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A commercially available source of free Guanidine AeroGuanidine Carbonate Ψ m (H ; N-C-NH 2 ) 2 .H 2 C0 3 AERO Guanidine Carbonate is an easily handled, inexpensive source of free guanidine. In many instances the carbonate itself can be utilized in organic syntheses. Free guanidine is one of the strongest organic bases and the carbonate has approximately the same strength as potassium carbonate. The technical literature contains well over 1000 references to the chemistry of the guanidines. Illustrative of these are the reactions of guanidine carbonate or free guanidine with- 1,3-Dicarbonyl Compounds Ο Ο CH 3 C-CH 2 C-CH a acetyl acetone ->- H 3 C-C C-CH 3 11 I NH 2 Nitriles NCCH.CN malononitrile Acylating Agents (CH„CO) a O- ->- N = H 2 N-0 II N- C-NH 2 CH -C-NE acetic anhydride Aldehydes H,C = 0 Ο ΝΗ CH 3 -C-NH-C-NH,. CH.COOH formaldehyde ->- /NH-CH..OH HN = C —NH-CH..OH ->- water-soluble resin Guanidine carbonate is a convenient starting point for many guanidine salts which can be used as emulsifying agents, detergents, lubricant addition agents, anti- oxidants, and in several photographic applications. A typical example of this reaction is the formation of guanidine stéarate. ΝΗ ΝΗ 2C ls H 37 CO,H + (H 2 NC-NH 2 ),.H,CO,- >-2C ls H :{7 C0 2 H. H,NCNH, +C0 2 +H.0 It is suggested that you avail yourself of the opportunity to carry out your own investigations with this compound. Research samples, as well as more detailed technical information, may be had simply by filling in and mailing the coupon below. -Trade Mark Physical Properties of AERO Guanidine Carbonate Form White powder Melting Point . Decomposes a t 197-199°C. without melting Purity 94% Solubility: Water—45-50 g./100 g. a t 24°C. 88-93 g./100 g. a t 100°C. Methanol—O.68 g./100 cc. solution a t 23°C. Ethanol—0.24 g./100 cc. solu- tion (90% ethanol) at 23°C. Acetone—0.3-0.4 g./100 g. at 24°C. Isopropanol—0.05 g./100 cc. solution a t 23°C. Related Organic Nitrogen Compounds Guanidine Hydrochloride Guanidine Nitrate Phenyl Guanidine Carbonate Phenyl Guanidine Stéarate Dicyandiamide Guanylurea Sulfate Phenyl Biguanide HC1 Dithiobiuret Melamine SAMPLE AND TECHNICAL DATA American Cyanamid Company Section SO, Synthetic Organic Chemicals Dept. 30 Rockefeller Plaza, New York 20, Ν. Y. Gentlemen: • Send me a sample of Guanidine Carbonate Name ΓΊ Send technical data sheet. Posilion_ Co?npany_ Address VOLUME 2 6, NO. 17 » . » APRIL 9.6, 1948 1205 Industrial Chemicals Division
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A commercially available source of free Guanidine
AeroGuanidine Carbonate Ψ m (H;N-C-NH2)2.H2C03
AERO Guanidine Carbonate is an easily handled, inexpensive source of free guanidine. In many instances the carbonate itself can be utilized in organic syntheses.
Free guanidine is one of the strongest organic bases and the carbonate has approximately the same strength as potassium carbonate. The technical literature contains well over 1000 references to the chemistry of the guanidines. Illustrative of these are the
reactions of guanidine carbonate or free guanidine with-1,3 -Dicarbonyl Compounds
Ο Ο CH3C-CH2C-CHa
acetyl acetone ->- H3C-C C-CH3
11 I
NH 2
Nitr i les NCCH.CN
malononitrile
A c y l a t i n g Agents (CH„CO)aO-
->-N =
H2N-0 II
N -
C-NH2
CH - C - N E
acetic anhydride A l d e h y d e s
H,C = 0
Ο Ν Η CH3-C-NH-C-NH,. CH.COOH
formaldehyde ->-
/NH-CH..OH HN = C
—NH-CH..OH - > - water-soluble
resin
Guanidine carbonate is a convenient starting point for many guanidine salts which can be used as emulsifying agents, detergents, lubricant addition agents, antioxidants, and in several photographic applications. A typical example of this reaction is the formation of guanidine stéarate.
ΝΗ ΝΗ 2ClsH37CO,H + (H2NC-NH2),.H,CO,- >-2ClsH:{7C02H. H,NCNH, + C 0 2 + H . 0 I t is suggested that you avail yourself of the opportunity to carry out your own
investigations with this compound. Research samples, as well as more detailed technical information, may be had simply by filling in and mailing the coupon below. -Trade Mark
Physical Properties of AERO Guanidine Carbonate
Form White powder Melting Point . Decomposes a t
197-199°C. without melting Purity 94% Solubility:
Water—45-50 g./100 g. a t 24°C.
88-93 g./100 g. a t 100°C.
Methanol—O.68 g./100 cc. solution a t 23°C.
Ethanol—0.24 g./100 cc. solution (90% ethanol) at 23°C.
Acetone—0.3-0.4 g./100 g. at 24°C.
Isopropanol—0.05 g./100 cc. solution a t 23°C.
Related Organic Nitrogen Compounds
Guanidine Hydrochloride Guanidine Nitrate Phenyl Guanidine Carbonate Phenyl Guanidine Stéarate Dicyandiamide Guanylurea Sulfate Phenyl Biguanide HC1 Dithiobiuret Melamine
S A M P L E AND T E C H N I C A L DATA
American Cyanamid Company Section SO, Synthetic Organic Chemicals Dept. 30 Rockefeller Plaza, New York 20, Ν. Y. Gentlemen:
• Send me a sample of Guanidine Carbonate
Name
ΓΊ Send technical data sheet.
Posilion_
Co?npany_
Address
V O L U M E 2 6, N O . 1 7 » . » A P R I L 9.6, 1 9 4 8 1205
Industrial Chemicals Division
