EBK ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG
EBK ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG
4th Edition
ISBN: 9781119659525
Author: Klein
Publisher: WILEY CONS
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Chapter 6, Problem 62CP

(a)

Interpretation Introduction

Interpretation:

The carbon atom must be identified which is migrating and the mechanism for carbocation rearrangement must be drawn.

Concept Introduction:

For carbocation rearrangements, there should be some driving force. One moderately stable carbocation can rearrange to a more stable carbocation or release angle strain.

(b)

Interpretation Introduction

Interpretation:

The diastereomeric carbocation which is not formed must be drawn.

Concept Introduction:

When out of the two diastereomers, only one is formed the reaction is called diastereoselective.

(c)

Interpretation Introduction

Interpretation:

One driving force must be suggested for the rearrangement of one tertiary carbocation to another tertiary carbocation.

Concept Introduction:

For carbocation rearrangements, there should be some driving force. One moderately stable carbocation can rearrange to a more stable carbocation or release angle strain.

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