Organic Chemistry
Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Chapter 13, Problem 27P

(a)

Interpretation Introduction

Interpretation:

The major product obtained by the reaction of excess of given compound with Cl2 in presence of ultraviolet light should be identified.

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 27P , additional homework tip  1

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

(b)

Interpretation Introduction

Interpretation:

The major product obtained by the reaction of excess of given compound with Cl2 in presence of ultraviolet light should be identified.

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 27P , additional homework tip  2

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

(c)

Interpretation Introduction

Interpretation:

The major product obtained by the reaction of excess of given compound with Cl2 in presence of ultraviolet light should be identified.

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 27P , additional homework tip  3

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

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Please answer the question and provide a detailed drawing of the structure. If there will not be a new C – C bond, then the box under the drawing area will be checked.  Will the following reaction make a molecule with a new C – C bond as its major product:  Draw the major organic product or products, if the reaction will work. Be sure you use wedge and dash bonds if necessary, for example to distinguish between major products with different stereochemistry.
Please do not use AI.  AI cannot "see" the molecules properly, and it therefore gives the wrong answer while giving incorrect descriptions of the visual images we're looking at.  All of these compounds would be produced (I think).  In my book, I don't see any rules about yield in this case, like explaining that one product would be present in less yield for this reason or that reason.  Please explain why some of these produce less yield than others.
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