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 29P

(a)

Interpretation Introduction

Interpretation : Puckered conformation of methylcyclobutane needs to be determined.

Concept Introduction : In cyclobutane, number of eclipsing strains is present. To remove these strains one carbon atom goes out of the plane and the molecules starts bending or puckering. The eclipsing strain is due to the nonbonding interactions of the groups and atoms. The molecules can be stabilized when it will remove eclipsing strain.

(b)

Interpretation Introduction

Interpretation : Puckered conformation of cis-1, 2-dimethylcyclobutane needs to be drawn.

Concept Introduction : In cyclobutane, number of eclipsing strains is present. To remove these strains one carbon atom goes out of the plane and the molecules starts bending or puckering. The molecules can be stabilized when it will remove eclipsing strain.

(c)

Interpretation Introduction

Interpretation : Puckered conformation of trans-1, 2-dimethylcyclobutane needs to be drawn.

Concept Introduction : In cyclobutane, number of eclipsing strains is present. To remove these strains one carbon atom goes out of the plane and the molecules starts bending or puckering. The molecules can be stabilized when it will remove eclipsing strain.

(d)

Interpretation Introduction

Interpretation : Puckered conformation of cis-1, 3-dimethylcyclobutane needs to be drawn.

Concept Introduction : In cyclobutane, number of eclipsing strains is present. To remove these strains one carbon atom goes out of the plane and the molecules starts bending or puckering. The molecules can be stabilized when it will remove eclipsing strain.

(e)

Interpretation Introduction

Interpretation : Puckered conformation of trans-1, 3-dimethylcyclobutane needs to be drawn. Also, the stability of cis and trans 1,2dimethylcyclobutane and cis and trans 1,3dimethylcylobutane needs to be compared.

Concept Introduction : In cyclobutane, number of eclipsing strains is present. To remove these strains one carbon atom goes out of the plane and the molecules starts bending or puckering. The molecules can be stabilized when it will remove eclipsing strain.

The conformers have the same molecular formula, but the spacious arrangements of the groups are different.

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