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

Chapter 8, Problem 34P

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QUESTION:

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, and propose a mechanism for their formation. Predict which of the two alkenes is the major elimination product.

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QUESTION:

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, and propose a mechanism for their formation. Predict which of the two alkenes is the major elimination product.

ANSWER:

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 of 2

 

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]

 

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