The proton NMR spectrum of valine methyl ester hydrochloride is summarized at the top of the next

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The proton NMR spectrum of valine methyl ester hydrochloride is summarized at the top of the next column.8 1.15 (doublet, J = 7.0 Hz) - 8 1.16 (doublet, J = 7.0 Hz) HC CH H 8 2.49 OCH3 83.83 (singlet) Hd NH 88.85

Note that protons He are not split by Hd (and vice versa) because protons He are rapidly exchanging. Also, the chemical shifts of protons Ha and Hb could be reversed; the important point is that they are different.

(a) Explain why protons Ha and Hb have different chemical shifts and why the splitting of each is a doublet.

(b) Describe the splitting of proton Hc by constructing a splitting diagram. 

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Organic Chemistry

ISBN: 9781936221349

6th Edition

Authors: Marc Loudon, Jim Parise

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