Organic Chemistry
Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
Question
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Chapter 20, Problem 30P

(a)

Interpretation Introduction

Interpretation:

Product of the given tertiary amine reacts with hydrogen peroxide followed by heat has to be given.

Concept Introduction:

Cope elimination:

When tertiary amine reacts with hydrogen peroxide, it forms tertiary amine oxides which then undergo a reaction similar to Hoffmann elimination reaction is called Cope elimination.

The nitrogen atom in the tertiary amine acts as a nucleophile and attacks an oxygen atom of peroxide that results in the formation of hydroxyl ammonium ion along with hydroxide ion, this ion under goes an elimination reaction to gives an alkene with tertiary amine.

(b)

Interpretation Introduction

Interpretation:

Product of the given tertiary amine reacts with hydrogen peroxide followed by heat has to be given.

Concept Introduction:

Cope elimination:

When tertiary amine reacts with hydrogen peroxide, it forms tertiary amine oxides which then undergo a reaction similar to Hoffmann elimination reaction is called Cope elimination.

The nitrogen atom in the tertiary amine acts as a nucleophile and attacks an oxygen atom of peroxide that results in the formation of hydroxyl ammonium ion along with hydroxide ion, this ion under goes an elimination reaction to gives an alkene with tertiary amine.

(c)

Interpretation Introduction

Interpretation:

Product of the given tertiary amine reacts with hydrogen peroxide followed by heat has to be given.

Concept Introduction:

Cope elimination:

When tertiary amine reacts with hydrogen peroxide, it forms tertiary amine oxides which then undergo a reaction similar to Hoffmann elimination reaction is called Cope elimination.

The nitrogen atom in the tertiary amine acts as a nucleophile and attacks an oxygen atom of peroxide that results in the formation of hydroxyl ammonium ion along with hydroxide ion, this ion under goes an elimination reaction to gives an alkene with tertiary amine.

(d)

Interpretation Introduction

Interpretation:

Product of the given tertiary amine reacts with hydrogen peroxide followed by heat has to be given.

Concept Introduction:

Cope elimination:

When tertiary amine reacts with hydrogen peroxide, it forms tertiary amine oxides which then undergo a reaction similar to Hoffmann elimination reaction is called Cope elimination.

The nitrogen atom in the tertiary amine acts as a nucleophile and attacks an oxygen atom of peroxide that results in the formation of hydroxyl ammonium ion along with hydroxide ion, this ion under goes an elimination reaction to gives an alkene with tertiary amine.

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Q1. (a) Draw equations for homolytic and heterolytic cleavages of the N-H bond in NH3. Use curved arrows to show the electron movement. (b) Draw equations for homolytic and heterolytic cleavages of the N-H bond in NH4*. Use curved arrows to show the electron movement.
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