A compound of mass 149 has the following elemental analysis: C = 80.48%, H=10.13%, N=9,39%. The IR, 1H and 13C NMR spectra are given below. In the 13C spectrum decoupled from the 1H the nature of the carbon was determined using the 13C DEPT spectra (not shown here). Assign the spectra and identify the compound. You can: 1) Calculate the molecular formula of compound A; 2) Calculate the unsaturation number; 3) Analysethe characteristic bands of the IR spectrum; 4) Assign and interpret all the data from the 1H and 13C NMR spectra).

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter13: Structure Determination: Nuclear Magnetic Resonance Spectroscopy
Section13.SE: Something Extra
Problem 60GP: Compound A, a hydrocarbon with M+=96 in its mass spectrum, has the 13C spectral data given below. On...
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A compound of mass 149 has the following elemental analysis : C = 80.48%, H=10.13%,
N=9,39%. The IR, 1H and 13C NMR spectra are given below. In the 13C spectrum decoupled from the 1H the nature
of the carbon was determined using the 13C DEPT spectra (not shown here). Assign the spectra and identify
the compound. You can: 1) Calculate the molecular formula of compound A; 2) Calculate the unsaturation number; 3)
Analysethe characteristic bands of the IR spectrum; 4) Assign and interpret all the data from the 1H and 13C NMR
spectra).
3500
1800 1600 1400 1200 1000 800 600 cm¹
го протру
AU
I=3
I=1
I=1
4.0
8.0
I=2
I=2
71
150
3000
с
7.0
CH
C
125
2500
6.0
CH
2000
2,8; 40 ppm
5.0
100
Explain why the answer Is this one :
4,5 (6,8; 115)
C
CH3-NH THÀ
ppm
ppm 75
3.0
7,2; 128)
132
50
CH₂
2.0
CH
CH₂
25
CH 3
-CH
3,2; 27 CH3
I=6
1.0
1,2; 22
Transcribed Image Text:A compound of mass 149 has the following elemental analysis : C = 80.48%, H=10.13%, N=9,39%. The IR, 1H and 13C NMR spectra are given below. In the 13C spectrum decoupled from the 1H the nature of the carbon was determined using the 13C DEPT spectra (not shown here). Assign the spectra and identify the compound. You can: 1) Calculate the molecular formula of compound A; 2) Calculate the unsaturation number; 3) Analysethe characteristic bands of the IR spectrum; 4) Assign and interpret all the data from the 1H and 13C NMR spectra). 3500 1800 1600 1400 1200 1000 800 600 cm¹ го протру AU I=3 I=1 I=1 4.0 8.0 I=2 I=2 71 150 3000 с 7.0 CH C 125 2500 6.0 CH 2000 2,8; 40 ppm 5.0 100 Explain why the answer Is this one : 4,5 (6,8; 115) C CH3-NH THÀ ppm ppm 75 3.0 7,2; 128) 132 50 CH₂ 2.0 CH CH₂ 25 CH 3 -CH 3,2; 27 CH3 I=6 1.0 1,2; 22
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