49 cm x 52 microm fused silica capillary

Run Buffer 10 mM gamma-highly sulfated cyclodextrin in 50 mM sodium phosphate

at pH 70

Detector UV 210 nm

Voltage 12 kV

Temperature 30degC air cooled

Injection 1 sec hydrodynamic at 50 mbars

Run Time 17 min

Rinse Time 20 min

Linear Range 002 - 100 mgmL

Repeatability RSD of area less than 15

Correlation Coefficient 0999

Accuracy Error less than 5

COMPOUND RRT COMPOUND RRT

d-methamphetamine 066 l-pseudoephedrine 098

d-ephedrine 074 MDMA 100 (1104 min)

MDA 080 l-ephedrine 109

cathine 085 MDEA 112

l-methamphetamine 089 MDMA 119

d-amphetamine 094 l-norephedrine 132

d-norephedrine 094 l-amphetamine 134

d-pseudoephedrine 097 MDA 136

MDEA 149

Method MDMA-CEQ2

Internal Standard Stock Solution

10 mgmL n-butylamphetamine in 38 mM phosphate buffer (pH 25)

Standard Solution Preparation

Weigh an appropriate amount of standard 34-MDMA HCl into a volumetric flask to obtain a final

concentration of approximately 008 mgmL Pipette appropriate amount of internal standard solution to obtain

a final concentration of 01 mgmL Dilute to volume with injection solvent Filter approximately 10 mL of

solution with regenerated cellulose 045 microm 25 mm filter into a 20 mL glass vial (Agilent part number 5182-

0567) Make sure there are no air bubbles on bottom of glass vial Cap vial with polypropylene cap (Agilent

part number 5182-9697)

Sample Preparation

Standard Solution Preparation

Prepare a standard solution of MDMA HCl at 04 mgmL in chloroform

Sample Preparation

Accurately weigh out 50 mg of sample into a 25 mL volumetric flask and dilute with water to the mark Take a

2 mL aliquot of the solution add 3 mL of IS and 2-3 mL of 05 M KOH Shake Separate layers and extract

twice more with 2-3 mL each time of chloroform Combine fractions dry over sodium sulfate and dilute to

total volume of 10 mL Treat the standard in the same fashion as the sample prior to analysis

Instrument Gas chromatograph operated in split mode with FID

Column DB-1 30 m x 025 mm x 025 microm film thickness

Carrier gas Hydrogen at 13 mLmin

Make-Up gas Nitrogen at 400 mLmin

Temperatures Injector 230degC

Detector 280degC

Oven Program

1) 150degC initial temperature 2 min

2) Ramp to 190degC at 5degmin

3) Hold final temperature for 10 min

Injection Parameters Split Ratio = 201 1 microL injected

Typical Retention Time 34-MDMA 510 min

n-butylamphetamine HCl 392 min

Linear Range 006 mgmL to 20 mgmL

Repeatability RSD less than 20

Correlation Coefficient 09998

Accuracy Error less than 5

COMPOUND RRT COMPOUND RRT COMPOUND RRT

methylbenzylamine 035 methyl paraben 077 caffeine 186

P-2-P 038 salicylamide 077 antipyrine 200

amphetamine 039 penicillin 078 benzphetamine 204

nicotinic acid 042 phenmetrazine 081 diphenhydramine 214

phentermine 042 MDP-2-P 084 aminopyrine 226

methamphetamine 044 phendimetrazine 086 doxylamine 231

fenfluramine 048 MDA 087 palmitic acid 245

ethylamphetamine 049 MDMA 100 (51 min) phthalic acid 245

dimethylamphetamine 050 aminorex 105 dipyrone 251

safrole 055 methyl aminorex 105 procaine 266

salicylic acid 056 MDEA 113 eicosane 267

cathine 059 ibuprofen 124 dextromethorphan 312

phenylpropanolamine 059 MBDB 126 strychnine 317

methcathinone 060 hexadecane 128 phenyl-2-naphthalene 327

nicotinamide 062 glycerol glycolate 130 amitriptyline 334

chlorpheniramine 065 acetaminophen 135 scopolamine 371

chloroephedrine 066 MMDA 138 tetracosane 407

pseudoephedrine 066 phenacetin 141 chlordiazepoxide 431

ephedrine 068 chloro-MDMA 149 quinine 523

butylamphetamine 077 methylphenidate 163

52 HIGH PERFORMANCE LIQUID CHROMATOGRAPHY

Method MDMA-LCQ1

Standard Solution Preparation

Prepare a standard solution of MDMA at approximately 05 mgmL using water buffer or methanol

Sample Preparation

Accurately weigh an amount of sample into an appropriate volumetric or Erlenmeyer flask and dilute so

that the final MDMA concentration is approximately that of the standard solution

Instrument High performance liquid chromatograph equipped with diode array

Column 5 microm Phenomenex Luna 150 mm x 32 mm at 35C

Detector UV 210 nm

Flow 10 mLmin

Injection Volume 5 microL

Buffer 4000 mL distilled water 225 mL phosphoric acid adjust to pH 22-

23 with triethanolamine (approx 22 mL)

Mobile Phase Bufferacetonitrile 9010

Typical Retention Time 34-MDMA 1054 min

Linear Range 005 mgmL ndash 2 mgmL

Repeatability RSD less than 05

Correlation Coefficient 09999

Accuracy Error less than 5

COMPOUND RRT COMPOUND RRT

phenylpropanolamine 060 methyl aminorex 101

methyl benzylamine 062 phentermine 102

cathine 063 chloroephedrine 103

doxylamine 069 ethylamphetamine 105

dipyrone 070 MDP-2-P 105

ephedrine 072 lidocaine 107

methcathinone 073 caffeine q

pseudoephedrine 073 MDEA 113

amphetamine 084 phenyl-2-naphthalene 113

theophylline 087 phthalic acid 113

methapyrilene 089 strychnine 114

phenmetrazine 089 MMDA 117

methamphetamine 091 MBDB 125

phendimetrazine 091 salicylamide 127

COMPOUND RRT COMPOUND RRT

scopolamine 092 acetaminophen 129

MDA 093 chloro-MDMA 137

quinine 096 methylphenidate 138

saccharin 096 glycerol glycolate 148

dimethylamphetamine 097 chlorpheniramine 155

MDMA 100 (1054 min) aspirin 181

chlordiazepoxide 187

53 CAPILLARY ELECTROPHORESIS

Method MDMA-CEQ1

Internal Standard Stock Solution

050 mgmL n-butylamphetamine in 50 mM sodium phosphate at pH 70

Standard Solution Preparation

Accurately weigh and prepare a standard solution of 34-methylenedioxymethamphetamine hydrochloride at

approximately 08 mgmL using the internal standard stock solution

Sample Preparation

Accurately weigh an amount of sample into a volumetric flask and dilute with internal standard stock solution

If necessary dilute the sample so the final concentration approximates the standard concentration or falls within

the linear range Filter sample with 045-micron filter

Mode Cyclodextrin system analysis

Column 49 cm x 52 microm fused silica capillary

Run Buffer 10 mM gamma-highly sulfated cyclodextrin in 50 mM sodium phosphate

at pH 70

Detector UV 210 nm

Voltage 12 kV

Temperature 30degC air cooled

Injection 1 sec hydrodynamic at 50 mbars

Run Time 17 min

Rinse Time 20 min

Linear Range 002 - 100 mgmL

Repeatability RSD of area less than 15

Correlation Coefficient 0999

Accuracy Error less than 5

COMPOUND RRT COMPOUND RRT

d-methamphetamine 066 l-pseudoephedrine 098

d-ephedrine 074 MDMA 100 (1104 min)

MDA 080 l-ephedrine 109

cathine 085 MDEA 112

l-methamphetamine 089 MDMA 119

d-amphetamine 094 l-norephedrine 132

d-norephedrine 094 l-amphetamine 134

d-pseudoephedrine 097 MDA 136

MDEA 149

Method MDMA-CEQ2

Internal Standard Stock Solution

10 mgmL n-butylamphetamine in 38 mM phosphate buffer (pH 25)

Standard Solution Preparation

Weigh an appropriate amount of standard 34-MDMA HCl into a volumetric flask to obtain a final

concentration of approximately 008 mgmL Pipette appropriate amount of internal standard solution to obtain

a final concentration of 01 mgmL Dilute to volume with injection solvent Filter approximately 10 mL of

solution with regenerated cellulose 045 microm 25 mm filter into a 20 mL glass vial (Agilent part number 5182-

0567) Make sure there are no air bubbles on bottom of glass vial Cap vial with polypropylene cap (Agilent

part number 5182-9697)

Sample Preparation

nicotinic acid 042 phenmetrazine 081 diphenhydramine 214

phentermine 042 MDP-2-P 084 aminopyrine 226

methamphetamine 044 phendimetrazine 086 doxylamine 231

fenfluramine 048 MDA 087 palmitic acid 245

ethylamphetamine 049 MDMA 100 (51 min) phthalic acid 245

dimethylamphetamine 050 aminorex 105 dipyrone 251

safrole 055 methyl aminorex 105 procaine 266

salicylic acid 056 MDEA 113 eicosane 267

cathine 059 ibuprofen 124 dextromethorphan 312

phenylpropanolamine 059 MBDB 126 strychnine 317

methcathinone 060 hexadecane 128 phenyl-2-naphthalene 327

nicotinamide 062 glycerol glycolate 130 amitriptyline 334

chlorpheniramine 065 acetaminophen 135 scopolamine 371

chloroephedrine 066 MMDA 138 tetracosane 407

pseudoephedrine 066 phenacetin 141 chlordiazepoxide 431

ephedrine 068 chloro-MDMA 149 quinine 523

butylamphetamine 077 methylphenidate 163

52 HIGH PERFORMANCE LIQUID CHROMATOGRAPHY

Method MDMA-LCQ1

Standard Solution Preparation

Prepare a standard solution of MDMA at approximately 05 mgmL using water buffer or methanol

Sample Preparation

Accurately weigh an amount of sample into an appropriate volumetric or Erlenmeyer flask and dilute so

that the final MDMA concentration is approximately that of the standard solution

Instrument High performance liquid chromatograph equipped with diode array

Column 5 microm Phenomenex Luna 150 mm x 32 mm at 35C

Detector UV 210 nm

Flow 10 mLmin

Injection Volume 5 microL

Buffer 4000 mL distilled water 225 mL phosphoric acid adjust to pH 22-

23 with triethanolamine (approx 22 mL)

Mobile Phase Bufferacetonitrile 9010

Typical Retention Time 34-MDMA 1054 min

Linear Range 005 mgmL ndash 2 mgmL

Repeatability RSD less than 05

Correlation Coefficient 09999

Accuracy Error less than 5

COMPOUND RRT COMPOUND RRT

phenylpropanolamine 060 methyl aminorex 101

methyl benzylamine 062 phentermine 102

cathine 063 chloroephedrine 103

doxylamine 069 ethylamphetamine 105

dipyrone 070 MDP-2-P 105

ephedrine 072 lidocaine 107

methcathinone 073 caffeine q

pseudoephedrine 073 MDEA 113

amphetamine 084 phenyl-2-naphthalene 113

theophylline 087 phthalic acid 113

methapyrilene 089 strychnine 114

phenmetrazine 089 MMDA 117

methamphetamine 091 MBDB 125

phendimetrazine 091 salicylamide 127

COMPOUND RRT COMPOUND RRT

scopolamine 092 acetaminophen 129

MDA 093 chloro-MDMA 137

quinine 096 methylphenidate 138

saccharin 096 glycerol glycolate 148

dimethylamphetamine 097 chlorpheniramine 155

MDMA 100 (1054 min) aspirin 181

chlordiazepoxide 187

53 CAPILLARY ELECTROPHORESIS

Method MDMA-CEQ1

Internal Standard Stock Solution

050 mgmL n-butylamphetamine in 50 mM sodium phosphate at pH 70

Standard Solution Preparation

Accurately weigh and prepare a standard solution of 34-methylenedioxymethamphetamine hydrochloride at

approximately 08 mgmL using the internal standard stock solution

Sample Preparation

Accurately weigh an amount of sample into a volumetric flask and dilute with internal standard stock solution

If necessary dilute the sample so the final concentration approximates the standard concentration or falls within

the linear range Filter sample with 045-micron filter

Mode Cyclodextrin system analysis

Column 49 cm x 52 microm fused silica capillary

Run Buffer 10 mM gamma-highly sulfated cyclodextrin in 50 mM sodium phosphate

at pH 70

Detector UV 210 nm

Voltage 12 kV

Temperature 30degC air cooled

Injection 1 sec hydrodynamic at 50 mbars

Run Time 17 min

Rinse Time 20 min

Linear Range 002 - 100 mgmL

Repeatability RSD of area less than 15

Correlation Coefficient 0999

Accuracy Error less than 5

COMPOUND RRT COMPOUND RRT

d-methamphetamine 066 l-pseudoephedrine 098

d-ephedrine 074 MDMA 100 (1104 min)

MDA 080 l-ephedrine 109

cathine 085 MDEA 112

l-methamphetamine 089 MDMA 119

d-amphetamine 094 l-norephedrine 132

d-norephedrine 094 l-amphetamine 134

d-pseudoephedrine 097 MDA 136

MDEA 149

Method MDMA-CEQ2

Internal Standard Stock Solution

10 mgmL n-butylamphetamine in 38 mM phosphate buffer (pH 25)

Standard Solution Preparation

Weigh an appropriate amount of standard 34-MDMA HCl into a volumetric flask to obtain a final

concentration of approximately 008 mgmL Pipette appropriate amount of internal standard solution to obtain

a final concentration of 01 mgmL Dilute to volume with injection solvent Filter approximately 10 mL of

solution with regenerated cellulose 045 microm 25 mm filter into a 20 mL glass vial (Agilent part number 5182-

0567) Make sure there are no air bubbles on bottom of glass vial Cap vial with polypropylene cap (Agilent

part number 5182-9697)

Sample Preparation

Flow 10 mLmin

Injection Volume 5 microL

Buffer 4000 mL distilled water 225 mL phosphoric acid adjust to pH 22-

23 with triethanolamine (approx 22 mL)

Mobile Phase Bufferacetonitrile 9010

Typical Retention Time 34-MDMA 1054 min

Linear Range 005 mgmL ndash 2 mgmL

Repeatability RSD less than 05

Correlation Coefficient 09999

Accuracy Error less than 5

COMPOUND RRT COMPOUND RRT

phenylpropanolamine 060 methyl aminorex 101

methyl benzylamine 062 phentermine 102

cathine 063 chloroephedrine 103

doxylamine 069 ethylamphetamine 105

dipyrone 070 MDP-2-P 105

ephedrine 072 lidocaine 107

methcathinone 073 caffeine q

pseudoephedrine 073 MDEA 113

amphetamine 084 phenyl-2-naphthalene 113

theophylline 087 phthalic acid 113

methapyrilene 089 strychnine 114

phenmetrazine 089 MMDA 117

methamphetamine 091 MBDB 125

phendimetrazine 091 salicylamide 127

COMPOUND RRT COMPOUND RRT

scopolamine 092 acetaminophen 129

MDA 093 chloro-MDMA 137

quinine 096 methylphenidate 138

saccharin 096 glycerol glycolate 148

dimethylamphetamine 097 chlorpheniramine 155

MDMA 100 (1054 min) aspirin 181

chlordiazepoxide 187

53 CAPILLARY ELECTROPHORESIS

Method MDMA-CEQ1

Internal Standard Stock Solution

050 mgmL n-butylamphetamine in 50 mM sodium phosphate at pH 70

Standard Solution Preparation

Accurately weigh and prepare a standard solution of 34-methylenedioxymethamphetamine hydrochloride at

approximately 08 mgmL using the internal standard stock solution

Sample Preparation

Accurately weigh an amount of sample into a volumetric flask and dilute with internal standard stock solution

If necessary dilute the sample so the final concentration approximates the standard concentration or falls within

the linear range Filter sample with 045-micron filter

Mode Cyclodextrin system analysis

Column 49 cm x 52 microm fused silica capillary

Run Buffer 10 mM gamma-highly sulfated cyclodextrin in 50 mM sodium phosphate

at pH 70

Detector UV 210 nm

Voltage 12 kV

Temperature 30degC air cooled

Injection 1 sec hydrodynamic at 50 mbars

Run Time 17 min

Rinse Time 20 min

Linear Range 002 - 100 mgmL

Repeatability RSD of area less than 15

Correlation Coefficient 0999

Accuracy Error less than 5

COMPOUND RRT COMPOUND RRT

d-methamphetamine 066 l-pseudoephedrine 098

d-ephedrine 074 MDMA 100 (1104 min)

MDA 080 l-ephedrine 109

cathine 085 MDEA 112

l-methamphetamine 089 MDMA 119

d-amphetamine 094 l-norephedrine 132

d-norephedrine 094 l-amphetamine 134

d-pseudoephedrine 097 MDA 136

MDEA 149

Method MDMA-CEQ2

Internal Standard Stock Solution

10 mgmL n-butylamphetamine in 38 mM phosphate buffer (pH 25)

Standard Solution Preparation

Weigh an appropriate amount of standard 34-MDMA HCl into a volumetric flask to obtain a final

concentration of approximately 008 mgmL Pipette appropriate amount of internal standard solution to obtain

a final concentration of 01 mgmL Dilute to volume with injection solvent Filter approximately 10 mL of

solution with regenerated cellulose 045 microm 25 mm filter into a 20 mL glass vial (Agilent part number 5182-

0567) Make sure there are no air bubbles on bottom of glass vial Cap vial with polypropylene cap (Agilent

part number 5182-9697)

Sample Preparation

COMPOUND RRT COMPOUND RRT

scopolamine 092 acetaminophen 129

MDA 093 chloro-MDMA 137

quinine 096 methylphenidate 138

saccharin 096 glycerol glycolate 148

dimethylamphetamine 097 chlorpheniramine 155

MDMA 100 (1054 min) aspirin 181

chlordiazepoxide 187

53 CAPILLARY ELECTROPHORESIS

Method MDMA-CEQ1

Internal Standard Stock Solution

050 mgmL n-butylamphetamine in 50 mM sodium phosphate at pH 70

Standard Solution Preparation

Accurately weigh and prepare a standard solution of 34-methylenedioxymethamphetamine hydrochloride at

approximately 08 mgmL using the internal standard stock solution

Sample Preparation

Accurately weigh an amount of sample into a volumetric flask and dilute with internal standard stock solution

If necessary dilute the sample so the final concentration approximates the standard concentration or falls within

the linear range Filter sample with 045-micron filter

Mode Cyclodextrin system analysis

Column 49 cm x 52 microm fused silica capillary

Run Buffer 10 mM gamma-highly sulfated cyclodextrin in 50 mM sodium phosphate

at pH 70

Detector UV 210 nm

Voltage 12 kV

Temperature 30degC air cooled

Injection 1 sec hydrodynamic at 50 mbars

Run Time 17 min

Rinse Time 20 min

Linear Range 002 - 100 mgmL

Repeatability RSD of area less than 15

Correlation Coefficient 0999

Accuracy Error less than 5

COMPOUND RRT COMPOUND RRT

d-methamphetamine 066 l-pseudoephedrine 098

d-ephedrine 074 MDMA 100 (1104 min)

MDA 080 l-ephedrine 109

cathine 085 MDEA 112

l-methamphetamine 089 MDMA 119

d-amphetamine 094 l-norephedrine 132

d-norephedrine 094 l-amphetamine 134

d-pseudoephedrine 097 MDA 136

MDEA 149

Method MDMA-CEQ2

Internal Standard Stock Solution

10 mgmL n-butylamphetamine in 38 mM phosphate buffer (pH 25)

Standard Solution Preparation

Weigh an appropriate amount of standard 34-MDMA HCl into a volumetric flask to obtain a final

concentration of approximately 008 mgmL Pipette appropriate amount of internal standard solution to obtain

a final concentration of 01 mgmL Dilute to volume with injection solvent Filter approximately 10 mL of

solution with regenerated cellulose 045 microm 25 mm filter into a 20 mL glass vial (Agilent part number 5182-

0567) Make sure there are no air bubbles on bottom of glass vial Cap vial with polypropylene cap (Agilent

part number 5182-9697)

Sample Preparation

Run Time 17 min

Rinse Time 20 min

Linear Range 002 - 100 mgmL

Repeatability RSD of area less than 15

Correlation Coefficient 0999

Accuracy Error less than 5

COMPOUND RRT COMPOUND RRT

d-methamphetamine 066 l-pseudoephedrine 098

d-ephedrine 074 MDMA 100 (1104 min)

MDA 080 l-ephedrine 109

cathine 085 MDEA 112

l-methamphetamine 089 MDMA 119

d-amphetamine 094 l-norephedrine 132

d-norephedrine 094 l-amphetamine 134

d-pseudoephedrine 097 MDA 136

MDEA 149

Method MDMA-CEQ2

Internal Standard Stock Solution

10 mgmL n-butylamphetamine in 38 mM phosphate buffer (pH 25)

Standard Solution Preparation

Weigh an appropriate amount of standard 34-MDMA HCl into a volumetric flask to obtain a final

concentration of approximately 008 mgmL Pipette appropriate amount of internal standard solution to obtain

a final concentration of 01 mgmL Dilute to volume with injection solvent Filter approximately 10 mL of

solution with regenerated cellulose 045 microm 25 mm filter into a 20 mL glass vial (Agilent part number 5182-

0567) Make sure there are no air bubbles on bottom of glass vial Cap vial with polypropylene cap (Agilent

part number 5182-9697)

Sample Preparation

Weigh an appropriate amount of sample into a volumetric flask so that the final phenethylamine concentration

is approximately that of the standard solution Pipette appropriate amount of internal standard solution to obtain

a final concentration of 01 mgmL Dilute to volume with injection solvent Sonicate for 15 minutes Filter

approximately 10 mL of solution with regenerated cellulose 045 microm 25 mm filter into a 20 mL glass vial

(Agilent part number 5182-0567) Make sure there are no air bubbles on bottom of glass vial Cap vial with

polypropylene cap (Agilent part number 5182-9697)

Mode HP 3D instrument operated in CE mode

Coated Capillary Mode

Column 50 microm id x 322 cm (237 cm length to detector)

Run Buffer Celixir Reagent B pH 25 (MicroSolv CE)

Detector UV 195 nm

Voltage 10 kV

Temperature 15degC

Injection 50 mbar x 2 s followed by water at 35 mbar

Run Time 6 min

Rinse Time 2 min

Linear Range 002 - 100 mgmL

Repeatability RSD lt16

Correlation Coefficient 10

Accuracy Error less than 32

COMPOUND RRT COMPOUND RRT

doxylamine 0765 ephedrine 0932

chlorpheniramine 0784 phenylephrine 0951

quinine 0804 MDEA 0961

-phenethylamine 0807 ketamine 0962

COMPOUND RRT COMPOUND RRT

chlorquinine 0812 phenyltoxolamine 0971

nicotinamide 0836 n-butylamphetamine 10(46 min)

amphetamine 0868 dextromethorphan 100

methamphetamine 0883 lidocaine 103

procaine 0883 benzocaine 125

MDA 0900 acetaminophen 211

norpseudoephedrine 0906 caffeine 214

MDMA 0914 guaifenesin 214

norephedrine 0917 P2P 224

pseudoephedrine 0919 DMSO (neutral marker) 240

tetracaine 0927 aspirin 271

54 NUCLEAR MAGNETIC RESONANCE

Method MDMA-NMR1

Solvents Deuterium Oxide (D2O) containing DSS or TSP for 0 PPM reference

Internal Standard Stock Solution (ISSS) 5 mgmL Maleic Acid (accurately weighed) in deuterium oxide (D2O)

containing DSS or TSP for 0 ppm reference

Sample Preparation Accurately weigh an amount of sample usually 10-30 mg into a capped test tube and

accurately add a volume normally 10 mL of the ISSS Vortex the sample for several seconds If insolubles

are present add 10 mL D2O (not containing maleic acid or the reference compound) vortex and sonicate 15

minutes Vortex the sample and filter if necessary Place in NMR sample tube

Instrument Varian Mercury 400 MHz with proton detection probe NMR

Spectrometer

Pulse Width 10 micros or 90deg(whichever is less)

Spectral Width (SW) at least containing ndash3 ppm through 13 ppm

Number of Scans multiple of 4 (greater to enhance signal to noise (SN))

Delay between Pulses 45 s

Shimming automatic gradient shimming of Z1-4 shims

Total run timesample 6 min (NT=4) -14 min (NT=16)

Uniformity within spectral width 03 RSD (-06 to 114 PPM)

Run Time 6 min

Linear Range 06 mgmL-60 mgmL

Repeatability lt 4

Correlation Coefficient 10

Accuracy lt 3

Compound MW Solvent Internal

Standard

Solubility

(mgmL)

Signals used for

quantitation

(position in ppm

with number of

protons) Signals in

bold and underlined

are preferred if

other numbers

present

Decompos

ition rate

(hour)

MDMA HCl 22971 D2O maleic

acid gt30

67-69 (m)(3) 60

(s)(2) 35 (sextet)(1)

30dd(1) 28dd(1)

27 (s)(3) 13 (d)(3)

lt01

MDMA

phosphate 29124 D2O

maleic

acid gt19

67-69 (m)(3) 60

(s)(2) 35 (sextet)(1)

30dd(1) 28dd(1)

27 (s)(3) 13 (d)(3)

lt01

6 QUALITATIVE DATA

See spectra on the following pages for FT-IR Vapor Phase IR FT-Raman Mass Spectrometry and Nuclear

Magnetic Resonance

7 REFERENCES

Coates J and Reffner J Visualization of Micro-ATR Infrared Spectroscopy Spectroscopy Vol 14 4

April 1999

Clarke EGC Isolation and Identification of Drugs 2nd Edition The Pharmaceutical Press 1986

Galichat Laurent Y Clarkersquos Analysis of Drugs and Poisons Volume 2 p 1256 Pharmaceutical Press 2004

Budavari S The Merck Index 13th Edition Merck and Co Inc 2001

8 ADDITIONAL RESOURCES

Forendex

Wikipedia

COMPOUND RRT COMPOUND RRT

chlorquinine 0812 phenyltoxolamine 0971

nicotinamide 0836 n-butylamphetamine 10(46 min)

amphetamine 0868 dextromethorphan 100

methamphetamine 0883 lidocaine 103

procaine 0883 benzocaine 125

MDA 0900 acetaminophen 211

norpseudoephedrine 0906 caffeine 214

MDMA 0914 guaifenesin 214

norephedrine 0917 P2P 224

pseudoephedrine 0919 DMSO (neutral marker) 240

tetracaine 0927 aspirin 271

54 NUCLEAR MAGNETIC RESONANCE

Method MDMA-NMR1

Solvents Deuterium Oxide (D2O) containing DSS or TSP for 0 PPM reference

Internal Standard Stock Solution (ISSS) 5 mgmL Maleic Acid (accurately weighed) in deuterium oxide (D2O)

containing DSS or TSP for 0 ppm reference

Sample Preparation Accurately weigh an amount of sample usually 10-30 mg into a capped test tube and

accurately add a volume normally 10 mL of the ISSS Vortex the sample for several seconds If insolubles

are present add 10 mL D2O (not containing maleic acid or the reference compound) vortex and sonicate 15

minutes Vortex the sample and filter if necessary Place in NMR sample tube

Instrument Varian Mercury 400 MHz with proton detection probe NMR

Spectrometer

Pulse Width 10 micros or 90deg(whichever is less)

Spectral Width (SW) at least containing ndash3 ppm through 13 ppm

Number of Scans multiple of 4 (greater to enhance signal to noise (SN))

Delay between Pulses 45 s

Shimming automatic gradient shimming of Z1-4 shims

Total run timesample 6 min (NT=4) -14 min (NT=16)

Uniformity within spectral width 03 RSD (-06 to 114 PPM)

Run Time 6 min

Linear Range 06 mgmL-60 mgmL

Repeatability lt 4

Correlation Coefficient 10

Accuracy lt 3

Compound MW Solvent Internal

Standard

Solubility

(mgmL)

Signals used for

quantitation

(position in ppm

with number of

protons) Signals in

bold and underlined

are preferred if

other numbers

present

Decompos

ition rate

(hour)

MDMA HCl 22971 D2O maleic

acid gt30

67-69 (m)(3) 60

(s)(2) 35 (sextet)(1)

30dd(1) 28dd(1)

27 (s)(3) 13 (d)(3)

lt01

MDMA

phosphate 29124 D2O

maleic

acid gt19

67-69 (m)(3) 60

(s)(2) 35 (sextet)(1)

30dd(1) 28dd(1)

27 (s)(3) 13 (d)(3)

lt01

6 QUALITATIVE DATA

See spectra on the following pages for FT-IR Vapor Phase IR FT-Raman Mass Spectrometry and Nuclear

Magnetic Resonance

7 REFERENCES

Coates J and Reffner J Visualization of Micro-ATR Infrared Spectroscopy Spectroscopy Vol 14 4

April 1999

Clarke EGC Isolation and Identification of Drugs 2nd Edition The Pharmaceutical Press 1986

Galichat Laurent Y Clarkersquos Analysis of Drugs and Poisons Volume 2 p 1256 Pharmaceutical Press 2004

Budavari S The Merck Index 13th Edition Merck and Co Inc 2001

8 ADDITIONAL RESOURCES

Forendex

Wikipedia

Spectral Width (SW) at least containing ndash3 ppm through 13 ppm

Number of Scans multiple of 4 (greater to enhance signal to noise (SN))

Delay between Pulses 45 s

Shimming automatic gradient shimming of Z1-4 shims

Total run timesample 6 min (NT=4) -14 min (NT=16)

Uniformity within spectral width 03 RSD (-06 to 114 PPM)

Run Time 6 min

Linear Range 06 mgmL-60 mgmL

Repeatability lt 4

Correlation Coefficient 10

Accuracy lt 3

Compound MW Solvent Internal

Standard

Solubility

(mgmL)

Signals used for

quantitation

(position in ppm

with number of

protons) Signals in

bold and underlined

are preferred if

other numbers

present

Decompos

ition rate

(hour)

MDMA HCl 22971 D2O maleic

acid gt30

67-69 (m)(3) 60

(s)(2) 35 (sextet)(1)

30dd(1) 28dd(1)

27 (s)(3) 13 (d)(3)

lt01

MDMA

phosphate 29124 D2O

maleic

acid gt19

67-69 (m)(3) 60

(s)(2) 35 (sextet)(1)

30dd(1) 28dd(1)

27 (s)(3) 13 (d)(3)

lt01

6 QUALITATIVE DATA

See spectra on the following pages for FT-IR Vapor Phase IR FT-Raman Mass Spectrometry and Nuclear

Magnetic Resonance

7 REFERENCES

Coates J and Reffner J Visualization of Micro-ATR Infrared Spectroscopy Spectroscopy Vol 14 4

April 1999

Clarke EGC Isolation and Identification of Drugs 2nd Edition The Pharmaceutical Press 1986

Galichat Laurent Y Clarkersquos Analysis of Drugs and Poisons Volume 2 p 1256 Pharmaceutical Press 2004

Budavari S The Merck Index 13th Edition Merck and Co Inc 2001

8 ADDITIONAL RESOURCES

Forendex

Wikipedia

See spectra on the following pages for FT-IR Vapor Phase IR FT-Raman Mass Spectrometry and Nuclear

Magnetic Resonance

7 REFERENCES

Coates J and Reffner J Visualization of Micro-ATR Infrared Spectroscopy Spectroscopy Vol 14 4

April 1999

Clarke EGC Isolation and Identification of Drugs 2nd Edition The Pharmaceutical Press 1986

Galichat Laurent Y Clarkersquos Analysis of Drugs and Poisons Volume 2 p 1256 Pharmaceutical Press 2004

Budavari S The Merck Index 13th Edition Merck and Co Inc 2001

8 ADDITIONAL RESOURCES

Forendex

Wikipedia

FTIR (KBr) 34-Methylenedioxymethamphetamine Hydrochloride

50 scans 1 nm resolution 5 mg150 mg

FTIR (diamond ATR 3 bounce) 34-Mehtylenedioxymethamphetamine Base

FTIR (1 bounce ATR) MDMA phosphate

32 scans resolution 4 cm-1

IR (Vapor Phase) 34-Methylenedioxymethamphetamine Lot A150B

2 mgmL in CH3OH

FT-RAMAN 34-Methylenedioxymethamphetamine Base

Extracted from MDMA HCl Lot A150B 32 scans 4 cm-1

resolution

FT-RAMAN 34-Methylenedioxymethamphetamine HCl

Lot A150B 32 scans 4 cm-1

resolution

19

48

26

09

34

79

36

61

45

675

34

5

60

41

66

74

71

46

77

21

81

27

88

74

10

39

6

10

97

8

11

54

7

12

47

1

12

89

61

33

69

13

60

5

13

98

01

44

19

15

02

5

16

09

41

62

88

27

93

7

29

32

72

96

79

30

37

23

07

03

33

30

5

00

05

10

15

20

25

30

35

40

45

50

55

60

65

70

75

80In

t

500 1000 1500 2000 2500 3000 3500

Raman shift (cm-1)

19

28

25

19

34

08

37

96

41

00

44

79

47

83

53

40

60

51

63

26

71

61

77

55

81

29

88

63

92

73

10

37

9

10

80

1

11

98

1

12

47

9

13

04

51

33

12

13

69

6

14

01

21

44

32

15

07

2

16

09

51

63

15

27

81

1

28

63

62

90

37

29

33

7

29

69

22

99

14

30

58

4

2

4

6

8

10

12

14

16

18

20

22

24

26

Int

500 1000 1500 2000 2500 3000 3500

Raman shift (cm-1)

FT-RAMAN 34-Methylenedioxymethamphetamine Phosphate Lot 2 TDM-275-01

32 scans 4 cm-1

resolution

Mass Spectrometry (EI) 34-Methylenedioxymethamphetamine

10

66

20

68

25

61

34

42

42

41

47

36

53

98

60

38

63

98

71

41

77

72

81

18

83

67

90

70

10

11

8

10

74

91

10

57

12

01

61

22

83

12

55

1

13

53

1

13

99

3

14

42

0

14

91

7

16

07

81

63

02

23

54

027

98

3

29

40

62

96

43

30

40

83

06

97

00

05

10

15

20

25

30

35

40

45

50

55

Int

500 1000 1500 2000 2500 3000 3500

Raman shift (cm-1)

Mass Spectrometry (CI) 34-Methylenedioxymethamphetamine

1H NMR MDMA base in CDCl3 with TMS 400 MHz

Extracted from MDMA HCl ndash Lot A150B

ppm 673 (d J=783 Hz 1 H) 668 (d J=117 Hz 1 H) 663 (dd J=783 117 Hz 1 H) 592 (s 2 H) 267 -

278 (ddq J=720 630 630 630 630 Hz 1 H) 261 (dd J=1350 724 Hz 1 H) 254 (dd J=1330 626

Hz 1 H) 239 (s 3 H) 104 (d J=626 Hz 3 H)

13C NMR MDMA Base

Extracted from MDMA HCl ndash Lot A 150B

1H NMR MDMA Phosphate in D2O with TSP 400 MHz

Lot 2 TDM-275-01

ppm 688 - 692 (d J=800 Hz 1 H) 686 (d J=137 Hz 1 H) 680 (dd J=800 140 Hz 1 H) 598 (s 2 H)

344 - 355 (ddq J=750 670 670 670 650 Hz 1 H) 299 (dd J=1390 650 Hz 1 H) 285 (dd J=1390

760 Hz 1 H) 270 (s 3 H) 128 (d J=665 Hz 3 H)

13C NMR MDMA Phosphate in D2O with TSP Lot 2 TDM-275-01

1H NMR MDMA Phosphate in CD3OD with TMS Lot 2 TDM-275-01

400 MHz

ppm 679 (d J=098 Hz 1 H) 678 (d J=802 Hz 1 H) 673 (dd J=800 120 Hz 1 H)

593 (s 2 H) 329 - 340 (m 1 H) 308 (dd J=1350 509 Hz 1 H) 269 (s 3 H) 267 (dd

J=1330 960 Hz 1 H) 122 (d J=646 Hz 3 H)

1H NMR MDMA HCl Lot A150B

with maleic acid as internal standard in D2O with TSP 400 MHz

ppm 688 (d J=792 Hz 1 H) 684 (d J=166 Hz 1 H) 676 - 681 (dd J=790 180 Hz 1

H) 597 (s 2 H) 341 - 354 (ddq J=770 670 670 670 650 Hz 1 H) 293 - 302 (dd

J=1400 650 Hz 1 H) 283 (dd J=1400 770 Hz 1 H) 270 (s 3 H) 127 (d J=665 Hz

3 H) Maleic acid 640 (s 2H)

1H NMR MDMA base in CD3OD with TMS

Extracted from MDMA HCl ndash Lot A150B 400 MHz

ppm 669 - 674 (d J=783 Hz 1 H) 667 (d J=137 Hz 1 H) 662 (dd J=780 140 Hz 1

H) 588 (s 2 H) 265 - 276 (m 2 H) 244 (dd J=1530 940 Hz 1 H) 234 (s 3 H) 100

(d J=606 Hz 3 H)

1H NMR MDMA HCl in CD3OD Lot A150B

400 MHz

ppm 680 (d J=160 Hz 1 H) 679 (d J=802 Hz 1 H) 674 (dd J=802 156 Hz 1 H) 593 (s 2 H) 336 -

348 (ddq J=940 650 650 650 530 Hz 1 H) 308 (dd J=1350 528 Hz 1 H) 271 (dd J=1330 940

Hz 1 H) 125 (d J=646 Hz 3 H)

13C NMR MDMA HCl in CD3OD Lot A150B

Optical isomers standards for these compounds were unavailable

No Data Available

FTIR (1 bounce ATR) MDMA phosphate

32 scans resolution 4 cm-1

IR (Vapor Phase) 34-Methylenedioxymethamphetamine Lot A150B

2 mgmL in CH3OH

FT-RAMAN 34-Methylenedioxymethamphetamine Base

Extracted from MDMA HCl Lot A150B 32 scans 4 cm-1

resolution

FT-RAMAN 34-Methylenedioxymethamphetamine HCl

Lot A150B 32 scans 4 cm-1

resolution

19

48

26

09

34

79

36

61

45

675

34

5

60

41

66

74

71

46

77

21

81

27

88

74

10

39

6

10

97

8

11

54

7

12

47

1

12

89

61

33

69

13

60

5

13

98

01

44

19

15

02

5

16

09

41

62

88

27

93

7

29

32

72

96

79

30

37

23

07

03

33

30

5

00

05

10

15

20

25

30

35

40

45

50

55

60

65

70

75

80In

t

500 1000 1500 2000 2500 3000 3500

Raman shift (cm-1)

19

28

25

19

34

08

37

96

41

00

44

79

47

83

53

40

60

51

63

26

71

61

77

55

81

29

88

63

92

73

10

37

9

10

80

1

11

98

1

12

47

9

13

04

51

33

12

13

69

6

14

01

21

44

32

15

07

2

16

09

51

63

15

27

81

1

28

63

62

90

37

29

33

7

29

69

22

99

14

30

58

4

2

4

6

8

10

12

14

16

18

20

22

24

26

Int

500 1000 1500 2000 2500 3000 3500

Raman shift (cm-1)

FT-RAMAN 34-Methylenedioxymethamphetamine Phosphate Lot 2 TDM-275-01

32 scans 4 cm-1

resolution

Mass Spectrometry (EI) 34-Methylenedioxymethamphetamine

10

66

20

68

25

61

34

42

42

41

47

36

53

98

60

38

63

98

71

41

77

72

81

18

83

67

90

70

10

11

8

10

74

91

10

57

12

01

61

22

83

12

55

1

13

53

1

13

99

3

14

42

0

14

91

7

16

07

81

63

02

23

54

027

98

3

29

40

62

96

43

30

40

83

06

97

00

05

10

15

20

25

30

35

40

45

50

55

Int

500 1000 1500 2000 2500 3000 3500

Raman shift (cm-1)

Mass Spectrometry (CI) 34-Methylenedioxymethamphetamine

1H NMR MDMA base in CDCl3 with TMS 400 MHz

Extracted from MDMA HCl ndash Lot A150B

ppm 673 (d J=783 Hz 1 H) 668 (d J=117 Hz 1 H) 663 (dd J=783 117 Hz 1 H) 592 (s 2 H) 267 -

278 (ddq J=720 630 630 630 630 Hz 1 H) 261 (dd J=1350 724 Hz 1 H) 254 (dd J=1330 626

Hz 1 H) 239 (s 3 H) 104 (d J=626 Hz 3 H)

13C NMR MDMA Base

Extracted from MDMA HCl ndash Lot A 150B

1H NMR MDMA Phosphate in D2O with TSP 400 MHz

Lot 2 TDM-275-01

ppm 688 - 692 (d J=800 Hz 1 H) 686 (d J=137 Hz 1 H) 680 (dd J=800 140 Hz 1 H) 598 (s 2 H)

344 - 355 (ddq J=750 670 670 670 650 Hz 1 H) 299 (dd J=1390 650 Hz 1 H) 285 (dd J=1390

760 Hz 1 H) 270 (s 3 H) 128 (d J=665 Hz 3 H)

13C NMR MDMA Phosphate in D2O with TSP Lot 2 TDM-275-01

1H NMR MDMA Phosphate in CD3OD with TMS Lot 2 TDM-275-01

400 MHz

ppm 679 (d J=098 Hz 1 H) 678 (d J=802 Hz 1 H) 673 (dd J=800 120 Hz 1 H)

593 (s 2 H) 329 - 340 (m 1 H) 308 (dd J=1350 509 Hz 1 H) 269 (s 3 H) 267 (dd

J=1330 960 Hz 1 H) 122 (d J=646 Hz 3 H)

1H NMR MDMA HCl Lot A150B

with maleic acid as internal standard in D2O with TSP 400 MHz

ppm 688 (d J=792 Hz 1 H) 684 (d J=166 Hz 1 H) 676 - 681 (dd J=790 180 Hz 1

H) 597 (s 2 H) 341 - 354 (ddq J=770 670 670 670 650 Hz 1 H) 293 - 302 (dd

J=1400 650 Hz 1 H) 283 (dd J=1400 770 Hz 1 H) 270 (s 3 H) 127 (d J=665 Hz

3 H) Maleic acid 640 (s 2H)

1H NMR MDMA base in CD3OD with TMS

Extracted from MDMA HCl ndash Lot A150B 400 MHz

ppm 669 - 674 (d J=783 Hz 1 H) 667 (d J=137 Hz 1 H) 662 (dd J=780 140 Hz 1

H) 588 (s 2 H) 265 - 276 (m 2 H) 244 (dd J=1530 940 Hz 1 H) 234 (s 3 H) 100

(d J=606 Hz 3 H)

1H NMR MDMA HCl in CD3OD Lot A150B

400 MHz

ppm 680 (d J=160 Hz 1 H) 679 (d J=802 Hz 1 H) 674 (dd J=802 156 Hz 1 H) 593 (s 2 H) 336 -

348 (ddq J=940 650 650 650 530 Hz 1 H) 308 (dd J=1350 528 Hz 1 H) 271 (dd J=1330 940

Hz 1 H) 125 (d J=646 Hz 3 H)

13C NMR MDMA HCl in CD3OD Lot A150B

Optical isomers standards for these compounds were unavailable

No Data Available

FT-RAMAN 34-Methylenedioxymethamphetamine Base

Extracted from MDMA HCl Lot A150B 32 scans 4 cm-1

resolution

FT-RAMAN 34-Methylenedioxymethamphetamine HCl

Lot A150B 32 scans 4 cm-1

resolution

19

48

26

09

34

79

36

61

45

675

34

5

60

41

66

74

71

46

77

21

81

27

88

74

10

39

6

10

97

8

11

54

7

12

47

1

12

89

61

33

69

13

60

5

13

98

01

44

19

15

02

5

16

09

41

62

88

27

93

7

29

32

72

96

79

30

37

23

07

03

33

30

5

00

05

10

15

20

25

30

35

40

45

50

55

60

65

70

75

80In

t

500 1000 1500 2000 2500 3000 3500

Raman shift (cm-1)

19

28

25

19

34

08

37

96

41

00

44

79

47

83

53

40

60

51

63

26

71

61

77

55

81

29

88

63

92

73

10

37

9

10

80

1

11

98

1

12

47

9

13

04

51

33

12

13

69

6

14

01

21

44

32

15

07

2

16

09

51

63

15

27

81

1

28

63

62

90

37

29

33

7

29

69

22

99

14

30

58

4

2

4

6

8

10

12

14

16

18

20

22

24

26

Int

500 1000 1500 2000 2500 3000 3500

Raman shift (cm-1)

FT-RAMAN 34-Methylenedioxymethamphetamine Phosphate Lot 2 TDM-275-01

32 scans 4 cm-1

resolution

Mass Spectrometry (EI) 34-Methylenedioxymethamphetamine

10

66

20

68

25

61

34

42

42

41

47

36

53

98

60

38

63

98

71

41

77

72

81

18

83

67

90

70

10

11

8

10

74

91

10

57

12

01

61

22

83

12

55

1

13

53

1

13

99

3

14

42

0

14

91

7

16

07

81

63

02

23

54

027

98

3

29

40

62

96

43

30

40

83

06

97

00

05

10

15

20

25

30

35

40

45

50

55

Int

500 1000 1500 2000 2500 3000 3500

Raman shift (cm-1)

Mass Spectrometry (CI) 34-Methylenedioxymethamphetamine

1H NMR MDMA base in CDCl3 with TMS 400 MHz

Extracted from MDMA HCl ndash Lot A150B

ppm 673 (d J=783 Hz 1 H) 668 (d J=117 Hz 1 H) 663 (dd J=783 117 Hz 1 H) 592 (s 2 H) 267 -

278 (ddq J=720 630 630 630 630 Hz 1 H) 261 (dd J=1350 724 Hz 1 H) 254 (dd J=1330 626

Hz 1 H) 239 (s 3 H) 104 (d J=626 Hz 3 H)

13C NMR MDMA Base

Extracted from MDMA HCl ndash Lot A 150B

1H NMR MDMA Phosphate in D2O with TSP 400 MHz

Lot 2 TDM-275-01

ppm 688 - 692 (d J=800 Hz 1 H) 686 (d J=137 Hz 1 H) 680 (dd J=800 140 Hz 1 H) 598 (s 2 H)

344 - 355 (ddq J=750 670 670 670 650 Hz 1 H) 299 (dd J=1390 650 Hz 1 H) 285 (dd J=1390

760 Hz 1 H) 270 (s 3 H) 128 (d J=665 Hz 3 H)

13C NMR MDMA Phosphate in D2O with TSP Lot 2 TDM-275-01

1H NMR MDMA Phosphate in CD3OD with TMS Lot 2 TDM-275-01

400 MHz

ppm 679 (d J=098 Hz 1 H) 678 (d J=802 Hz 1 H) 673 (dd J=800 120 Hz 1 H)

593 (s 2 H) 329 - 340 (m 1 H) 308 (dd J=1350 509 Hz 1 H) 269 (s 3 H) 267 (dd

J=1330 960 Hz 1 H) 122 (d J=646 Hz 3 H)

1H NMR MDMA HCl Lot A150B

with maleic acid as internal standard in D2O with TSP 400 MHz

ppm 688 (d J=792 Hz 1 H) 684 (d J=166 Hz 1 H) 676 - 681 (dd J=790 180 Hz 1

H) 597 (s 2 H) 341 - 354 (ddq J=770 670 670 670 650 Hz 1 H) 293 - 302 (dd

J=1400 650 Hz 1 H) 283 (dd J=1400 770 Hz 1 H) 270 (s 3 H) 127 (d J=665 Hz

3 H) Maleic acid 640 (s 2H)

1H NMR MDMA base in CD3OD with TMS

Extracted from MDMA HCl ndash Lot A150B 400 MHz

ppm 669 - 674 (d J=783 Hz 1 H) 667 (d J=137 Hz 1 H) 662 (dd J=780 140 Hz 1

H) 588 (s 2 H) 265 - 276 (m 2 H) 244 (dd J=1530 940 Hz 1 H) 234 (s 3 H) 100

(d J=606 Hz 3 H)

1H NMR MDMA HCl in CD3OD Lot A150B

400 MHz

ppm 680 (d J=160 Hz 1 H) 679 (d J=802 Hz 1 H) 674 (dd J=802 156 Hz 1 H) 593 (s 2 H) 336 -

348 (ddq J=940 650 650 650 530 Hz 1 H) 308 (dd J=1350 528 Hz 1 H) 271 (dd J=1330 940

Hz 1 H) 125 (d J=646 Hz 3 H)

13C NMR MDMA HCl in CD3OD Lot A150B

Optical isomers standards for these compounds were unavailable

No Data Available

FT-RAMAN 34-Methylenedioxymethamphetamine Phosphate Lot 2 TDM-275-01

32 scans 4 cm-1

resolution

Mass Spectrometry (EI) 34-Methylenedioxymethamphetamine

10

66

20

68

25

61

34

42

42

41

47

36

53

98

60

38

63

98

71

41

77

72

81

18

83

67

90

70

10

11

8

10

74

91

10

57

12

01

61

22

83

12

55

1

13

53

1

13

99

3

14

42

0

14

91

7

16

07

81

63

02

23

54

027

98

3

29

40

62

96

43

30

40

83

06

97

00

05

10

15

20

25

30

35

40

45

50

55

Int

500 1000 1500 2000 2500 3000 3500

Raman shift (cm-1)

Mass Spectrometry (CI) 34-Methylenedioxymethamphetamine

1H NMR MDMA base in CDCl3 with TMS 400 MHz

Extracted from MDMA HCl ndash Lot A150B

ppm 673 (d J=783 Hz 1 H) 668 (d J=117 Hz 1 H) 663 (dd J=783 117 Hz 1 H) 592 (s 2 H) 267 -

278 (ddq J=720 630 630 630 630 Hz 1 H) 261 (dd J=1350 724 Hz 1 H) 254 (dd J=1330 626

Hz 1 H) 239 (s 3 H) 104 (d J=626 Hz 3 H)

13C NMR MDMA Base

Extracted from MDMA HCl ndash Lot A 150B

1H NMR MDMA Phosphate in D2O with TSP 400 MHz

Lot 2 TDM-275-01

ppm 688 - 692 (d J=800 Hz 1 H) 686 (d J=137 Hz 1 H) 680 (dd J=800 140 Hz 1 H) 598 (s 2 H)

344 - 355 (ddq J=750 670 670 670 650 Hz 1 H) 299 (dd J=1390 650 Hz 1 H) 285 (dd J=1390

760 Hz 1 H) 270 (s 3 H) 128 (d J=665 Hz 3 H)

13C NMR MDMA Phosphate in D2O with TSP Lot 2 TDM-275-01

1H NMR MDMA Phosphate in CD3OD with TMS Lot 2 TDM-275-01

400 MHz

ppm 679 (d J=098 Hz 1 H) 678 (d J=802 Hz 1 H) 673 (dd J=800 120 Hz 1 H)

593 (s 2 H) 329 - 340 (m 1 H) 308 (dd J=1350 509 Hz 1 H) 269 (s 3 H) 267 (dd

J=1330 960 Hz 1 H) 122 (d J=646 Hz 3 H)

1H NMR MDMA HCl Lot A150B

with maleic acid as internal standard in D2O with TSP 400 MHz

ppm 688 (d J=792 Hz 1 H) 684 (d J=166 Hz 1 H) 676 - 681 (dd J=790 180 Hz 1

H) 597 (s 2 H) 341 - 354 (ddq J=770 670 670 670 650 Hz 1 H) 293 - 302 (dd

J=1400 650 Hz 1 H) 283 (dd J=1400 770 Hz 1 H) 270 (s 3 H) 127 (d J=665 Hz

3 H) Maleic acid 640 (s 2H)

1H NMR MDMA base in CD3OD with TMS

Extracted from MDMA HCl ndash Lot A150B 400 MHz

ppm 669 - 674 (d J=783 Hz 1 H) 667 (d J=137 Hz 1 H) 662 (dd J=780 140 Hz 1

H) 588 (s 2 H) 265 - 276 (m 2 H) 244 (dd J=1530 940 Hz 1 H) 234 (s 3 H) 100

(d J=606 Hz 3 H)

1H NMR MDMA HCl in CD3OD Lot A150B

400 MHz

ppm 680 (d J=160 Hz 1 H) 679 (d J=802 Hz 1 H) 674 (dd J=802 156 Hz 1 H) 593 (s 2 H) 336 -

348 (ddq J=940 650 650 650 530 Hz 1 H) 308 (dd J=1350 528 Hz 1 H) 271 (dd J=1330 940

Hz 1 H) 125 (d J=646 Hz 3 H)

13C NMR MDMA HCl in CD3OD Lot A150B

Optical isomers standards for these compounds were unavailable

No Data Available

Mass Spectrometry (CI) 34-Methylenedioxymethamphetamine

1H NMR MDMA base in CDCl3 with TMS 400 MHz

Extracted from MDMA HCl ndash Lot A150B

ppm 673 (d J=783 Hz 1 H) 668 (d J=117 Hz 1 H) 663 (dd J=783 117 Hz 1 H) 592 (s 2 H) 267 -

278 (ddq J=720 630 630 630 630 Hz 1 H) 261 (dd J=1350 724 Hz 1 H) 254 (dd J=1330 626

Hz 1 H) 239 (s 3 H) 104 (d J=626 Hz 3 H)

13C NMR MDMA Base

Extracted from MDMA HCl ndash Lot A 150B

1H NMR MDMA Phosphate in D2O with TSP 400 MHz

Lot 2 TDM-275-01

ppm 688 - 692 (d J=800 Hz 1 H) 686 (d J=137 Hz 1 H) 680 (dd J=800 140 Hz 1 H) 598 (s 2 H)

344 - 355 (ddq J=750 670 670 670 650 Hz 1 H) 299 (dd J=1390 650 Hz 1 H) 285 (dd J=1390

760 Hz 1 H) 270 (s 3 H) 128 (d J=665 Hz 3 H)

13C NMR MDMA Phosphate in D2O with TSP Lot 2 TDM-275-01

1H NMR MDMA Phosphate in CD3OD with TMS Lot 2 TDM-275-01

400 MHz

ppm 679 (d J=098 Hz 1 H) 678 (d J=802 Hz 1 H) 673 (dd J=800 120 Hz 1 H)

593 (s 2 H) 329 - 340 (m 1 H) 308 (dd J=1350 509 Hz 1 H) 269 (s 3 H) 267 (dd

J=1330 960 Hz 1 H) 122 (d J=646 Hz 3 H)

1H NMR MDMA HCl Lot A150B

with maleic acid as internal standard in D2O with TSP 400 MHz

ppm 688 (d J=792 Hz 1 H) 684 (d J=166 Hz 1 H) 676 - 681 (dd J=790 180 Hz 1

H) 597 (s 2 H) 341 - 354 (ddq J=770 670 670 670 650 Hz 1 H) 293 - 302 (dd

J=1400 650 Hz 1 H) 283 (dd J=1400 770 Hz 1 H) 270 (s 3 H) 127 (d J=665 Hz

3 H) Maleic acid 640 (s 2H)

1H NMR MDMA base in CD3OD with TMS

Extracted from MDMA HCl ndash Lot A150B 400 MHz

ppm 669 - 674 (d J=783 Hz 1 H) 667 (d J=137 Hz 1 H) 662 (dd J=780 140 Hz 1

H) 588 (s 2 H) 265 - 276 (m 2 H) 244 (dd J=1530 940 Hz 1 H) 234 (s 3 H) 100

(d J=606 Hz 3 H)

1H NMR MDMA HCl in CD3OD Lot A150B

400 MHz

ppm 680 (d J=160 Hz 1 H) 679 (d J=802 Hz 1 H) 674 (dd J=802 156 Hz 1 H) 593 (s 2 H) 336 -

348 (ddq J=940 650 650 650 530 Hz 1 H) 308 (dd J=1350 528 Hz 1 H) 271 (dd J=1330 940

Hz 1 H) 125 (d J=646 Hz 3 H)

13C NMR MDMA HCl in CD3OD Lot A150B

Optical isomers standards for these compounds were unavailable

No Data Available

13C NMR MDMA Base

Extracted from MDMA HCl ndash Lot A 150B

1H NMR MDMA Phosphate in D2O with TSP 400 MHz

Lot 2 TDM-275-01

ppm 688 - 692 (d J=800 Hz 1 H) 686 (d J=137 Hz 1 H) 680 (dd J=800 140 Hz 1 H) 598 (s 2 H)

344 - 355 (ddq J=750 670 670 670 650 Hz 1 H) 299 (dd J=1390 650 Hz 1 H) 285 (dd J=1390

760 Hz 1 H) 270 (s 3 H) 128 (d J=665 Hz 3 H)

13C NMR MDMA Phosphate in D2O with TSP Lot 2 TDM-275-01

1H NMR MDMA Phosphate in CD3OD with TMS Lot 2 TDM-275-01

400 MHz

ppm 679 (d J=098 Hz 1 H) 678 (d J=802 Hz 1 H) 673 (dd J=800 120 Hz 1 H)

593 (s 2 H) 329 - 340 (m 1 H) 308 (dd J=1350 509 Hz 1 H) 269 (s 3 H) 267 (dd

J=1330 960 Hz 1 H) 122 (d J=646 Hz 3 H)

1H NMR MDMA HCl Lot A150B

with maleic acid as internal standard in D2O with TSP 400 MHz

ppm 688 (d J=792 Hz 1 H) 684 (d J=166 Hz 1 H) 676 - 681 (dd J=790 180 Hz 1

H) 597 (s 2 H) 341 - 354 (ddq J=770 670 670 670 650 Hz 1 H) 293 - 302 (dd

J=1400 650 Hz 1 H) 283 (dd J=1400 770 Hz 1 H) 270 (s 3 H) 127 (d J=665 Hz

3 H) Maleic acid 640 (s 2H)

1H NMR MDMA base in CD3OD with TMS

Extracted from MDMA HCl ndash Lot A150B 400 MHz

ppm 669 - 674 (d J=783 Hz 1 H) 667 (d J=137 Hz 1 H) 662 (dd J=780 140 Hz 1

H) 588 (s 2 H) 265 - 276 (m 2 H) 244 (dd J=1530 940 Hz 1 H) 234 (s 3 H) 100

(d J=606 Hz 3 H)

1H NMR MDMA HCl in CD3OD Lot A150B

400 MHz

ppm 680 (d J=160 Hz 1 H) 679 (d J=802 Hz 1 H) 674 (dd J=802 156 Hz 1 H) 593 (s 2 H) 336 -

348 (ddq J=940 650 650 650 530 Hz 1 H) 308 (dd J=1350 528 Hz 1 H) 271 (dd J=1330 940

Hz 1 H) 125 (d J=646 Hz 3 H)

13C NMR MDMA HCl in CD3OD Lot A150B

Optical isomers standards for these compounds were unavailable

No Data Available

1H NMR MDMA Phosphate in D2O with TSP 400 MHz

Lot 2 TDM-275-01

ppm 688 - 692 (d J=800 Hz 1 H) 686 (d J=137 Hz 1 H) 680 (dd J=800 140 Hz 1 H) 598 (s 2 H)

344 - 355 (ddq J=750 670 670 670 650 Hz 1 H) 299 (dd J=1390 650 Hz 1 H) 285 (dd J=1390

760 Hz 1 H) 270 (s 3 H) 128 (d J=665 Hz 3 H)

13C NMR MDMA Phosphate in D2O with TSP Lot 2 TDM-275-01

1H NMR MDMA Phosphate in CD3OD with TMS Lot 2 TDM-275-01

400 MHz

ppm 679 (d J=098 Hz 1 H) 678 (d J=802 Hz 1 H) 673 (dd J=800 120 Hz 1 H)

593 (s 2 H) 329 - 340 (m 1 H) 308 (dd J=1350 509 Hz 1 H) 269 (s 3 H) 267 (dd

J=1330 960 Hz 1 H) 122 (d J=646 Hz 3 H)

1H NMR MDMA HCl Lot A150B

with maleic acid as internal standard in D2O with TSP 400 MHz

ppm 688 (d J=792 Hz 1 H) 684 (d J=166 Hz 1 H) 676 - 681 (dd J=790 180 Hz 1

H) 597 (s 2 H) 341 - 354 (ddq J=770 670 670 670 650 Hz 1 H) 293 - 302 (dd

J=1400 650 Hz 1 H) 283 (dd J=1400 770 Hz 1 H) 270 (s 3 H) 127 (d J=665 Hz

3 H) Maleic acid 640 (s 2H)

1H NMR MDMA base in CD3OD with TMS

Extracted from MDMA HCl ndash Lot A150B 400 MHz

ppm 669 - 674 (d J=783 Hz 1 H) 667 (d J=137 Hz 1 H) 662 (dd J=780 140 Hz 1

H) 588 (s 2 H) 265 - 276 (m 2 H) 244 (dd J=1530 940 Hz 1 H) 234 (s 3 H) 100

(d J=606 Hz 3 H)

1H NMR MDMA HCl in CD3OD Lot A150B

400 MHz

ppm 680 (d J=160 Hz 1 H) 679 (d J=802 Hz 1 H) 674 (dd J=802 156 Hz 1 H) 593 (s 2 H) 336 -

348 (ddq J=940 650 650 650 530 Hz 1 H) 308 (dd J=1350 528 Hz 1 H) 271 (dd J=1330 940

Hz 1 H) 125 (d J=646 Hz 3 H)

13C NMR MDMA HCl in CD3OD Lot A150B

Optical isomers standards for these compounds were unavailable

No Data Available

13C NMR MDMA Phosphate in D2O with TSP Lot 2 TDM-275-01

1H NMR MDMA Phosphate in CD3OD with TMS Lot 2 TDM-275-01

400 MHz

ppm 679 (d J=098 Hz 1 H) 678 (d J=802 Hz 1 H) 673 (dd J=800 120 Hz 1 H)

593 (s 2 H) 329 - 340 (m 1 H) 308 (dd J=1350 509 Hz 1 H) 269 (s 3 H) 267 (dd

J=1330 960 Hz 1 H) 122 (d J=646 Hz 3 H)

1H NMR MDMA HCl Lot A150B

with maleic acid as internal standard in D2O with TSP 400 MHz

ppm 688 (d J=792 Hz 1 H) 684 (d J=166 Hz 1 H) 676 - 681 (dd J=790 180 Hz 1

H) 597 (s 2 H) 341 - 354 (ddq J=770 670 670 670 650 Hz 1 H) 293 - 302 (dd

J=1400 650 Hz 1 H) 283 (dd J=1400 770 Hz 1 H) 270 (s 3 H) 127 (d J=665 Hz

3 H) Maleic acid 640 (s 2H)

1H NMR MDMA base in CD3OD with TMS

Extracted from MDMA HCl ndash Lot A150B 400 MHz

ppm 669 - 674 (d J=783 Hz 1 H) 667 (d J=137 Hz 1 H) 662 (dd J=780 140 Hz 1

H) 588 (s 2 H) 265 - 276 (m 2 H) 244 (dd J=1530 940 Hz 1 H) 234 (s 3 H) 100

(d J=606 Hz 3 H)

1H NMR MDMA HCl in CD3OD Lot A150B

400 MHz

ppm 680 (d J=160 Hz 1 H) 679 (d J=802 Hz 1 H) 674 (dd J=802 156 Hz 1 H) 593 (s 2 H) 336 -

348 (ddq J=940 650 650 650 530 Hz 1 H) 308 (dd J=1350 528 Hz 1 H) 271 (dd J=1330 940

Hz 1 H) 125 (d J=646 Hz 3 H)

13C NMR MDMA HCl in CD3OD Lot A150B

Optical isomers standards for these compounds were unavailable

No Data Available

1H NMR MDMA HCl Lot A150B

with maleic acid as internal standard in D2O with TSP 400 MHz

ppm 688 (d J=792 Hz 1 H) 684 (d J=166 Hz 1 H) 676 - 681 (dd J=790 180 Hz 1

H) 597 (s 2 H) 341 - 354 (ddq J=770 670 670 670 650 Hz 1 H) 293 - 302 (dd

J=1400 650 Hz 1 H) 283 (dd J=1400 770 Hz 1 H) 270 (s 3 H) 127 (d J=665 Hz

3 H) Maleic acid 640 (s 2H)

1H NMR MDMA base in CD3OD with TMS

Extracted from MDMA HCl ndash Lot A150B 400 MHz

ppm 669 - 674 (d J=783 Hz 1 H) 667 (d J=137 Hz 1 H) 662 (dd J=780 140 Hz 1

H) 588 (s 2 H) 265 - 276 (m 2 H) 244 (dd J=1530 940 Hz 1 H) 234 (s 3 H) 100

(d J=606 Hz 3 H)

1H NMR MDMA HCl in CD3OD Lot A150B

400 MHz

ppm 680 (d J=160 Hz 1 H) 679 (d J=802 Hz 1 H) 674 (dd J=802 156 Hz 1 H) 593 (s 2 H) 336 -

348 (ddq J=940 650 650 650 530 Hz 1 H) 308 (dd J=1350 528 Hz 1 H) 271 (dd J=1330 940

Hz 1 H) 125 (d J=646 Hz 3 H)

13C NMR MDMA HCl in CD3OD Lot A150B

Optical isomers standards for these compounds were unavailable

No Data Available

1H NMR MDMA HCl in CD3OD Lot A150B

400 MHz

ppm 680 (d J=160 Hz 1 H) 679 (d J=802 Hz 1 H) 674 (dd J=802 156 Hz 1 H) 593 (s 2 H) 336 -

348 (ddq J=940 650 650 650 530 Hz 1 H) 308 (dd J=1350 528 Hz 1 H) 271 (dd J=1330 940

Hz 1 H) 125 (d J=646 Hz 3 H)

13C NMR MDMA HCl in CD3OD Lot A150B

Optical isomers standards for these compounds were unavailable

No Data Available

13C NMR MDMA HCl in CD3OD Lot A150B

Optical isomers standards for these compounds were unavailable

No Data Available