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Protonation converts the hydroxyl group of an alcohol to a

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

Solution for problem 62SP Chapter 6

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 62SP

Protonation converts the hydroxyl group of an alcohol to a good leaving group. Suggest a mechanism for each reaction.

Equation Transcription:

Text Transcription:

OH

(E1) \rightarrow H2SO4, heat+ H2O

OH

(SN2 or SN1) \rightarrow HBr, heat                 - Br + H2O

Step-by-Step Solution:
Step 1 of 3

Solution 62SP

  1. The mechanism of reaction is given below -

When cyclohexanol is protonated in presence of acid () it gives carbonated. In second step proton is lost to give cyclohexene.

When Br- attack directly then -OH is substituted by -Br to give bromocyclohexane by 2 mechanism.

Bromocyclohexane can also obtained by mechanism. In this firs carbocation is formed by protonation of -OH group. Then Br- attacks on carbonation to give bromocyclohexane

Step 2 of 3

Chapter 6, Problem 62SP is Solved
Step 3 of 3

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

The full step-by-step solution to problem: 62SP from chapter: 6 was answered by , our top Chemistry solution expert on 05/06/17, 06:41PM. This textbook survival guide was created for the textbook: Organic Chemistry, edition: 8. Organic Chemistry was written by and is associated to the ISBN: 9780321768414. This full solution covers the following key subjects: Group, leaving, good, alcohol, hydroxyl. This expansive textbook survival guide covers 25 chapters, and 1336 solutions. Since the solution to 62SP from 6 chapter was answered, more than 342 students have viewed the full step-by-step answer. The answer to “?Protonation converts the hydroxyl group of an alcohol to a good leaving group. Suggest a mechanism for each reaction. Equation Transcription:Text Transcription:OH(E1) \rightarrow H2SO4, heat+ H2OOH(SN2 or SN1) \rightarrow HBr, heat - Br + H2O” is broken down into a number of easy to follow steps, and 35 words.

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Protonation converts the hydroxyl group of an alcohol to a