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When 1-bromo-1-methylcyclohexane is heated in ethanol for

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

Solution for problem 34P 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 34P

When 1-bromo-1-methylcyclohexane is heated in ethanol for an extended period of time,three products result: one ether and two alkenes. Predict the products of this reaction, andpropose a mechanism for their formation. Predict which of the two alkenes is the majorelimination product.

Step-by-Step Solution:

Solution 34P:

Here, we are going to propose a mechanism for the formation of the products when 1-bromo-1-methylcyclohexane is heated in ethanol for an extended period of time.

Step 1:

The reaction between 1-bromo-1-methylcyclohexane and  in ethanol for an extended period of time produces three products. The reaction follows first order nucleophilic substitution reaction(SN1) as well as unimolecular Elimination reaction (E1).

Rate = k[ 1-bromo-1-methylcyclohexane]

Step 2: Mechanism of the reaction is :

Step 3 of 3

Chapter 6, Problem 34P is Solved
Textbook: Organic Chemistry
Edition: 8
Author: L.G. Wade Jr
ISBN: 9780321768414

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