Pushing Electrons
4th Edition
ISBN: 9781133951889
Author: Weeks, Daniel P.
Publisher: Cengage Learning
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Chapter 3, Problem 25EQ
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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H
4 H.
H:Y:H
H
The Lewis representation above depicts a reaction between hydrogen (blue) and a main-group element from group
(red).
| bond(s)
In this representation, each Y atom needs
with atoms of H.
|electron(s) to complete its octet, and gains these electrons by forming
unshared electron pair(s) and
|bonding electron pair(s) in the product molecule.
There are
The bonds in the product are|
Rank the elements or compounds in the table below in decreasing order of their boiling points. That is, choose 1 next to the substance with the highest boiling
point, choose 2 next to the substance with the next highest boiling point, and so on.
substance
chemical symbol,
chemical formula
or Lewis structure
B
H:0:
| ||
H-C-C-N- CH3
Br
CaBr,
H
CH3
C
H :0: H
I IN
H-C-C-C-H
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D
H H
H
CH₂- N― CH3
I
CH3
boiling point
(Choose one) v
(Choose one) v
(Choose one)
(Choose one)
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For each compound in the table below, decide whether there would be any hydrogen-bonding force between molecules of the compound, or between molecules
of the compound and molecules of water.
name
dimethyl ether
acetic acid
fluoromethane
compound
formula or Lewis
structure
H
H C
T
H
H :O:
||
HIC C-
T
H
CH₂ F
H
C-H
T
H
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Between
molecules of the
compound?
yes
O no
O yes
no
ool
yes
hydrogen-bonding force
Ono
Between molecules of
the compound and
molecules of water?
O yes
O no
O yes
O no
yes
O no
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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