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Propose an SN1 mechanism for the solvolysis of

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

Solution for problem 22P 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 22P

Problem 22P

Propose an SN1 mechanism for the solvolysis of 3-bromo-2,3-dimethylpentane in ethanol.

Step-by-Step Solution:
Step 1 of 3

Answer :

SN1 mechanism :

The SN1 reaction is a substitution reaction in organic chemistry. "SN" stands for nucleophilic substitution and the "1" represents the fact that the rate-determining step is unimolecular. Thus, the rate equation is often shown as having first-order dependence on electrophile and zero-order dependence on nucleophile.

Solvolysis of 3-bromo-2,3-dimethylpentane in ethanol:

In solvolysis of 3-bromo -2,3-dimethylpentane in ethanol it is the slow reaction initially the bromine atom is eliminated so forming carbo cation and this carbocation reacts with ethyl alcohol the lone pair of electrons present on the oxygen atom donates to the carbocation and thus forming the product by shifting and rearrangement of electrons here ethyl alcohol acts as base .

Step 2 of 3

Chapter 6, Problem 22P is Solved
Step 3 of 3

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

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Propose an SN1 mechanism for the solvolysis of