The structure of the product with the formula C 9 H 10 O 2 formed when acetic acid is treated with a strong base followed by benzoyl bromide is to be drawn. The mechanism leading to the formation of this product is to be drawn. Concept introduction: Acetic acid is a weak acid that is deprotonated by a strong base. Being a weak acid, its conjugate base, the carboxylate anion, is a relatively stronger base. With a negative charge on the oxygen atom, it is also a strong nucleophile. Strong nucleophiles favor an S N 2 reaction as the nucleophile is involved in the elementary step and facilitates the departure of the leaving group. The leaving group ability is relatively unimportant in an S N 2 reaction.

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Chapter 9, Problem 9.47P

Interpretation Introduction

Interpretation:

The structure of the product with the formula C9H10O2 formed when acetic acid is treated with a strong base followed by benzoyl bromide is to be drawn. The mechanism leading to the formation of this product is to be drawn.

Concept introduction:

Acetic acid is a weak acid that is deprotonated by a strong base. Being a weak acid, its conjugate base, the carboxylate anion, is a relatively stronger base. With a negative charge on the oxygen atom, it is also a strong nucleophile. Strong nucleophiles favor an SN2 reaction as the nucleophile is involved in the elementary step and facilitates the departure of the leaving group. The leaving group ability is relatively unimportant in an SN2 reaction.

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