Pushing Electrons
4th Edition
ISBN: 9781133951889
Author: Weeks, Daniel P.
Publisher: Cengage Learning
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Question
Chapter 3, Problem 26EQ
Interpretation Introduction
Interpretation:
The bond making and breaking in the given species is to be represented.
Concept Introduction:
Molecules also show a simultaneous bond making and breaking. This can be illustrated nicely in the familiar SN2 reaction. A negatively charged nucleophile approaches a carbon atom having a leaving group in a direction anti to the leaving group. The pushable electrons are possessed by the nucleophile and the receptor is the carbon atom. The products are a compound having a C-Nu bond and the anion of the leaving group. Thus, Nu has been substituted for L.
But Carbon need not always be the center of this type of reaction. The removal of an acidic proton from an organic compound by a base is a common occurrence.
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Students have asked these similar questions
What is the relationship between A and B?
H3C
A
Br
Cl
H3C
B
Br
relationship
(check all that apply)
O same molecule
O enantiomer
O diastereomer
structural isomer
O stereoisomer
isomer
O need more information to decide
O same molecule
☐ enantiomer
Br
Br
Br
CH3
Br
CI
CH3
O diastereomer
☐ structural isomer
☐ stereoisomer
isomer
O need more information to decide
O same molecule
O enantiomer
Odiastereomer
structural isomer
O stereoisomer
☐ isomer
O need more information to decide
b. Please complete the zig-zag conformation of the compound
(3R,4S)-3,4-dichloro-2,5-dimethylhexane by writing the respective atoms in the boxes.
4
c. Serricornin, the female-produced sex pheromone of the cigarette beetle, has the following structure.
OH
What is the maximum number of possible stereoisomers?
Is this structure a meso compound?
d. Please consider the natural product alkaloids shown below.
Are these two structures enantiomers, diastereomers or conformers?
H
HO
H
H
HN
HO
HN
R
R
с
R=H
cinchonidine
R=ET
cinchonine
H
Chapter 3 Solutions
Pushing Electrons
Ch. 3 - Prob. 1EQCh. 3 - Prob. 2EQCh. 3 - Prob. 3EQCh. 3 - Prob. 4EQCh. 3 - Prob. 5EQCh. 3 - Prob. 6EQCh. 3 - Here are some exercises in sigma bond breaking....Ch. 3 - Prob. 8EQCh. 3 - Prob. 9EQCh. 3 - Prob. 10EQ
Ch. 3 - Prob. 11EQCh. 3 - Prob. 12EQCh. 3 - Prob. 13EQCh. 3 - Prob. 14EQCh. 3 - Prob. 15EQCh. 3 - Prob. 16EQCh. 3 - Prob. 17EQCh. 3 - Prob. 18EQCh. 3 - Prob. 19EQCh. 3 - Prob. 20EQCh. 3 - Prob. 21EQCh. 3 - Prob. 22EQCh. 3 - Prob. 23EQCh. 3 - Prob. 24EQCh. 3 - Prob. 25EQCh. 3 - Prob. 26EQCh. 3 - Prob. 27EQCh. 3 - Prob. 28EQCh. 3 - Prob. 29EQCh. 3 - Prob. 30EQCh. 3 - The reaction just described is reversible....Ch. 3 - Prob. 32EQCh. 3 - Prob. 59EQ
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