Organic Chemistry (8th Edition)
Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 4, Problem 73P

(a)

Interpretation Introduction

Interpretation:

The optically inactive compound for the given molecular formula has to be drawn.

Concept introduction:

Optical activity of a molecule is the interaction between molecule and plane-polarized light.

Molecule having asymmetric center shows optical activity except mesocompounds.

Asymmetric center is a stereocenter which arises to hydrocarbons if the carbon is bonded to four different groups.

Mesocompounds has asymmetric centers and a plane of symmetry, so the molecule superimposable on its mirror image, thereby the compound is achiral.

If the four groups attached to both asymmetric centers of a compound are identical, then the compound is a mesocompound.

(b)

Interpretation Introduction

Interpretation:

The mesocompound (optically inactive compound) for the given molecular formula has to be drawn.

Concept introduction:

Optical activity of a molecule is the interaction between molecule and plane-polarized light.

Molecule having asymmetric center shows optical activity except mesocompounds.

Asymmetric center is a stereocenter which arises to hydrocarbons if the carbon is bonded to four different groups.

Mesocompounds has asymmetric centers and a plane of symmetry, so the molecule superimposable on its mirror image, thereby the compound is achiral.

If the four groups attached to both asymmetric centers of a compound are identical, then the compound is a mesocompound.

Asymmetric center is arises to hydrocarbons if the carbon is bonded to four different groups.

(c)

Interpretation Introduction

Interpretation:

The optically active compound for the given molecular formula has to be drawn.

Concept introduction:

Optical activity of a molecule is the interaction between molecule and plane-polarized light.

Molecule having asymmetric center shows optical activity except mesocompounds.

Asymmetric center is a stereocenter which arises to hydrocarbons if the carbon is bonded to four different groups.

Mesocompounds has asymmetric centers and a plane of symmetry, so the molecule superimposable on its mirror image, thereby the compound is achiral.

If the four groups attached to both asymmetric centers of a compound is identical, then the compound is a mesocompound.

If a cyclic compound has two asymmetric centers with identical substituents, then cis-isomer of the compound is a mesocompound.

Asymmetric center is arises to hydrocarbons if the carbon is bonded to four different groups.

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Chapter 4 Solutions

Organic Chemistry (8th Edition)

Ch. 4.2 - Draw the Z isomer of an alkene that has a CH3 and...Ch. 4.3 - Prob. 13PCh. 4.4 - Prob. 14PCh. 4.5 - Prob. 16PCh. 4.6 - Prob. 17PCh. 4.7 - Prob. 18PCh. 4.8 - Prob. 20PCh. 4.8 - Prob. 22PCh. 4.8 - Prob. 23PCh. 4.8 - Prob. 24PCh. 4.8 - Draw a perspective formula for each or the...Ch. 4.8 - Prob. 27PCh. 4.9 - Prob. 28PCh. 4.9 - What is the configuration of the following...Ch. 4.9 - Prob. 32PCh. 4.10 - Prob. 33PCh. 4.10 - (S)-(+)-Monosodium glutamate (MSG) is a flavor...Ch. 4.11 - Prob. 35PCh. 4.11 - Prob. 36PCh. 4.12 - Prob. 38PCh. 4.12 - Prob. 39PCh. 4.12 - The stereoisomer of cholesterol found in nature is...Ch. 4.12 - Prob. 41PCh. 4.13 - 1-Bromo-2-methylcyclopentane has four pairs of...Ch. 4.13 - Prob. 43PCh. 4.13 - Draw all possible stereoisomers for each of the...Ch. 4.13 - Prob. 45PCh. 4.13 - Of all the possible cyclooctanes that have one...Ch. 4.13 - Prob. 47PCh. 4.13 - Prob. 48PCh. 4.14 - Which of the following compounds has a...Ch. 4.14 - Draw all the stereoisomers for each of the...Ch. 4.15 - Prob. 52PCh. 4.15 - Name the isomers you drew in Problem 52.Ch. 4.15 - Chloramphenicol is a broad-spectrum antibiotic...Ch. 4.15 - Draw a perspective formula for each of the...Ch. 4.15 - Name the following:Ch. 4.15 - Prob. 57PCh. 4.15 - Prob. 59PCh. 4.15 - Convert the perspective formula to a skeletal...Ch. 4.15 - Prob. 62PCh. 4.16 - Prob. 63PCh. 4.17 - Limonene exists as two different stereoisomers....Ch. 4 - a. Draw three constitutional isomers with...Ch. 4 - Prob. 65PCh. 4 - Prob. 66PCh. 4 - Which of the following has an asymmetric center?...Ch. 4 - Prob. 68PCh. 4 - Prob. 69PCh. 4 - Prob. 70PCh. 4 - Prob. 71PCh. 4 - Assign relative priorities to each set of...Ch. 4 - Prob. 73PCh. 4 - Which of the following are optically active?Ch. 4 - Prob. 75PCh. 4 - Name the following:Ch. 4 - Which of the following has an achiral...Ch. 4 - Using skeletal structures, draw the stereoisomers...Ch. 4 - Prob. 79PCh. 4 - Citrate synthase, one of the enzymes in the series...Ch. 4 - Prob. 81PCh. 4 - Prob. 82PCh. 4 - Prob. 83PCh. 4 - Prob. 84PCh. 4 - Prob. 85PCh. 4 - Prob. 86PCh. 4 - Prob. 87PCh. 4 - Prob. 88PCh. 4 - Prob. 89PCh. 4 - a. Draw all the isomers with molecular formula...Ch. 4 - Prob. 91PCh. 4 - Prob. 92PCh. 4 - Draw structures for the following: a....Ch. 4 - For each of the following structures, draw the...Ch. 4 - Prob. 95PCh. 4 - Prob. 96PCh. 4 - Prob. 97PCh. 4 - a. Using the wedge-and-dash notation, draw the...Ch. 4 - Prob. 99PCh. 4 - Prob. 100PCh. 4 - Prob. 101PCh. 4 - a. Draw the two chair conformers for each of the...Ch. 4 - Prob. 103PCh. 4 - Is the following compound optically active?Ch. 4 - Prob. 105P
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