Organic Chemistry (9th Edition)
Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
Question
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Chapter 5.2C, Problem 5.5P

(a)

Interpretation Introduction

To determine: The plane of symmetry if the molecule has an internal plane of symmetry and if the structure is chiral on absence of plane of symmetry.

Interpretation: The validation of the statement that the given molecule contains a plane of symmetry is to be stated and on absence of plane of symmetry, the chirality of the molecule is to be detected.

Concept introduction: A carbon which has all the four different atoms or group of atoms show tetrahedral geometry is referred to as the chiral carbon. The mirror image of an object that contains chiral carbon has non-super imposable mirror image. The two different forms in which a single chiral carbon can exist is referred to as enantiomers. The number of enantiomers of a molecule depends on the number of chiral centres.

(b)

Interpretation Introduction

To determine: The plane of symmetry if the molecule has an internal plane of symmetry and if the structure is chiral on absence of plane of symmetry.

Interpretation: The validation of the statement that the given molecule contains a plane of symmetry is to be stated and on absence of plane of symmetry, the chirality of the molecule is to be detected.

Concept introduction: A carbon which has all the four different atoms or group of atoms show tetrahedral geometry is referred to as the chiral carbon. The mirror image of an object that contains chiral carbon has non-super imposable mirror image. The two different forms in which a single chiral carbon can exist is referred to as enantiomers. The number of enantiomers of a molecule depends on the number of chiral centres.

(c)

Interpretation Introduction

To determine: The plane of symmetry if the molecule has an internal plane of symmetry and if the structure is chiral on absence of plane of symmetry.

Interpretation: The validation of the statement that the given molecule contains a plane of symmetry is to be stated and on absence of plane of symmetry, the chirality of the molecule is to be detected.

Concept introduction: A carbon which has all the four different atoms or group of atoms show tetrahedral geometry is referred to as the chiral carbon. The mirror image of an object that contains chiral carbon has non-super imposable mirror image. The two different forms in which a single chiral carbon can exist is referred to as enantiomers. The number of enantiomers of a molecule depends on the number of chiral centres.

(d)

Interpretation Introduction

To determine: The plane of symmetry if the molecule has an internal plane of symmetry and if the structure is chiral on absence of plane of symmetry.

Interpretation: The validation of the statement that the given molecule contains a plane of symmetry is to be stated and on absence of plane of symmetry, the chirality of the molecule is to be detected.

Concept introduction: A carbon which has all the four different atoms or group of atoms show tetrahedral geometry is referred to as the chiral carbon. The mirror image of an object that contains chiral carbon has non-super imposable mirror image. The two different forms in which a single chiral carbon can exist is referred to as enantiomers. The number of enantiomers of a molecule depends on the number of chiral centres.

(e)

Interpretation Introduction

To determine: The plane of symmetry if the molecule has an internal plane of symmetry and if the structure is chiral on absence of plane of symmetry.

Interpretation: The validation of the statement that the given molecule contains a plane of symmetry is to be stated and on absence of plane of symmetry, the chirality of the molecule is to be detected.

Concept introduction: A carbon which has all the four different atoms or group of atoms show tetrahedral geometry is referred to as the chiral carbon. The mirror image of an object that contains chiral carbon has non-super imposable mirror image. The two different forms in which a single chiral carbon can exist is referred to as enantiomers. The number of enantiomers of a molecule depends on the number of chiral centres.

(f)

Interpretation Introduction

To determine: The plane of symmetry if the molecule has an internal plane of symmetry and if the structure is chiral on absence of plane of symmetry.

Interpretation: The validation of the statement that the given molecule contains a plane of symmetry is to be stated and on absence of plane of symmetry, the chirality of the molecule is to be detected.

Concept introduction: A carbon which has all the four different atoms or group of atoms show tetrahedral geometry is referred to as the chiral carbon. The mirror image of an object that contains chiral carbon has non-super imposable mirror image. The two different forms in which a single chiral carbon can exist is referred to as enantiomers. The number of enantiomers of a molecule depends on the number of chiral centres.

(g)

Interpretation Introduction

To determine: The plane of symmetry if the molecule has an internal plane of symmetry and if the structure is chiral on absence of plane of symmetry.

Interpretation: The validation of the statement that the given molecule contains a plane of symmetry is to be stated and on absence of plane of symmetry, the chirality of the molecule is to be detected.

Concept introduction: A carbon which has all the four different atoms or group of atoms show tetrahedral geometry is referred to as the chiral carbon. The mirror image of an object that contains chiral carbon has non-super imposable mirror image. The two different forms in which a single chiral carbon can exist is referred to as enantiomers. The number of enantiomers of a molecule depends on the number of chiral centres.

(h)

Interpretation Introduction

To determine: The plane of symmetry if the molecule has an internal plane of symmetry and if the structure is chiral on absence of plane of symmetry.

Interpretation: The validation of the statement that the given molecule contains a plane of symmetry is to be stated and on absence of plane of symmetry, the chirality of the molecule is to be detected.

Concept introduction: A carbon which has all the four different atoms or group of atoms show tetrahedral geometry is referred to as the chiral carbon. The mirror image of an object that contains chiral carbon has non-super imposable mirror image. The two different forms in which a single chiral carbon can exist is referred to as enantiomers. The number of enantiomers of a molecule depends on the number of chiral centres.

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Molecules without a plane of symmetry are chiral. In the model you constructed in no.1, the tetrahedral carbon is the stereocenter; the molecule is chiral. A simple test for a stereocenter in a molecule is to look for a stereocenter with four different atoms or groups attached to it; this molecule will have no plane of symmetry. label the stereocenter in each structure with an asterisk (*).
How many diastereomers would a molecule with three chiral centers have?  A. 2 B. 3 C. 6 D. 8
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