Organic Chemistry-Package(Custom)
Organic Chemistry-Package(Custom)
4th Edition
ISBN: 9781259141089
Author: SMITH
Publisher: MCG
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Chapter 5, Problem 5.54P
Interpretation Introduction

(a)

Interpretation: All the possible stereoisomers of the given compound has to be drawn and among these stereoisomers the pair of enantiomers and diastereomers and meso compound if any has to be labelled.

Concept introduction: Stereoisomers are those compounds which have same molecular formula but different orientation of atoms in space. Enantiomers are the non-superimposable mirror images of each other while diastereomers are not mirror images of each other. Meso compounds are optically inactive compounds which contain two or more than two chiral centres. The total number of stereoisomers for an unsymmetrical molecule =2n where, n is the number of chiral centers in the compound. A carbon atom bonded to four different substituents is called a stereogenic center.

Interpretation Introduction

(b)

Interpretation: All the possible stereoisomers of the given compound has to be drawn and among these stereoisomers the pair of enantiomers and diastereomers and meso compound if any has to be labelled.

Concept introduction: Stereoisomers are those compounds which have same molecular formula but different orientation of atoms in space. Enantiomers are the non-superimposable mirror images of each other while diastereomers are not mirror images of each other. Meso compounds are optically inactive compounds which contain two or more than two chiral centres. The total number of stereoisomers for an unsymmetrical molecule =2n where, n is the number of chiral centers in the compound. A carbon atom bonded to four different substituents is called a stereogenic center. The total number of stereoisomers for symmetrical molecules containing even number of chiral centers can be calculated as follows:

Number of optically active stereoisomers = 2n1

Number of meso compounds = 2n22

Total number of stereoisomers = Number of optically active stereoisomers + Number of meso compounds

Interpretation Introduction

(c)

Interpretation: All the possible stereoisomers of the given compound has to be drawn and among these stereoisomers the pair of enantiomers and diastereomers and meso compound if any has to be labelled.

Concept introduction: Stereoisomers are those compounds which have same molecular formula but different orientation of atoms in space. Enantiomers are the non-superimposable mirror images of each other while diastereomers are not mirror images of each other. Meso compounds are optically inactive compounds which contain two or more than two chiral centres. The total number of stereoisomers for an unsymmetrical molecule =2n where, n is the number of chiral centers in the compound. A carbon atom bonded to four different substituents is called a stereogenic center.

Interpretation Introduction

(d)

Interpretation: All the possible stereoisomers of the given compound has to be drawn and among these stereoisomers the pair of enantiomers and diastereomers and meso compound if any has to be labelled.

Concept introduction: Stereoisomers are those compounds which have same molecular formula but different orientation of atoms in space. Enantiomers are the non-superimposable mirror images of each other while diastereomers are not mirror images of each other. Meso compounds are optically inactive compounds which contain two or more than two chiral centres. The total number of stereoisomers =2n where, n is the number of chiral centers in the compound. A carbon atom bonded to four different substituents is called a stereogenic center.

The total number of stereoisomers for symmetrical molecules containing odd number of chiral centers can be calculated as follows:

Total number of stereoisomers = 2n1

Number of meso compounds = 2n12

Number of optically active stereoisomers = 2n12n12

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Chapter 5 Solutions

Organic Chemistry-Package(Custom)

Ch. 5 - Prob. 5.11PCh. 5 - Prob. 5.12PCh. 5 - Label each compound as R or S.Ch. 5 - Prob. 5.14PCh. 5 - Prob. 5.15PCh. 5 - Prob. 5.16PCh. 5 - Prob. 5.17PCh. 5 - Prob. 5.18PCh. 5 - Prob. 5.19PCh. 5 - Prob. 5.20PCh. 5 - Prob. 5.21PCh. 5 - Prob. 5.22PCh. 5 - Prob. 5.23PCh. 5 - Which of the following cyclic molecules are meso...Ch. 5 - Prob. 5.25PCh. 5 - Prob. 5.26PCh. 5 - The amino acid (S)-alanine has the physical...Ch. 5 - Prob. 5.28PCh. 5 - Prob. 5.29PCh. 5 - Prob. 5.30PCh. 5 - Prob. 5.31PCh. 5 - Prob. 5.32PCh. 5 - Prob. 5.33PCh. 5 - Prob. 5.34PCh. 5 - Prob. 5.35PCh. 5 - Prob. 5.36PCh. 5 - Prob. 5.37PCh. 5 - Determine if each compound is identical to or an...Ch. 5 - Prob. 5.39PCh. 5 - Locate the stereogenic centers in each compound. A...Ch. 5 - Prob. 5.52PCh. 5 - Prob. 5.41PCh. 5 - Prob. 5.42PCh. 5 - Prob. 5.43PCh. 5 - Prob. 5.44PCh. 5 - Prob. 5.45PCh. 5 - Label each stereogenic center as R or S. a. c. e....Ch. 5 - Prob. 5.47PCh. 5 - Prob. 5.48PCh. 5 - Prob. 5.49PCh. 5 - Prob. 5.50PCh. 5 - Prob. 5.51PCh. 5 - Prob. 5.53PCh. 5 - Prob. 5.54PCh. 5 - Prob. 5.55PCh. 5 - Draw all possible stereoisomers for each...Ch. 5 - Prob. 5.57PCh. 5 - 5.59 Explain each statement by referring to...Ch. 5 - Prob. 5.59PCh. 5 - Prob. 5.60PCh. 5 - Prob. 5.61PCh. 5 - Prob. 5.62PCh. 5 - Prob. 5.63PCh. 5 - Prob. 5.64PCh. 5 - Prob. 5.65PCh. 5 - 5.67 Artemisinin and mefloquine are widely used...Ch. 5 - 5.68 Saquinavir (trade name Invirase) is a...Ch. 5 - Prob. 5.68PCh. 5 - Prob. 5.69PCh. 5 - Prob. 5.70PCh. 5 - Prob. 5.71PCh. 5 - Problem 5.73 An acid-base reaction of with a...
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