To propose a mechanism for the reaction of acetic anhydride with water and alcohol. Concept introduction: The reaction of acetic anhydride with water is a nucleophilic substitution reaction. The nucleophile from the reagent attacks the carbonyl carbon in acetic anhydride to form a tetrahedral intermediate. The carboxylate ion leaves the intermediate leading to the collapse of the tetrahedral intermediate to form the corresponding product.

Question

What explains why many aldehydes and ketones can undergo self- condensation reactions in basic conditions? A. The alpha carbon can lose a proton and act like a nucleophile and the carbonyl carbon a an electrophile B. The alpha carbon can gain a proton and act like an electrophile and the carbonyl carbon is a nucleophile C. The oxygen of the carbonyl group can attack the carbon of the carbonyl group D. Only esters can undergo self-condensation reactions

Answer 1

Question

Chapter 15.16, Problem 43P

(a)

Interpretation Introduction

Interpretation:

To propose a mechanism for the reaction of acetic anhydride with water and alcohol.

Concept introduction:

The reaction of acetic anhydride with water is a nucleophilic substitution reaction. The nucleophile from the reagent attacks the carbonyl carbon in acetic anhydride to form a tetrahedral intermediate. The carboxylate ion leaves the intermediate leading to the collapse of the tetrahedral intermediate to form the corresponding product.

(b)

Interpretation Introduction

Interpretation:

To propose a mechanism for the reaction of acetic anhydride with water and alcohol.

Concept introduction:

The reaction of acetic anhydride with water is a nucleophilic substitution reaction. The nucleophile from the reagent attacks the carbonyl carbon in acetic anhydride to form a tetrahedral intermediate. The carboxylate ion leaves the intermediate leading to the collapse of the tetrahedral intermediate to form the corresponding product.

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