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

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Answer 1

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Chapter 4, Problem 34P

(a)

Interpretation Introduction

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

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:

(b)

Interpretation Introduction

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

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:

(c)

Interpretation Introduction

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

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:

(d)

Interpretation Introduction

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

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:

(d)

Interpretation Introduction

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

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:

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(A)Menthol, used to flavor various foods and tobacco, is the most stable stereoisomer of 2-isopropyl-5-methylcyclohexanol. Draw its most stable conformation. Is the hydroxyl group cis or trans to the isopropyl group? To the methyl group? (b) Neomenthol is a stereoisomer of menthol. That is, it has the same constitution but differs in the arrangement of its atoms in space. Neomenthol is the second most stable stereoisomer of 2-isopropyl-5methylcyclohexanol; it is less stable than menthol but more stable than any other stereoisomer. Write the structure of neomenthol in its most stable conformation.

Draw the most stable conformation of cis-1-tert-butyl-3-ethylcyclohexane. (a) (b) trans-1-tert-butyl-2-methylcyclohexane. (c) trans-1-tert-butyl-3-(1,1-dimethylpropyl)cyclohexane.

draw the most stable conformation of (a) ethylcyclohexane (b) 3-isopropyl-1,1-dimethylcyclohexane

Answer 2

Question

Chapter 4, Problem 34P

(a)

Interpretation Introduction

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

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:

(b)

Interpretation Introduction

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

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:

(c)

Interpretation Introduction

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

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:

(d)

Interpretation Introduction

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

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:

(d)

Interpretation Introduction

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

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:

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Answer 3

Question

Chapter 4, Problem 34P

(a)

Interpretation Introduction

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

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:

(b)

Interpretation Introduction

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

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:

(c)

Interpretation Introduction

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

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:

(d)

Interpretation Introduction

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

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:

(d)

Interpretation Introduction

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

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:

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Answer 4

Question

Chapter 4, Problem 34P

(a)

Interpretation Introduction

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

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:

(b)

Interpretation Introduction

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

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:

(c)

Interpretation Introduction

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

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:

(d)

Interpretation Introduction

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

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:

(d)

Interpretation Introduction

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

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:

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Answer 5

Chapter 4, Problem 34P

(a)

Interpretation Introduction

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

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:

(b)

Interpretation Introduction

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

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:

(c)

Interpretation Introduction

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

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:

(d)

Interpretation Introduction

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

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:

(d)

Interpretation Introduction

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

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:

Answer 6

Chapter 4, Problem 34P

(a)

Interpretation Introduction

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

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:

Answer 7

Chapter 4, Problem 34P

(a)

Interpretation Introduction

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

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:

Answer 8

(b)

Interpretation Introduction

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

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:

Answer 9

(b)

Interpretation Introduction

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

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:

Answer 10

(c)

Interpretation Introduction

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

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:

Answer 11

(c)

Interpretation Introduction

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

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:

Answer 12

(d)

Interpretation Introduction

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

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:

Answer 13

(d)

Interpretation Introduction

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

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:

Answer 14

(d)

Interpretation Introduction

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

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:

Answer 15

(d)

Interpretation Introduction

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

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:

Answer 16

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Answer 17

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Answer 18

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Answer 19

Ch. 4.1 - Prob. 4.1E Ch. 4.1 - Prob. 4.3TIY Ch. 4.2 - Prob. 4.4E Ch. 4.2 - Prob. 4.6TIY Ch. 4.3 - Prob. 4.7E Ch. 4.4 - Prob. 4.8E Ch. 4.4 - Prob. 4.10TIY Ch. 4.4 - Prob. 4.11E Ch. 4.4 - Prob. 4.12E Ch. 4.4 - Prob. 4.14TIY

Solution Summary: The author explains that the most stable conformation for indicated substituted cyclohexane should be identified. The staggered C—H bond allows for no amount of torsional strain

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