Organic Chemistry (6th Edition)
Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 5, Problem 40P
Interpretation Introduction

(a)

Interpretation: The given pair of compounds, A and B is to be classified as identical molecules, enantiomers, or diastereomers.

Concept introduction: Enantiomers of a compound are the stereoisomers which are non-super imposable mirror images. A carbon atom bonded to four different groups is known as a chiral carbon. A compound which has a chiral carbon can be resolved into enantiomers.

Diastereomers of a compound are the stereoisomers which are non-super imposable non mirror images. On the other hand, identical molecules have superimposable mirror images and similar chemical and physical properties. They possess same RS configuration at every stereogenic center.

Interpretation Introduction

(b)

Interpretation: The given pair of compounds, A and C is to be classified as identical molecules, enantiomers, or diastereomers.

Concept introduction: Enantiomers of a compound are the stereoisomers which are non-super imposable mirror images. A carbon atom bonded to four different groups is known as a chiral carbon. A compound which has a chiral carbon can be resolved into enantiomers.

Diastereomers of a compound are the stereoisomers which are non-super imposable non mirror images. On the other hand, identical molecules have superimposable mirror images and similar chemical and physical properties. They possess same RS configuration at every stereogenic center.

Interpretation Introduction

(c)

Interpretation: The given pair of compounds, A and D is to be classified as identical molecules, enantiomers, or diastereomers.

Concept introduction: Enantiomers of a compound are the stereoisomers which are non-super imposable mirror images. A carbon atom bonded to four different groups is known as a chiral carbon. A compound which has a chiral carbon can be resolved into enantiomers.

Diastereomers of a compound are the stereoisomers which are non-super imposable non mirror images. On the other hand, identical molecules have superimposable mirror images and similar chemical and physical properties. They possess same RS configuration at every stereogenic center.

Interpretation Introduction

(d)

Interpretation: The given pair of compounds, C and D is to be classified as identical molecules, enantiomers, or diastereomers.

Concept introduction: Enantiomers of a compound are the stereoisomers which are non-super imposable mirror images. A carbon atom bonded to four different groups is known as a chiral carbon. A compound which has a chiral carbon can be resolved into enantiomers.

Diastereomers of a compound are the stereoisomers which are non-super imposable non mirror images. On the other hand, identical molecules have superimposable mirror images and similar chemical and physical properties. They possess same RS configuration at every stereogenic center.

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Drawn are four isomeric dimethylcyclopropanes. a.How are the compounds in each pair related (enantiomers, diastereomers, constitutional isomers): A and B; A and C; B and C; C and D? b.Label each compound as chiral or achiral. c.Which compounds alone would be optically active? d.Which compounds have a plane of symmetry? e.How do the boiling points of the compounds in each pair compare: A and B; B and C; C and D? f.Which of the compounds are meso compounds? g.Would an equal mixture of compounds C and D be optically active? What about an equal mixture of B and C?
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