Compound A: ЗН 100 1H NMR of A IR (A] 8. 6. 4000 3500 3000 2500 2000 1500 1000 500 ppm Wavenumber (cm) Compound B: 100 'H NMR of B IR (B) 1H 50- very broad singlet 12 10 4000 3500 3000 2500 2000 1500 1000 500 ppm Wavenumber (cm") % Transmittance % Transmitance

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 30AP
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Use the 1H NMR and IR spectra given below to identify the structures of two isomers (A and B) having molecular formula C4H8O2.

Compound A:
ЗН
100
1H NMR of A
IR (A]
8.
6.
4000 3500
3000
2500
2000
1500
1000
500
ppm
Wavenumber (cm)
Compound B:
100
'H NMR of B
IR (B)
1H
50-
very broad
singlet
12
10
4000
3500
3000
2500
2000
1500
1000
500
ppm
Wavenumber (cm")
% Transmittance
% Transmitance
Transcribed Image Text:Compound A: ЗН 100 1H NMR of A IR (A] 8. 6. 4000 3500 3000 2500 2000 1500 1000 500 ppm Wavenumber (cm) Compound B: 100 'H NMR of B IR (B) 1H 50- very broad singlet 12 10 4000 3500 3000 2500 2000 1500 1000 500 ppm Wavenumber (cm") % Transmittance % Transmitance
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