a. When a carboxylic acid is dissolved in isotopically labeled water (H218O) and an acid

Chapter 15, Problem 77

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a. When a carboxylic acid is dissolved in isotopically labeled water (H218O) and an acid catalyst is added, the label is incorporated into both oxygens ofthe acid. Propose a mechanism to account for this.+ H2OCH3 OH18+ H2OCH3 OH1818COCOHClb. If a carboxylic acid is dissolved in isotopically labeled methanol (CH318OH) and an acid catalyst is added, where will the label reside in the product?c. If an ester is dissolved in isotopically labeled water (H218O) and an acid catalyst is added, where will the label reside in the product?

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