Organic Chemistry - Standalone book
Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Chapter 23.3, Problem 2P

Problem 23.2

One of the hydroxybenzoic acids is known by the common name salicylic acid. Its methyl ester, methyl salicylate, occurs in oil of wintergreen. Methyl salicylate boils over 50  ο C lower than either of the other two methyl hydroxybenzoates. What is the structure of methyl salicylate? Why is its boiling point so much lower than that of either of its regioisomers?

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