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 11.14, Problem 27P

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

The vibrational energy level of CO molecule is given by the expression Ev (in J mol¹) = 25000 (v+%) -150 (v + 2)² where v is the vibrational quantum number. Calculate the force constant (in N m¹) (Answer up to two decimal places) [4]

Please don't use Ai solution

(please correct answer and don't use hand rating) Organic chemistry: Predict the product for the reaction below:

Answer 2

Question

Chapter 11.14, Problem 27P

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 11.14, Problem 27P

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 11.14, Problem 27P

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 11.14, Problem 27P

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 11.14, Problem 27P

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 11.14, Problem 27P

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. 11.1 - The aromas of many flowers and fruits are due to...Ch. 11.1 - Name the following compounds:Ch. 11.1 - Prob. 3P Ch. 11.2 - Prob. 4P Ch. 11.2 - Prob. 5P Ch. 11.4 - a. What is the product of the reaction of acetyl...Ch. 11.4 - Prob. 7P Ch. 11.5 - Using the pKa values listed in Table 11.1, predict...Ch. 11.6 - Starting with acetyl chloride, what neutral...Ch. 11.6 - Prob. 10P

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 11 Solutions