ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL
ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL
8th Edition
ISBN: 9780134595450
Author: Bruice
Publisher: PEARSON
Question
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Chapter 12, Problem 37P

(a)

Interpretation Introduction

Interpretation:

The number of chlorination product obtained from radical chlorination of methylcyclohexane has to be given.

Concept introduction:

Radical or free radical: unpaired valence electron of an atom, molecule, or ion is called as radical.

Bond strength is depends on the formation of the radical, if the radical is involving in resonance which is weakest bond strength.

Chlorination:

ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL, Chapter 12, Problem 37P , additional homework tip  1

2-methylpropane undergoes radical chlorination which yields the 2-chloro-2-methylpropane and 1-chloro-2-methylpropane.

(b)

Interpretation Introduction

Interpretation:

The product obtained in greater yield should be given and explained.

Concept introduction:

Radical or free radical: unpaired valence electron of an atom, molecule, or ion is called as radical.

Bond strength is depends on the formation of the radical, if the radical is involving in resonance which is weakest bond strength.

Chlorination:

ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL, Chapter 12, Problem 37P , additional homework tip  2

2-methylpropane undergoes radical chlorination which yields the 2-chloro-2-methylpropane and 1-chloro-2-methylpropane.

(c)

Interpretation Introduction

Interpretation:

The number of monochlorination products obtained by considering all stereoisomers should be given.

Concept introduction:

Radical or free radical: unpaired valence electron of an atom, molecule, or ion is called as radical.

Bond strength is depends on the formation of the radical, if the radical is involving in resonance which is weakest bond strength.

Chlorination:

ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL, Chapter 12, Problem 37P , additional homework tip  3

2-methylpropane undergoes radical chlorination which yields the 2-chloro-2-methylpropane and 1-chloro-2-methylpropane.

Chiral: Four different atoms attached to a carbon atom is called chiral molecule.

Stereoisomers: Stereoisomers are molecules that have the same molecular formula and they differ only in arrangement of atom in three-dimensional space.

Enantiomers: A compound which is non-superimposable mirror image is called enantiomers.

Diastereomers: A compound which is non-superimposable and non-mirror image is called enantiomers

Racemic mixture: A racemic mixture is simply a mixture containing an equal amount of each enantiomer

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