Organic Chemistry
Organic Chemistry
7th Edition
ISBN: 9780321803078
Author: Bruice, Paula Yurkanis
Publisher: Pearson College Div
Question
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Chapter 13, Problem 34P

(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, Chapter 13, Problem 34P , 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, Chapter 13, Problem 34P , 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, Chapter 13, Problem 34P , 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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Students have asked these similar questions
a) How many monochlorination products can be obtained from the radical chlorination of methylcyclohexane? Disregard stereoisomers. b) Which product would be obtained in greatest yield? Briefly explain. c) How many monochlorination products would be obtained if all stereoisomers are included?
How many monochlorination products can be obtained from the radical chlorination of methylcyclohexane? Disregard stereoisomers. a. Which product would be obtained in greatest yield? Explain. b. How many monochlorination products would be obtained if all stereoisomers are included?
1 example of reaction for each of the types of organic reactions: substitution, elimination, addition, and rearrangement.  Show:a. the overall reaction (reactants --> products)b. the reaction mechanism (indicate intermediate product)c. indicate which is the reactive species or intermediate in the reaction (radical? electrophile? nucleophile?)d. overall description of the reaction eg., radical substitution or SR
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