NMR Spectroscopy

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Spectroscopy

Transcript of NMR Spectroscopy

  • .

    2011

  • NMR

  • :()().

    :

  • Larmor: 0 =0/2

  • Larmor

  • NMR

  • NMR

  • 1NMR ()300MHz

  • NMR

  • -

    CH

    () .

  • + CH

    A()

    ()

    ()(0)

    h, .

    h. h,h..

    ,, ( h),h

  • 1HNMR:

  • 300MHz1NMR 2,21 (),CDCl3.

  • 1H NMR

    13C NMR

  • 1HNMR

  • = TMS Hz

    MHzppm

    CCH3

    H3CCH3

    CH2 OH

    a

    b

    ca

    a

    a-H : 78 Hz TMSb-H : 258 Hz TMSc-H : 287 Hz TMS

    1H NMR (90 MHz)

    a-H : = 0,87 (78 / 90)b-H : = 2,87 (258 / 90)c-H : = 3,19 (287 / 90)

  • 1

  • H3C

    H3C

    CH3

    CH3

    H3C

    H3C

    CH2X

    CH3

  • XH2C

    H3C

    H

    CH3

    H3C

    XH2C

    H

    CH3

    H3C

    H3C

    H

    CH2X

    H3C

    H3C

    X

    CH3

    H3C

    H3C

    H

    CH3

    1NMR

  • .

    .

  • NMR

  • .

  • CH3CH2CH2Br

    1,06 1,81 3,47

    CH3-C-Br

    CH3

    H

    1,73

    4,21

    H2C COCH3

    HH2C C

    OCH3

    H

    OCH3 OCH3

    NO2 NOO

    CH3Cl = 3.05

    CH2Cl2 = 5,30

    CHCl3 = 7,27

  • .:

  • (,).

  • :0+h

    .

  • HH H

    H

    H

    H

    H

    HH

    H

    H

    HH

    HH

    HH

    H 8,9 -1,8

    HH

    -0,5

  • -

    (+):

    ():

  • -

    C

    CHHH

    CC

    HH

    C

    H

    CC C

    C

    C-C

    C-C

    C-C

    O

    H

  • :

    90MHz1R 1,12,2.

    >> J

  • :.

  • J .

    : =5,36ppm (d,J =7Hz,1H), =4,39ppm(d,J =7Hz,1H)

    1,12,2.

  • Spin spin

    spin spin .

    +1J.

    J.

  • 1NMR(300MHz) .

    +1

  • Spin spin

  • +1

    1NMR(300MHz) 2.

  • a b

    spinspin

  • J

  • J

  • NMR 60MHz100MHz

  • NMR :21(2).

    ,90MHz,CH2 .

  • +1

    1,1,2 +1.

    Jab < Jbc

  • J =J.,:.

  • +37oC65oC

    1HNMRCH3OH

    CH3 CH3

    OH OH

    .

  • HCH2,

    1HNMR

  • spinspin

  • CH

    H

    C CHH

    C CH H

    C CH

    H

    C CH

    CH

    C CH

    H

    HC CCH

    12 - 20

    2 - 9

    11 - 18

    4 - 10

    0 - 3,5

    6 - 14

    1 - 3

    C CH

    C CH

    HC CH

    O

    C CH H

    10 - 13

    3 - 7

    2 - 3

    Ha

    HaHeHe

    Jaa = 10 - 13

    Jae = 2 - 5

    Jee= 2 - 5

    H

    H

    Jo = 7 - 10

    Jm = 2 - 3

    Jp= 0,1 - 1

    O HH

    O H

    H

    O

    H

    O H

    H

    H

    1,5

    1,8

    3,4

    0,9

    J (Hz) J (Hz) J (Hz)

    J

  • HH

    CH4

    H3C CH3

    H3C CH2 CH3

    (CH3)3CH

    HH

    CH3OH

    CH3CH2OH

    (CH3)2CHOH

    O CH3H3C

    O CH3C CH3O

    CH3NH2

    S CH3H3C

    0,22

    0,23

    0,86

    1,33

    1,56

    1,44

    3,38

    3,56

    3,85

    3,24

    3,67

    2,46

    2,12

    CH3I

    CH3Br

    CH3Cl

    CH3F

    CH2Cl2

    CHCl3CH3CN

    CH3NO2

    CH2H3C

    H3C

    CH3

    H3C C CH3O

    CH3COOH

    CH3CHO

    CH3COCl

    2,15

    2,69

    3,06

    4,27

    5,30

    7,27

    2,00

    4,33

    1,70

    2,31

    2,07

    2,10

    2,20

    2,67

    HC CH

    H2C CH2

    HC CH CH3H3Ctrans-

    H

    H H

    H

    H

    H H

    H

    CH=CH2

    EtO2C CH=CH CO2Et

    H

    H

    O H

    H

    H

    H

    O

    2,88

    5,28

    5,46

    5,78

    6,42

    6,665,1 - 5,6

    6,83

    5,59

    6,37

    4,65

    5,39

    6,88NH

    H

    N

    CH3

    H

    H

    H

    H

    H

    H

    7,27

    7,10

    NO2

    HH

    H

    OCH3

    HH

    H

    8,227,40

    7,61

    6,847,18

    6,90

    8,50

    7,38

    7,75

    6,88

    6,22

    1NMR

    CH2X: :H

    Sgem

    Scis

    Strans

    = 5,28 + Sgem+ Scis + Strans = 0,23 + SX + S

    :

    = 7,27 + S

  • 13C NMR 1-

  • 13CNMR ,13C.

  • .

    13CNMR ,.

  • 13C C7H14

  • CH4

    H3C CH3

    H3C CH2 CH3

    (CH3)3CH

    S CH3H3C

    CH3I

    CH3Br

    CH3Cl

    CH3F

    CH2Cl2

    CHCl3

    CH3CN

    CH3NO2

    5,9

    16,1

    25,2

    27,2

    19,5

    -20,5

    10,2

    25,1

    75,4

    53,4

    77,7

    0,3

    57,3

    -2,5 CH3OH

    C CH3C

    H

    CH3

    H3C C CH3O

    49,2

    17,3

    21,3

    30,2

    H

    CH3

    C OH

    C OR

    49 - 70

    59 - 75

    C NR2 25 - 55

    C CH 67 - 70

    C CR 74 - 85

    C N 117 - 130

    C CH2

    HC CH CH3H3C

    ~ 110

    C CHR 120 - 140

    C CR2 140 - 165

    O

    C C C

    CH3

    123,3

    128,4149,8

    75 - 97

    200 - 215

    128,7

    137,8

    129,3128,5

    125,6

    NO2148,3

    123,4129,5

    134,7

    N 135,9

    123,9150,2

    - 100 - 170

    C CH2 107,7H3C

    H3C

    13CNMR

  • 13CNMR

  • 13CNMR 4

  • DEPTNMR652

    ()..

    ()DEPT90.CH.

    ()DEPT135.CH CH3 CH2.

  • MRI

    (RI)

    MRI

  • MRI ,.

    MRI .laser..

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