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When N-bromosuccinimide is added to hex-1-ene in CCl4 and

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

Solution for problem 10P 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 10P

When N-bromosuccinimide is added to hex-1-ene in CCl4 and a sunlamp is shone on the mixture, three products result.

(a) Give the structures of these three products.

(b) Propose a mechanism that accounts for the formation of these three products.

Step-by-Step Solution:
Step 1 of 3

Solution 10P

(a)

Treatment of hex-1-ene with NBS in the presence of carbon tetrachloride ( ) gives the three products. Thus, the reaction is as follows:

(b)

The resonance form of an allylic radical is as follows:

The...

Step 2 of 3

Chapter 15, Problem 10P is Solved
Step 3 of 3

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

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When N-bromosuccinimide is added to hex-1-ene in CCl4 and

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