Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Question
Chapter C, Problem C.21P
Interpretation Introduction
Interpretation:
The designations in the given molecule’s enantiomer and in one of its diastereomers are to be written.
Concept introduction:
A pair of configurational isomers can be identified as enantiomers or diastereomers on the basis of the R/S designation in the names of those molecules. If two stereoisomers have inverse configuration at each corresponding chiral center, they are enantiomers of each other. If two stereoisomers have inverse configuration at some, but not all corresponding chiral centers, they are diastereomers of each other.
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If the asymmetric carbons in a molecule have been designated (2R,3S,5R), what will the designations be in the molecule’s enantiomer? What will the designations be in one of its diastereomers?
Consider compounds I, II, . How are I and II related to each other? (enantiomers,
diastereomers, constitutional isomers, two conformers of the same molecule, not related).
Explain.
OH
HO
Br
Br
H
ÇI
CH3-C-COOH
он
CH3-C-CH2Br
1.
ČI
a
b
81. Consider the structures above. Which of these two contains a
stereocenter? Draw thestructure on your answer sheet and mark the
stereocenter with an asterisk.
82. Which of these two is a chiral molecule? Explain your answer.
83. Which of these two can exist as a pair of enantiomers?
84. Draw the pair of enantiomers using three-dimensional representation.
Chapter C Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
Ch. C - Prob. C.1PCh. C - Prob. C.2PCh. C - Prob. C.3PCh. C - Prob. C.4PCh. C - Prob. C.5PCh. C - Prob. C.6PCh. C - Prob. C.7PCh. C - Prob. C.8PCh. C - Prob. C.9PCh. C - Prob. C.10P
Ch. C - Prob. C.11PCh. C - Prob. C.12PCh. C - Prob. C.13PCh. C - Prob. C.14PCh. C - Prob. C.15PCh. C - Prob. C.16PCh. C - Prob. C.17PCh. C - Prob. C.18PCh. C - Prob. C.19PCh. C - Prob. C.20PCh. C - Prob. C.21PCh. C - Prob. C.22PCh. C - Prob. C.23PCh. C - Prob. C.24PCh. C - Prob. C.25PCh. C - Prob. C.26PCh. C - Prob. C.27PCh. C - Prob. C.28PCh. C - Prob. C.29PCh. C - Prob. C.30PCh. C - Prob. C.31PCh. C - Prob. C.32PCh. C - Prob. C.33PCh. C - Prob. C.34PCh. C - Prob. C.35PCh. C - Prob. C.36PCh. C - Prob. C.37P
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