ORGANIC CHEMISTRY-EBOOK>I<
ORGANIC CHEMISTRY-EBOOK>I<
9th Edition
ISBN: 9781305084414
Author: McMurry
Publisher: INTER CENG
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Chapter 27.SE, Problem 37AP
Interpretation Introduction

a)

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 27.SE, Problem 37AP , additional homework tip  1

Interpretation:

The product formed when the diol shown reacts with one equivalent of acetic anhydride is to be given.

Concept introduction:

If the two cyclohexane rings are fused in trans manner the two hydrogens at the ring junction will be diaxial. If the ring fusion is cis, then one hydrogen at the ring junction is axial while that in the other junction is equatorial.

Among the disubstituted cyclohexanes, 1,2- cis, 1,3- trans and 1,4-cis substituents will have axial and equatorial arrangements. 1,2-trans, 1,3-cis and 1,4-trans substituents will have either diequatorial or diaxial arrangements.

Equatorial –OH gets easily acetylated because it is free from steric strains.

To give:

The product formed when the diol shown reacts with one equivalent of acetic anhydride.

Interpretation Introduction

b)

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 27.SE, Problem 37AP , additional homework tip  2

Interpretation:

The product formed when the diol shown reacts with one equivalent of acetic anhydride is to be given.

Concept introduction:

If the two cyclohexane rings are fused in trans manner the two hydrogens at the ring junction will be diaxial. If the ring fusion is cis, then one hydrogen at the ring junction is axial while that in the other junction is equatorial.

Among the disubstituted cyclohexanes, 1,2- cis, 1,3- trans and 1,4-cis substituents will have axial and equatorial arrangements. 1,2-trans, 1,3-cis and 1,4-trans substituents will have either diequatorial or diaxial arrangements.

Equatorial –OH gets easily acetylated because it is free from steric strains.

To give:

The product formed when the diol shown reacts with one equivalent of acetic anhydride.

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Chapter 27 Solutions

ORGANIC CHEMISTRY-EBOOK>I<

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