The respective reactant (methyl substituted piperidine) and respective product (diene) should be given. 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, and this ammonium halide is treating with silver oxide to give ammonium hydroxide salt. These quaternary ammonium salt under goes an elimination reaction easily. Hofmann elimination: Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination. In the Hofmann elimination, abstraction of proton form β- carbon atom which is having more number of hydrogen to result the elimination product.

Question

Want to see the full answer?

Answer 1

Question

Chapter 10, Problem 74P

(a)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

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, and this ammonium halide is treating with silver oxide to give ammonium hydroxide salt.

These quaternary ammonium salt under goes an elimination reaction easily.

Hofmann elimination:

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

In the Hofmann elimination, abstraction of proton form β- carbon atom which is having more number of hydrogen to result the elimination product.

(b)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

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 Hofmann elimination, abstraction of proton form β- carbon atom which is having more number of hydrogen to result the elimination product.

(c)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

Concept introduction:

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination. Proton abstraction is takes place in β- carbon atom which is having more number of hydrogen.

(d)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

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, and this ammonium halide is treating with silver oxide to give ammonium hydroxide salt.

These quaternary ammonium salt under goes an elimination reaction easily.

Hofmann elimination:

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

In the Hofmann elimination, abstraction of proton form β- carbon atom which is having more number of hydrogen to result the elimination product.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

piperidine undergoes the series of reactions shown here, 1,4-pentadiene is obtained as the product. When the four different methyl-substitutedpiperidines undergo the same series of reactions, each forms a different diene: 1,5-hexadiene; 1,4-pentadiene; 2-methyl-1,4-pentadiene; and3-methyl-1,4-pentadiene. Which methyl-substituted piperidine forms which diene?

Reaction of HBr with 3-methylcyclohexene yields a mixture of four products: cis-and trans-1-bromo-3-methylcyclohexane and cis-and trans-1-bromo-2-methylcyclohexane. The analogous reaction of HBr with 3-bromocyclohexene yields trans-1, 2-dibromocyclohexane as the soleproduct. Draw structures of the possible intermediates, and then explain why only a single product is formed in this reaction.

You are required to synthesize 2-bromopentane from the reaction between an alkene with HBr. Which alkene, 1-pentene or 2-pentene, should you react with HBr in order to get 2-bromopentane? Give an explanation.

Answer 2

Question

Chapter 10, Problem 74P

(a)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

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, and this ammonium halide is treating with silver oxide to give ammonium hydroxide salt.

These quaternary ammonium salt under goes an elimination reaction easily.

Hofmann elimination:

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

In the Hofmann elimination, abstraction of proton form β- carbon atom which is having more number of hydrogen to result the elimination product.

(b)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

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 Hofmann elimination, abstraction of proton form β- carbon atom which is having more number of hydrogen to result the elimination product.

(c)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

Concept introduction:

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination. Proton abstraction is takes place in β- carbon atom which is having more number of hydrogen.

(d)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

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, and this ammonium halide is treating with silver oxide to give ammonium hydroxide salt.

These quaternary ammonium salt under goes an elimination reaction easily.

Hofmann elimination:

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

In the Hofmann elimination, abstraction of proton form β- carbon atom which is having more number of hydrogen to result the elimination product.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 10, Problem 74P

(a)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

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, and this ammonium halide is treating with silver oxide to give ammonium hydroxide salt.

These quaternary ammonium salt under goes an elimination reaction easily.

Hofmann elimination:

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

In the Hofmann elimination, abstraction of proton form β- carbon atom which is having more number of hydrogen to result the elimination product.

(b)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

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 Hofmann elimination, abstraction of proton form β- carbon atom which is having more number of hydrogen to result the elimination product.

(c)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

Concept introduction:

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination. Proton abstraction is takes place in β- carbon atom which is having more number of hydrogen.

(d)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

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, and this ammonium halide is treating with silver oxide to give ammonium hydroxide salt.

These quaternary ammonium salt under goes an elimination reaction easily.

Hofmann elimination:

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

In the Hofmann elimination, abstraction of proton form β- carbon atom which is having more number of hydrogen to result the elimination product.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Chapter 10, Problem 74P

(a)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

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, and this ammonium halide is treating with silver oxide to give ammonium hydroxide salt.

These quaternary ammonium salt under goes an elimination reaction easily.

Hofmann elimination:

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

In the Hofmann elimination, abstraction of proton form β- carbon atom which is having more number of hydrogen to result the elimination product.

(b)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

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 Hofmann elimination, abstraction of proton form β- carbon atom which is having more number of hydrogen to result the elimination product.

(c)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

Concept introduction:

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination. Proton abstraction is takes place in β- carbon atom which is having more number of hydrogen.

(d)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

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, and this ammonium halide is treating with silver oxide to give ammonium hydroxide salt.

These quaternary ammonium salt under goes an elimination reaction easily.

Hofmann elimination:

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

In the Hofmann elimination, abstraction of proton form β- carbon atom which is having more number of hydrogen to result the elimination product.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 5

Chapter 10, Problem 74P

(a)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

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, and this ammonium halide is treating with silver oxide to give ammonium hydroxide salt.

These quaternary ammonium salt under goes an elimination reaction easily.

Hofmann elimination:

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

In the Hofmann elimination, abstraction of proton form β- carbon atom which is having more number of hydrogen to result the elimination product.

(b)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

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 Hofmann elimination, abstraction of proton form β- carbon atom which is having more number of hydrogen to result the elimination product.

(c)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

Concept introduction:

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination. Proton abstraction is takes place in β- carbon atom which is having more number of hydrogen.

(d)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

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, and this ammonium halide is treating with silver oxide to give ammonium hydroxide salt.

These quaternary ammonium salt under goes an elimination reaction easily.

Hofmann elimination:

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

In the Hofmann elimination, abstraction of proton form β- carbon atom which is having more number of hydrogen to result the elimination product.

Answer 6

Chapter 10, Problem 74P

(a)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

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, and this ammonium halide is treating with silver oxide to give ammonium hydroxide salt.

These quaternary ammonium salt under goes an elimination reaction easily.

Hofmann elimination:

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

In the Hofmann elimination, abstraction of proton form β- carbon atom which is having more number of hydrogen to result the elimination product.

Answer 7

Chapter 10, Problem 74P

(a)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

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, and this ammonium halide is treating with silver oxide to give ammonium hydroxide salt.

These quaternary ammonium salt under goes an elimination reaction easily.

Hofmann elimination:

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

In the Hofmann elimination, abstraction of proton form β- carbon atom which is having more number of hydrogen to result the elimination product.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

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 Hofmann elimination, abstraction of proton form β- carbon atom which is having more number of hydrogen to result the elimination product.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

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 Hofmann elimination, abstraction of proton form β- carbon atom which is having more number of hydrogen to result the elimination product.

Answer 10

(c)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

Concept introduction:

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination. Proton abstraction is takes place in β- carbon atom which is having more number of hydrogen.

Answer 11

(c)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

Concept introduction:

Hofmann elimination:

Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination. Proton abstraction is takes place in β- carbon atom which is having more number of hydrogen.

Answer 12

(d)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

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, and this ammonium halide is treating with silver oxide to give ammonium hydroxide salt.

These quaternary ammonium salt under goes an elimination reaction easily.

Hofmann elimination:

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

In the Hofmann elimination, abstraction of proton form β- carbon atom which is having more number of hydrogen to result the elimination product.

Answer 13

(d)

Interpretation Introduction

Interpretation:

The respective reactant (methyl substituted piperidine) and respective product (diene) should be given.

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, and this ammonium halide is treating with silver oxide to give ammonium hydroxide salt.

These quaternary ammonium salt under goes an elimination reaction easily.

Hofmann elimination:

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

In the Hofmann elimination, abstraction of proton form β- carbon atom which is having more number of hydrogen to result the elimination product.

Answer 14

Expert Solution & Answer

Answer 15

Expert Solution & Answer

Answer 16

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 17

Ch. 10.1 - Why are NH3 and CH3NH2 no longer nucleophiles when...Ch. 10.1 - Explain the difference in reactivity between...Ch. 10.1 - Prob. 5P Ch. 10.1 - Prob. 6P Ch. 10.1 - Prob. 8P Ch. 10.2 - Prob. 9P Ch. 10.3 - Prob. 11P Ch. 10.3 - Show how 1-propanol can be converted into the...Ch. 10.4 - Which of the following alcohols dehydrates the...Ch. 10.4 - Prob. 14P

Solution Summary: The author explains how amines can be converted into quaternary ammonium halide by treating with ethyl iodide in basic solution of potassium carbonate.

Concept explainers

Want to see the full answer?

Chapter 10 Solutions