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In the presence of a small amount of bromine, cyclohexene

Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr ISBN: 9780321768414 33

Solution for problem 25P Chapter 4

Organic Chemistry | 8th Edition

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Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr

Organic Chemistry | 8th Edition

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Problem 25P

In the presence of a small amount of bromine, cyclohexene undergoes the following light- promoted reaction:

Propose a mechanism for this reaction.Draw the structure of the rate-limiting transition state.Use the Hammond postulate to predict which intermediate most closely resembles this transition state.Explain why cyclohexene reacts with bromine much faster than cyclohexane, which must be heated to react.

Equation Transcription:

Text Transcription:

Br_2

hv

Br

HBr

Step-by-Step Solution:

Solution 25P

Step 1

When cyclohexene is reacted with small amounts of bromine in the presence of light, it undergoes the free-radical substitution of bromine on the cyclohexene ring resulting in the formation of 3-Bromocyclohexene.

The reaction is as follows:

Step 2 of 7

Chapter 4, Problem 25P is Solved
Step 3 of 7

Textbook: Organic Chemistry
Edition: 8
Author: L.G. Wade Jr
ISBN: 9780321768414

This textbook survival guide was created for the textbook: Organic Chemistry, edition: 8. The full step-by-step solution to problem: 25P from chapter: 4 was answered by , our top Chemistry solution expert on 05/06/17, 06:41PM. Since the solution to 25P from 4 chapter was answered, more than 1640 students have viewed the full step-by-step answer. Organic Chemistry was written by and is associated to the ISBN: 9780321768414. This full solution covers the following key subjects: reaction, promoted, cyclohexene, draw, light. This expansive textbook survival guide covers 25 chapters, and 1336 solutions. The answer to “?In the presence of a small amount of bromine, cyclohexene undergoes the following light- promoted reaction: 1. Propose a mechanism for this reaction.2. Draw the structure of the rate-limiting transition state.3. Use the Hammond postulate to predict which intermediate most closely resembles this transition state.4. Explain why cyclohexene reacts with bromine much faster than cyclohexane, which must be heated to react.Equation Transcription:Text Transcription:Br_2hvBrHBr” is broken down into a number of easy to follow steps, and 63 words.

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In the presence of a small amount of bromine, cyclohexene