To write the mechanism for the reaction of an acyl chloride with acetate ion to form an acid anhydride. Concept introduction: The reaction of an acyl chloride with acetate ion is a nucleophilic substitution reaction. The acetate ion acts as a nucleophile and attacks the carbonyl carbon of the acyl chloride. The attack results in the formation of a tetrahedral intermediate. Some chloride group attached to the carbonyl carbon acts as a leaving group in the reaction and results in the collapse of the tetrahedral intermediate to form the corresponding anhydride.

Question

Want to see the full answer?

Answer 1

Question

Chapter 15.16, Problem 44P

Interpretation Introduction

Interpretation:

To write the mechanism for the reaction of an acyl chloride with acetate ion to form an acid anhydride.

Concept introduction:

The reaction of an acyl chloride with acetate ion is a nucleophilic substitution reaction. The acetate ion acts as a nucleophile and attacks the carbonyl carbon of the acyl chloride. The attack results in the formation of a tetrahedral intermediate. Some chloride group attached to the carbonyl carbon acts as a leaving group in the reaction and results in the collapse of the tetrahedral intermediate to form the corresponding anhydride.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Propose a mechanism for the reaction of benzoic acid with acetyl chloride to giveacetic benzoic anhydride

Propose a mechanism for the reaction of aniline with ethyl acetate to give acetanilide

Propose a mechanism for the reaction of benzyl alcohol with acetyl chloride to givebenzyl acetate

Answer 2

Question

Chapter 15.16, Problem 44P

Interpretation Introduction

Interpretation:

To write the mechanism for the reaction of an acyl chloride with acetate ion to form an acid anhydride.

Concept introduction:

The reaction of an acyl chloride with acetate ion is a nucleophilic substitution reaction. The acetate ion acts as a nucleophile and attacks the carbonyl carbon of the acyl chloride. The attack results in the formation of a tetrahedral intermediate. Some chloride group attached to the carbonyl carbon acts as a leaving group in the reaction and results in the collapse of the tetrahedral intermediate to form the corresponding anhydride.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 15.16, Problem 44P

Interpretation Introduction

Interpretation:

To write the mechanism for the reaction of an acyl chloride with acetate ion to form an acid anhydride.

Concept introduction:

The reaction of an acyl chloride with acetate ion is a nucleophilic substitution reaction. The acetate ion acts as a nucleophile and attacks the carbonyl carbon of the acyl chloride. The attack results in the formation of a tetrahedral intermediate. Some chloride group attached to the carbonyl carbon acts as a leaving group in the reaction and results in the collapse of the tetrahedral intermediate to form the corresponding anhydride.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Chapter 15.16, Problem 44P

Interpretation Introduction

Interpretation:

To write the mechanism for the reaction of an acyl chloride with acetate ion to form an acid anhydride.

Concept introduction:

The reaction of an acyl chloride with acetate ion is a nucleophilic substitution reaction. The acetate ion acts as a nucleophile and attacks the carbonyl carbon of the acyl chloride. The attack results in the formation of a tetrahedral intermediate. Some chloride group attached to the carbonyl carbon acts as a leaving group in the reaction and results in the collapse of the tetrahedral intermediate to form the corresponding anhydride.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 5

Chapter 15.16, Problem 44P

Interpretation Introduction

Interpretation:

To write the mechanism for the reaction of an acyl chloride with acetate ion to form an acid anhydride.

Concept introduction:

The reaction of an acyl chloride with acetate ion is a nucleophilic substitution reaction. The acetate ion acts as a nucleophile and attacks the carbonyl carbon of the acyl chloride. The attack results in the formation of a tetrahedral intermediate. Some chloride group attached to the carbonyl carbon acts as a leaving group in the reaction and results in the collapse of the tetrahedral intermediate to form the corresponding anhydride.

Answer 6

Chapter 15.16, Problem 44P

Interpretation Introduction

Interpretation:

To write the mechanism for the reaction of an acyl chloride with acetate ion to form an acid anhydride.

Concept introduction:

The reaction of an acyl chloride with acetate ion is a nucleophilic substitution reaction. The acetate ion acts as a nucleophile and attacks the carbonyl carbon of the acyl chloride. The attack results in the formation of a tetrahedral intermediate. Some chloride group attached to the carbonyl carbon acts as a leaving group in the reaction and results in the collapse of the tetrahedral intermediate to form the corresponding anhydride.

Answer 7

Chapter 15.16, Problem 44P

Interpretation Introduction

Interpretation:

To write the mechanism for the reaction of an acyl chloride with acetate ion to form an acid anhydride.

Concept introduction:

The reaction of an acyl chloride with acetate ion is a nucleophilic substitution reaction. The acetate ion acts as a nucleophile and attacks the carbonyl carbon of the acyl chloride. The attack results in the formation of a tetrahedral intermediate. Some chloride group attached to the carbonyl carbon acts as a leaving group in the reaction and results in the collapse of the tetrahedral intermediate to form the corresponding anhydride.

Answer 8

Expert Solution & Answer

Answer 9

Expert Solution & Answer

Answer 10

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 11

Ch. 15.1 - The aromas of many flowers and fruits are due to...Ch. 15.1 - Name the following:Ch. 15.1 - Prob. 3P Ch. 15.2 - Which is longer, the carbon-oxygen single bond in...Ch. 15.2 - There are three carbon-oxygen bonds in methyl...Ch. 15.2 - Prob. 6P Ch. 15.4 - a. What is the product of the reaction of acetyl...Ch. 15.4 - What is the product of an acyl substitution...Ch. 15.5 - a. Which compound has the stretching vibration for...Ch. 15.5 - Using the pKa values listed in Table 15.1, predict...

Solution Summary: The author explains the mechanism for the reaction of an acyl chloride with acetate ion to form an acid anhydride.

Want to see the full answer?

Chapter 15 Solutions