The 1H NMR spectrum for the commonly employed reactant epichlorohydrin is shown below. Despite featuring only a few signals, this spectrum provides an interesting case of assignment through the use of multiplicities and coupling constants. Can you assign the signals and explain the observed differences in geminal coupling constants?

Physical Chemistry
2nd Edition
ISBN:9781133958437
Author:Ball, David W. (david Warren), BAER, Tomas
Publisher:Ball, David W. (david Warren), BAER, Tomas
Chapter15: Introduction To Electronic Spectroscopy And Structure
Section: Chapter Questions
Problem 15.57E
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The 1H NMR spectrum for the commonly employed reactant epichlorohydrin is shown below. Despite featuring only a few signals, this spectrum provides an interesting case of assignment through the use of multiplicities and coupling constants. Can you assign the signals and explain the observed differences in geminal coupling constants?

C3H;CIO
270 MHz 'H NMR spectrum in CDCI3
Source: Robert Morshauser/Reich digitized hard copy g
Hz
20
10
CI
Hz
30 20 10 0
3.25
3.20
2.05
3.7
3.6
3.5
3.30 3.25 3.20
100
L081.06
2.9
2.8
2.7
2.6
6.0
5.0
4.0
3.0
2.0
1.0
0.0
ppm
Transcribed Image Text:C3H;CIO 270 MHz 'H NMR spectrum in CDCI3 Source: Robert Morshauser/Reich digitized hard copy g Hz 20 10 CI Hz 30 20 10 0 3.25 3.20 2.05 3.7 3.6 3.5 3.30 3.25 3.20 100 L081.06 2.9 2.8 2.7 2.6 6.0 5.0 4.0 3.0 2.0 1.0 0.0 ppm
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