Question

Consider the spectral data for 2-methyl-2-butanol (Figs. 14.5and 14.6).

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a. In the functional group region of the IR spectrum, identifythe absorption

associated with the hydroxyl group, and explain why this peak isbroad.

b. In the 1H NMR spectrum, assign the various resonances to thehydrogen

nuclei responsible for them.

c. If the NMR sample of 2-methyl-2-butanol in CDCl3 were shakenwith D2O

prior to taking the 1H NMR spectrum, what differences might youexpect

to observe?

d. For the 13C NMR data, assign the various resonances to thecarbon nuclei

responsible for them.