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Predict the product(s) of light-initiated reaction with

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

Solution for problem 11P Chapter 15

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 11P

Predict the product(s) of light-initiated reaction with NBS in CCl₄ for the following starting materials.

(a) cyclopentene   (b) 2,3-dimethylbut-2-ene

Step-by-Step Solution:
Step 1 of 3

Solution 11P

(a)

Treatment of cyclopentene with NBS in the presence of carbon tetrachloride ( ) gives 3-bromo cyclopent-1-ene. Thus, the reaction is as follows:

(b)

Treatment of 2,3-dimethylbut-2-ene with NBS in the presence of carbon tetrachloride () gives 1-bromo-2,3-dimethylbut-2-ene and 3-bromo-2,3-dimethylbut-1-ene. Thus, the reaction is as follows:

(c)

Treatment of toluene with NBS in the presence of carbon tetrachloride () gives bromomethyl benzene. The benzylic radicals are more stable than the allylic radicals. Thus, the reaction is as follows:

Step 2 of 3

Chapter 15, Problem 11P is Solved
Step 3 of 3

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

This full solution covers the following key subjects: cci, initiated, light, materials, NBS. This expansive textbook survival guide covers 25 chapters, and 1336 solutions. Since the solution to 11P from 15 chapter was answered, more than 389 students have viewed the full step-by-step answer. This textbook survival guide was created for the textbook: Organic Chemistry, edition: 8. The full step-by-step solution to problem: 11P from chapter: 15 was answered by , our top Chemistry solution expert on 05/06/17, 06:41PM. Organic Chemistry was written by and is associated to the ISBN: 9780321768414. The answer to “?Predict the product(s) of light-initiated reaction with NBS in CCl? for the following starting materials.(a) cyclopentene (b) 2,3-dimethylbut-2-ene” is broken down into a number of easy to follow steps, and 18 words.

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Predict the product(s) of light-initiated reaction with