Organic Chemistry: Structure and Function
Organic Chemistry: Structure and Function
8th Edition
ISBN: 9781319079451
Author: K. Peter C. Vollhardt, Neil E. Schore
Publisher: W. H. Freeman
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Chapter 4, Problem 34P

(a)

Interpretation Introduction

Interpretation:Most stable conformation for indicated substituted cyclohexane should be identified.

  Organic Chemistry: Structure and Function, Chapter 4, Problem 34P , additional homework tip  1

Concept introduction:In chair form, all the C—C—C bond angles are 109.5 ° . Since this is ideal tetrahedral angle so there is no angular strain in chair form. The staggered C—H bond further allows for no amount of torsional strain. There are two kinds of hydrogens in cyclohexane namely axial and equatorial indicated as follows:

  Organic Chemistry: Structure and Function, Chapter 4, Problem 34P , additional homework tip  2

(b)

Interpretation Introduction

Interpretation: Most stable conformation for indicated trans-3-methylcyclohexanol should be drawn.

  Organic Chemistry: Structure and Function, Chapter 4, Problem 34P , additional homework tip  3

Concept introduction:In chair form all the C—C—C bond angle are 109.5 ° . Since this is ideal tetrahedral angle so there is no angular strain in chair form. The staggered C—H bond further allows for no amount of torsional strain. There are two kinds of hydrogens in cyclohexane namely axial and equatorial indicated as follows:

  Organic Chemistry: Structure and Function, Chapter 4, Problem 34P , additional homework tip  4

(c)

Interpretation Introduction

Interpretation: Most stable conformation for cis-1-methyl-3-(1-methylethyl)cyclohexane should be drawn.

  Organic Chemistry: Structure and Function, Chapter 4, Problem 34P , additional homework tip  5

Concept introduction:In chair form all the C—C—C bond angle are 109.5 ° . Since this is ideal tetrahedral angle so there is no angular strain in chair form. The staggered C—H bond further allows for no amount of torsional strain. There are two kinds of hydrogens in cyclohexane namely axial and equatorial indicated as follows:

  Organic Chemistry: Structure and Function, Chapter 4, Problem 34P , additional homework tip  6

(d)

Interpretation Introduction

Interpretation: Most stable conformation for indicated trans-1-ethyl-3-methoxycyclohexane should be drawn.

  Organic Chemistry: Structure and Function, Chapter 4, Problem 34P , additional homework tip  7

Concept introduction:In chair form all the C—C—C bond angle are 109.5 ° . Since this is ideal tetrahedral angle so there is no angular strain in chair form. The staggered C—H bond further allows for no amount of torsional strain. There are two kinds of hydrogens in cyclohexane namely axial and equatorial indicated as follows:

  Organic Chemistry: Structure and Function, Chapter 4, Problem 34P , additional homework tip  8

(d)

Interpretation Introduction

Interpretation: Most stable conformation for indicated trans-1-chloro-4-(1,1-dimethylethyl)cyclohexane should be drawn.

  Organic Chemistry: Structure and Function, Chapter 4, Problem 34P , additional homework tip  9

Concept introduction:In chair form all the C—C—C bond angle are 109.5 ° . Since this is ideal tetrahedral angle so there is no angular strain in chair form. The staggered C—H bond further allows for no amount of torsional strain. There are two kinds of hydrogens in cyclohexane namely axial and equatorial indicated as follows:

  Organic Chemistry: Structure and Function, Chapter 4, Problem 34P , additional homework tip  10

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