An alcohol A, when treated with NaH followed by CH 3 I, gives a compound B with
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An alcohol A, when treated with NaH followed by CH3I, gives a compound B with a strong M + 1 peak in its CI mass spectrum at m/z = 117. Compound A, known from other evidence to be a tertiary alcohol, has prominent fragments in its EI mass spectrum at m/z = 87 and m/z = 73 (base peak). Propose structures for compounds A and B.
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The reaction with NaH and CH31 is a Williamson ether synthesis to form a methyl ether NaH ...View the full answer
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