ORGANIC CHEMISTRY 2-SEMESTER-ACCESS
ORGANIC CHEMISTRY 2-SEMESTER-ACCESS
4th Edition
ISBN: 9781119659532
Author: Klein
Publisher: WILEY
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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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In the box below, specify which of the given compounds are very soluble in polar aprotic solvents. You may select more than one compound. Choose one or more: NaCl NH4Cl CH3CH2CH2CH2CH2CN CH3CH2OH hexan-2-one NaOH CH3SCH3
On the following structure, select all of the atoms that could ACCEPT a hydrogen bond. Ignore possible complications of aromaticity. When selecting be sure to click on the center of the atom.
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