The primary amine starting material should be identified to form a 4-Methyl-2-pentene via Hofmann degradation. Concept introduction: Generally amines can’t undergo elimination reaction, therefore amines can be converted in to quaternary ammonium halide by treating with ethyl iodide in basic solution of potassium carbonate. In the reaction, quaternary ammonium halide can be converted in to quaternary ammonium hydroxide by using aqueous silver oxide. Hofmann elimination: Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination. In the reaction, proton abstraction is takes place in β- carbon atom, which is having more number of hydrogen.

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Answer 1

Question

Chapter 11, Problem 79P

(a)

Interpretation Introduction

Interpretation:

The primary amine starting material should be identified to form a 4-Methyl-2-pentene via Hofmann degradation.

Concept introduction:

Generally amines can’t undergo elimination reaction, therefore amines can be converted in to quaternary ammonium halide by treating with ethyl iodide in basic solution of potassium carbonate.

In the reaction, quaternary ammonium halide can be converted in to quaternary ammonium hydroxide by using aqueous silver oxide.

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination.

In the reaction, proton abstraction is takes place in β- carbon atom, which is having more number of hydrogen.

(b)

Interpretation Introduction

Interpretation:

The primary amine starting material should be identified to form a 3-Methyl-l-butene via Hofmann degradation.

Concept introduction:

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination.

In the reaction, proton abstraction is takes place in β- carbon atom, which is having more number of hydrogen.

(c)

Interpretation Introduction

Interpretation:

The secondary amine starting material should be identified to form a 2-Methyl-1·3-butadiene via Hofmann degradation.

Concept introduction:

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination.

In the reaction, proton abstraction is takes place in β- carbon atom, which is having more number of hydrogen.

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Answer 2

Question

Chapter 11, Problem 79P

(a)

Interpretation Introduction

Interpretation:

The primary amine starting material should be identified to form a 4-Methyl-2-pentene via Hofmann degradation.

Concept introduction:

Generally amines can’t undergo elimination reaction, therefore amines can be converted in to quaternary ammonium halide by treating with ethyl iodide in basic solution of potassium carbonate.

In the reaction, quaternary ammonium halide can be converted in to quaternary ammonium hydroxide by using aqueous silver oxide.

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination.

In the reaction, proton abstraction is takes place in β- carbon atom, which is having more number of hydrogen.

(b)

Interpretation Introduction

Interpretation:

The primary amine starting material should be identified to form a 3-Methyl-l-butene via Hofmann degradation.

Concept introduction:

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination.

In the reaction, proton abstraction is takes place in β- carbon atom, which is having more number of hydrogen.

(c)

Interpretation Introduction

Interpretation:

The secondary amine starting material should be identified to form a 2-Methyl-1·3-butadiene via Hofmann degradation.

Concept introduction:

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination.

In the reaction, proton abstraction is takes place in β- carbon atom, which is having more number of hydrogen.

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Answer 3

Question

Chapter 11, Problem 79P

(a)

Interpretation Introduction

Interpretation:

The primary amine starting material should be identified to form a 4-Methyl-2-pentene via Hofmann degradation.

Concept introduction:

Generally amines can’t undergo elimination reaction, therefore amines can be converted in to quaternary ammonium halide by treating with ethyl iodide in basic solution of potassium carbonate.

In the reaction, quaternary ammonium halide can be converted in to quaternary ammonium hydroxide by using aqueous silver oxide.

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination.

In the reaction, proton abstraction is takes place in β- carbon atom, which is having more number of hydrogen.

(b)

Interpretation Introduction

Interpretation:

The primary amine starting material should be identified to form a 3-Methyl-l-butene via Hofmann degradation.

Concept introduction:

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination.

In the reaction, proton abstraction is takes place in β- carbon atom, which is having more number of hydrogen.

(c)

Interpretation Introduction

Interpretation:

The secondary amine starting material should be identified to form a 2-Methyl-1·3-butadiene via Hofmann degradation.

Concept introduction:

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination.

In the reaction, proton abstraction is takes place in β- carbon atom, which is having more number of hydrogen.

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Answer 4

Question

Chapter 11, Problem 79P

(a)

Interpretation Introduction

Interpretation:

The primary amine starting material should be identified to form a 4-Methyl-2-pentene via Hofmann degradation.

Concept introduction:

Generally amines can’t undergo elimination reaction, therefore amines can be converted in to quaternary ammonium halide by treating with ethyl iodide in basic solution of potassium carbonate.

In the reaction, quaternary ammonium halide can be converted in to quaternary ammonium hydroxide by using aqueous silver oxide.

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination.

In the reaction, proton abstraction is takes place in β- carbon atom, which is having more number of hydrogen.

(b)

Interpretation Introduction

Interpretation:

The primary amine starting material should be identified to form a 3-Methyl-l-butene via Hofmann degradation.

Concept introduction:

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination.

In the reaction, proton abstraction is takes place in β- carbon atom, which is having more number of hydrogen.

(c)

Interpretation Introduction

Interpretation:

The secondary amine starting material should be identified to form a 2-Methyl-1·3-butadiene via Hofmann degradation.

Concept introduction:

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination.

In the reaction, proton abstraction is takes place in β- carbon atom, which is having more number of hydrogen.

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Answer 5

Chapter 11, Problem 79P

(a)

Interpretation Introduction

Interpretation:

The primary amine starting material should be identified to form a 4-Methyl-2-pentene via Hofmann degradation.

Concept introduction:

Generally amines can’t undergo elimination reaction, therefore amines can be converted in to quaternary ammonium halide by treating with ethyl iodide in basic solution of potassium carbonate.

In the reaction, quaternary ammonium halide can be converted in to quaternary ammonium hydroxide by using aqueous silver oxide.

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination.

In the reaction, proton abstraction is takes place in β- carbon atom, which is having more number of hydrogen.

(b)

Interpretation Introduction

Interpretation:

The primary amine starting material should be identified to form a 3-Methyl-l-butene via Hofmann degradation.

Concept introduction:

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination.

In the reaction, proton abstraction is takes place in β- carbon atom, which is having more number of hydrogen.

(c)

Interpretation Introduction

Interpretation:

The secondary amine starting material should be identified to form a 2-Methyl-1·3-butadiene via Hofmann degradation.

Concept introduction:

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination.

In the reaction, proton abstraction is takes place in β- carbon atom, which is having more number of hydrogen.

Answer 6

Chapter 11, Problem 79P

(a)

Interpretation Introduction

Interpretation:

The primary amine starting material should be identified to form a 4-Methyl-2-pentene via Hofmann degradation.

Concept introduction:

Generally amines can’t undergo elimination reaction, therefore amines can be converted in to quaternary ammonium halide by treating with ethyl iodide in basic solution of potassium carbonate.

In the reaction, quaternary ammonium halide can be converted in to quaternary ammonium hydroxide by using aqueous silver oxide.

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination.

In the reaction, proton abstraction is takes place in β- carbon atom, which is having more number of hydrogen.

Answer 7

Chapter 11, Problem 79P

(a)

Interpretation Introduction

Interpretation:

The primary amine starting material should be identified to form a 4-Methyl-2-pentene via Hofmann degradation.

Concept introduction:

Generally amines can’t undergo elimination reaction, therefore amines can be converted in to quaternary ammonium halide by treating with ethyl iodide in basic solution of potassium carbonate.

In the reaction, quaternary ammonium halide can be converted in to quaternary ammonium hydroxide by using aqueous silver oxide.

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination.

In the reaction, proton abstraction is takes place in β- carbon atom, which is having more number of hydrogen.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The primary amine starting material should be identified to form a 3-Methyl-l-butene via Hofmann degradation.

Concept introduction:

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination.

In the reaction, proton abstraction is takes place in β- carbon atom, which is having more number of hydrogen.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The primary amine starting material should be identified to form a 3-Methyl-l-butene via Hofmann degradation.

Concept introduction:

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination.

In the reaction, proton abstraction is takes place in β- carbon atom, which is having more number of hydrogen.

Answer 10

(c)

Interpretation Introduction

Interpretation:

The secondary amine starting material should be identified to form a 2-Methyl-1·3-butadiene via Hofmann degradation.

Concept introduction:

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination.

In the reaction, proton abstraction is takes place in β- carbon atom, which is having more number of hydrogen.

Answer 11

(c)

Interpretation Introduction

Interpretation:

The secondary amine starting material should be identified to form a 2-Methyl-1·3-butadiene via Hofmann degradation.

Concept introduction:

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination.

In the reaction, proton abstraction is takes place in β- carbon atom, which is having more number of hydrogen.

Answer 12

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Answer 13

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Answer 14

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Answer 15

Ch. 11.1 - Why are NH3 and CH3NH2 no longer nucleophiles when...Ch. 11.1 - Prob. 2P Ch. 11.1 - Prob. 5P Ch. 11.2 - Prob. 7P Ch. 11.3 - Prob. 9P Ch. 11.3 - Show how 1-propanol can be converted into the...Ch. 11.4 - Which of the following alcohols dehydrates the...Ch. 11.4 - Prob. 12P Ch. 11.4 - Prob. 13P Ch. 11.4 - Propose a mechanism for each of the following...

Solution Summary: The author explains that the primary amine starting material should be identified to form a 4-Methyl-2-pentene via Hofmann degradation.

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Chapter 11 Solutions