Question: a. When a carboxylic acid is dissolved in isotopically labeled water (H2O18), the label is incorporated into both oxygens of the acid. Propose a mechanism

a. When a carboxylic acid is dissolved in isotopically labeled water (H2O18), the label is incorporated into both oxygens of the acid. Propose a mechanism to account for this.

b. 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?

018 18 18 H20

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