The synthesis of acetoacetic ester can be used to prepare 5-phenyl-2,5-pentanedione has to be showed. Concept Introduction: Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

Question

Predict the products formed when cyclohexanone reacts with the following reagents.phenylhydrazine and weak acid

Answer 1

Question

Chapter 19.6, Problem 19.10P

(a)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 5-phenyl-2,5-pentanedione has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

(b)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 1-cyclopentyl-1-ethanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

(c)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 3-ethyl-2-pentanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Students have asked these similar questions

Predict the products formed when cyclohexanone reacts with the following reagents.phenylhydrazine and weak acid

Draw the organic product for the following acid-catalyzed hydrolysis reaction. H2SO4, H20

Name the carbonyl compound that would be formed by the complete acidic hydrolysis of the following hemiacetal/hemiketal or acetal/ketal: OH OCH₂CH₂CH₂CH₂CH3

Answer 2

Question

Chapter 19.6, Problem 19.10P

(a)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 5-phenyl-2,5-pentanedione has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

(b)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 1-cyclopentyl-1-ethanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

(c)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 3-ethyl-2-pentanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 3

Question

Chapter 19.6, Problem 19.10P

(a)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 5-phenyl-2,5-pentanedione has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

(b)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 1-cyclopentyl-1-ethanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

(c)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 3-ethyl-2-pentanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 4

Question

Chapter 19.6, Problem 19.10P

(a)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 5-phenyl-2,5-pentanedione has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

(b)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 1-cyclopentyl-1-ethanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

(c)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 3-ethyl-2-pentanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 5

Chapter 19.6, Problem 19.10P

(a)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 5-phenyl-2,5-pentanedione has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

(b)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 1-cyclopentyl-1-ethanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

(c)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 3-ethyl-2-pentanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

Answer 6

Chapter 19.6, Problem 19.10P

(a)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 5-phenyl-2,5-pentanedione has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

Answer 7

Chapter 19.6, Problem 19.10P

(a)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 5-phenyl-2,5-pentanedione has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 1-cyclopentyl-1-ethanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 1-cyclopentyl-1-ethanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

Answer 10

(c)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 3-ethyl-2-pentanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

Answer 11

(c)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 3-ethyl-2-pentanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

Answer 12

Expert Solution & Answer

Answer 13

Expert Solution & Answer

Answer 14

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 15

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 16

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 17

Trending nowThis is a popular solution!

Answer 18

Trending nowThis is a popular solution!

Answer 19

Trending nowThis is a popular solution!

Answer 20

Trending now

Answer 21

This is a popular solution!

Answer 22

See solution

Check out sample textbook solution

Answer 23

Ch. 19.2 - Prob. 19.1P Ch. 19.2 - Prob. 19.2P Ch. 19.2 - Prob. 19.3P Ch. 19.3 - Prob. 19.4P Ch. 19.3 - Prob. 19.5P Ch. 19.3 - Prob. 19.6P Ch. 19.5 - Prob. 19.7P Ch. 19.5 - Prob. 19.8P Ch. 19.5 - Prob. 19.9P Ch. 19.6 - Prob. 19.10P

Solution Summary: The author explains that acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds.

Chapter 19 Solutions