The proton NMR spectrum of valine methyl ester hydrochloride is summarized at the top of
Chapter 13, Problem 13.48(choose chapter or problem)
The proton NMR spectrum of valine methyl ester hydrochloride is summarized at the top of the next column. NH3 CH3 valine methyl ester hydrochloride OCH3 C C H H 2.49 1.15 (doublet, J = 7.0 Hz) 1.16 (doublet, J = 7.0 Hz) 4.02 doublet (J = 4.3 Hz) 3.83 (singlet) 8.85 (broad singlet) H3C C O Cl + a b c e d 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. (Hint: This is a case of multiplicative splitting; the coupling constants are shown in the structure.)
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