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?

Principles of Instrumental Analysis
7th Edition
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Chapter19: Nuclear Magnetic Resonance Spectroscopy
Section: Chapter Questions
Problem 19.40QAP
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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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