Question 16.1: Predicting the Product of a Nucleophilic Acyl Substitution R...

Organic Chemistry with Biological Applications

Predicting the Product of a Nucleophilic Acyl Substitution Reaction

Predict the product of the following nucleophilic acyl substitution reaction of benzoyl chloride with propan-2-ol:

Strategy
A nucleophilic acyl substitution reaction involves the substitution of a nucleophile for a leaving group in a carboxylic acid derivative. Identify the leaving group ( $Cl^{-}$ in the case of an acid chloride) and the nucleophile (an alcohol in this case), and replace one by the other. The product is isopropyl benzoate.

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