Chemistry
7th Edition
ISBN: 9780321940872
Author: John E. McMurry, Robert C. Fay, Jill Kirsten Robinson
Publisher: PEARSON
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Chapter 8, Problem 8.79SP
Interpretation Introduction
Interpretation:
“The dipole moment of 
is 
and the distance between atoms is 
What is the percentage ionic character of the
bond” should be explained
Concept introduction:
- The dipole moment
is defined as the product of the magnitude of the partial charges 
and 
times the distance of separation between them. The derived unit of the dipole moment is coulomb-meter 
Given:
distance between atom = 
.
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The following is a total synthesis of the pheromone of the western pine beetle. Such
syntheses are interesting both because of the organic chemistry, and because of the possibility of
using species specific insecticides, rather than broad band insecticides. Provide the reagents for
each step. There is some chemistry from our most recent chapter in this synthesis, but other
steps are review from earlier chapters. (8 points)
COOEt
COOEt
A
C
COOEt
COOEt
COOH
B
OH
OTS
CN
D
E
See the last homework set
F
for assistance on this one.
H+, H₂O
G
OH
OH
The last step is just nucleophilic addition reactions, taking the
ketone to an acetal, intramolecularly. But
it is hard to visualize the three dimensional shape as
it occurs.
Frontalin, pheromone of the western pine beetle
For the reaction below:
1. Draw all reasonable elimination products to the right of the arrow.
2. In the box below the reaction, redraw any product you expect to be a major product.
C
Major Product:
Check
+
◎
+
X
ง
©
Cl
I
F2
80
F3
I
σ
F4
I
F5
NaOH
Click and
drawing
F6
A
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Chapter 8 Solutions
Chemistry
Ch. 8 - Prob. 8.1PCh. 8 - Prob. 8.2ACh. 8 - PRACTICE 8.3 Acetic acid, CH3CO2H , is the main...Ch. 8 - APPLY 8.4 Benzene, C6H6 , is a cyclic molecule in...Ch. 8 - PRACTICE 8.5 Identify the orbitals that overlap to...Ch. 8 - APPLY 8.6 Describe the bonding in propane, C3H8 ,...Ch. 8 - PRACTICE 8.7 Describe the hybridization of the...Ch. 8 - APPLY 8.8 Describe the hybridization of each...Ch. 8 - PRACTICE 8.9 Describe the hybridization of the...Ch. 8 - APPLY 8.10 Describe the hybridization of the...
Ch. 8 - Prob. 8.11PCh. 8 - Conceptual APPLY 8.12 Match the following...Ch. 8 - Prob. 8.13PCh. 8 - Prob. 8.14ACh. 8 - Prob. 8.15PCh. 8 - Prob. 8.16ACh. 8 - Prob. 8.17PCh. 8 - Prob. 8.18ACh. 8 - Prob. 8.19PCh. 8 - Prob. 8.20ACh. 8 - Prob. 8.21PCh. 8 - Prob. 8.22ACh. 8 - PRACTICE 8.23 Draw two resonance structures for...Ch. 8 - APPLY 8.24 Draw two resonance structures for the...Ch. 8 - Prob. 8.25PCh. 8 - Prob. 8.26PCh. 8 - PROBLEM 8.27 Identify which of the following...Ch. 8 - Prob. 8.28PCh. 8 - Prob. 8.29PCh. 8 - Prob. 8.30PCh. 8 - Prob. 8.31CPCh. 8 - Prob. 8.32CPCh. 8 - Prob. 8.33CPCh. 8 - Prob. 8.34CPCh. 8 - Prob. 8.35CPCh. 8 - Prob. 8.36CPCh. 8 - Prob. 8.37CPCh. 8 - Prob. 8.38CPCh. 8 - Prob. 8.39CPCh. 8 - Prob. 8.40CPCh. 8 - Two dichioroethylene molecules with the same...Ch. 8 - Prob. 8.42SPCh. 8 - Prob. 8.43SPCh. 8 - Prob. 8.44SPCh. 8 - How many charge clouds are there around the...Ch. 8 - Prob. 8.46SPCh. 8 - Prob. 8.47SPCh. 8 - What shape do you expect for each of the following...Ch. 8 - Prob. 8.49SPCh. 8 - Prob. 8.50SPCh. 8 - Prob. 8.51SPCh. 8 - Prob. 8.52SPCh. 8 - Prob. 8.53SPCh. 8 - Acrylonitrile is used as the starting material for...Ch. 8 - Predict values for all bond angles in dimethyl...Ch. 8 - Oceanographers study the mixing of water masses by...Ch. 8 - Prob. 8.57SPCh. 8 - Prob. 8.58SPCh. 8 - Prob. 8.59SPCh. 8 - Prob. 8.60SPCh. 8 - Prob. 8.61SPCh. 8 - Prob. 8.62SPCh. 8 - Prob. 8.63SPCh. 8 - Prob. 8.64SPCh. 8 - Prob. 8.65SPCh. 8 - Oxaloacetic acid is an intermediate involved in...Ch. 8 - The atoms in the amino acid glycine are connected...Ch. 8 - Prob. 8.68SPCh. 8 - Prob. 8.69SPCh. 8 - Prob. 8.70SPCh. 8 - 8.71 What is the difference between London...Ch. 8 - 8.72 What are the most important kinds of...Ch. 8 - Of the substances Xe,CH3Cl,HF, which has: (a) The...Ch. 8 - 8.74 Methanol boils nearlyhigher than methane, but...Ch. 8 - Prob. 8.75SPCh. 8 - Prob. 8.76SPCh. 8 - Prob. 8.77SPCh. 8 - Prob. 8.78SPCh. 8 - Prob. 8.79SPCh. 8 - Prob. 8.80SPCh. 8 - 8.81 Draw three-dimensional structures of PCl3 and...Ch. 8 - Prob. 8.82SPCh. 8 - Prob. 8.83SPCh. 8 - Prob. 8.84SPCh. 8 - Prob. 8.85SPCh. 8 - 8.86 A liquid sample contains methylamine (CH3NH2)...Ch. 8 - Prob. 8.87SPCh. 8 - Prob. 8.88SPCh. 8 - Prob. 8.89SPCh. 8 - Prob. 8.90SPCh. 8 - Prob. 8.91SPCh. 8 - Prob. 8.92SPCh. 8 - Prob. 8.93SPCh. 8 - Prob. 8.94SPCh. 8 - Prob. 8.95SPCh. 8 - Prob. 8.96SPCh. 8 - Prob. 8.98CPCh. 8 - Prob. 8.99CPCh. 8 - Prob. 8.100CPCh. 8 - Prob. 8.101CPCh. 8 - Prob. 8.102CPCh. 8 - Prob. 8.103CPCh. 8 - Prob. 8.104CPCh. 8 - Prob. 8.105CPCh. 8 - Prob. 8.106CPCh. 8 - Prob. 8.107CPCh. 8 - Prob. 8.108CPCh. 8 - Prob. 8.109CPCh. 8 - The odor of cinnamon oil is due to cinnamaldehyde,...Ch. 8 - Prob. 8.111CPCh. 8 - Prob. 8.112CPCh. 8 - Prob. 8.113CPCh. 8 - Prob. 8.114CPCh. 8 - Prob. 8.115CPCh. 8 - Prob. 8.116CPCh. 8 - Prob. 8.117CPCh. 8 - Prob. 8.118CPCh. 8 - Prob. 8.119MPCh. 8 - Prob. 8.120MPCh. 8 - Prob. 8.121MP
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