Organic Chemistry
Organic Chemistry
2nd Edition
ISBN: 9781118452288
Author: David R. Klein
Publisher: WILEY
Question
Book Icon
Chapter 23.4, Problem 10CC

(a)

Interpretation Introduction

Interpretation: The structures of an alkyl halide or carboxylic acid that serve as a precursor in the preparation of the given amines have to be drawn

Concept Introduction:

When sodium cyanide is allowed to react with alkyl halide, halide group is replaced by cyanide group via SN2 nucleophilic substitution reaction.  The cyanide group on treatment with lithium aluminum hydride which is a strong reducing agent, it reduces the cyanide group into methylene primary amine.  There is a single carbon skeleton increment in the given compound through this process.

To find: Draw the structure of an alkyl halide that serve as a precursor in the preparation of the given amine (a)

Do the SN2 nucleophilic substitution reaction

Organic Chemistry, Chapter 23.4, Problem 10CC , additional homework tip  1

(b)

Interpretation Introduction

Interpretation: The structures of an alkyl halide or carboxylic acid that serve as a precursor in the preparation of the given amines have to be drawn

Concept Introduction:

When sodium cyanide is allowed to react with alkyl halide, halide group is replaced by cyanide group via SN2 nucleophilic substitution reaction.  The cyanide group on treatment with lithium aluminum hydride which is a strong reducing agent, it reduces the cyanide group into methylene primary amine.  There is a single carbon skeleton increment in the given compound through this process.

To find: Draw the structure of an alkyl halide that serve as a precursor in the preparation of the given amine (b)

Do the SN2 nucleophilic substitution reaction

Organic Chemistry, Chapter 23.4, Problem 10CC , additional homework tip  2

(c)

Interpretation Introduction

Interpretation: The structures of an alkyl halide or carboxylic acid that serve as a precursor in the preparation of the given amines have to be drawn

Concept Introduction:

When sodium cyanide is allowed to react with alkyl halide, halide group is replaced by cyanide group via SN2 nucleophilic substitution reaction.  The cyanide group on treatment with lithium aluminum hydride which is a strong reducing agent, it reduces the cyanide group into methylene primary amine.  There is a single carbon skeleton increment in the given compound through this process.

To find: Draw the structure of an alkyl halide that serve as a precursor in the preparation of the given amine (c)

Do the SN2 nucleophilic substitution reaction

Organic Chemistry, Chapter 23.4, Problem 10CC , additional homework tip  3

Blurred answer

Chapter 23 Solutions

Organic Chemistry

Ch. 23.4 - Prob. 10CCCh. 23.4 - Prob. 11CCCh. 23.5 - Prob. 2LTSCh. 23.5 - Prob. 12PTSCh. 23.5 - Prob. 13PTSCh. 23.6 - Prob. 3LTSCh. 23.6 - Prob. 14PTSCh. 23.6 - Prob. 15ATSCh. 23.6 - Prob. 16ATSCh. 23.6 - Prob. 17ATSCh. 23.7 - Prob. 18PTSCh. 23.7 - Prob. 19PTSCh. 23.7 - Prob. 20PTSCh. 23.7 - Prob. 21ATSCh. 23.8 - Prob. 22CCCh. 23.8 - Prob. 23CCCh. 23.8 - Prob. 24CCCh. 23.9 - Prob. 5LTSCh. 23.9 - Prob. 25PTSCh. 23.9 - Prob. 26ATSCh. 23.9 - Prob. 27ATSCh. 23.9 - Prob. 28ATSCh. 23.10 - Prob. 29CCCh. 23.11 - Prob. 30CCCh. 23.11 - Prob. 6LTSCh. 23.11 - Prob. 31PTSCh. 23.11 - Prob. 32ATSCh. 23.11 - Prob. 33ATSCh. 23.12 - Prob. 34CCCh. 23.12 - Prob. 35CCCh. 23.13 - Prob. 36CCCh. 23.13 - Prob. 37CCCh. 23 - Prob. 38PPCh. 23 - Prob. 39PPCh. 23 - Prob. 40PPCh. 23 - Prob. 41PPCh. 23 - Prob. 42PPCh. 23 - Prob. 43PPCh. 23 - Prob. 44PPCh. 23 - Prob. 45PPCh. 23 - Prob. 46PPCh. 23 - Prob. 47PPCh. 23 - Prob. 48PPCh. 23 - Prob. 49PPCh. 23 - Prob. 50PPCh. 23 - Prob. 51PPCh. 23 - Prob. 52PPCh. 23 - Prob. 53PPCh. 23 - Prob. 54PPCh. 23 - Prob. 55PPCh. 23 - Prob. 56PPCh. 23 - Prob. 57PPCh. 23 - Prob. 58PPCh. 23 - Prob. 59PPCh. 23 - Prob. 60PPCh. 23 - Prob. 61PPCh. 23 - Prob. 62PPCh. 23 - Prob. 63PPCh. 23 - Prob. 64PPCh. 23 - Prob. 65PPCh. 23 - Prob. 66PPCh. 23 - Prob. 67PPCh. 23 - Prob. 68PPCh. 23 - Prob. 69PPCh. 23 - Prob. 70PPCh. 23 - Prob. 71PPCh. 23 - Prob. 72PPCh. 23 - Prob. 73PPCh. 23 - Prob. 74PPCh. 23 - Prob. 75PPCh. 23 - Prob. 76PPCh. 23 - Prob. 77IPCh. 23 - Prob. 78IPCh. 23 - Prob. 79IPCh. 23 - Prob. 80IPCh. 23 - Prob. 81IPCh. 23 - Prob. 82IPCh. 23 - Prob. 83IPCh. 23 - Prob. 84IPCh. 23 - Prob. 85IPCh. 23 - Prob. 86IPCh. 23 - Prob. 87IPCh. 23 - Prob. 88IPCh. 23 - Prob. 89IPCh. 23 - Prob. 90IPCh. 23 - Prob. 91CPCh. 23 - Prob. 92CPCh. 23 - Prob. 93CPCh. 23 - Prob. 94CPCh. 23 - Prob. 95CPCh. 23 - Prob. 96CPCh. 23 - Prob. 97CPCh. 23 - Prob. 98CP
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