Bundle: Chemistry For Today: General, Organic, And Biochemistry, 9th + Owlv2 With Mindtap Reader, 1 Term (6 Months) Printed Access Card
9th Edition
ISBN: 9781337580632
Author: Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher: Cengage Learning
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Question
Chapter 12, Problem 12.46E
Interpretation Introduction
Interpretation:
The type of orbital that overlaps to form pi bond in benzene ring is to be determined.
Concept introduction:
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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
2025 McGraw Hill LLC. All Rights E
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Chapter 12 Solutions
Bundle: Chemistry For Today: General, Organic, And Biochemistry, 9th + Owlv2 With Mindtap Reader, 1 Term (6 Months) Printed Access Card
Ch. 12 - Prob. 12.1ECh. 12 - Define the terms alkene, alkyne, and aromatic...Ch. 12 - Select those compounds that can be correctly...Ch. 12 - Prob. 12.4ECh. 12 - Give the IUPAC name for the following compounds:...Ch. 12 - Prob. 12.6ECh. 12 - Prob. 12.7ECh. 12 - Prob. 12.8ECh. 12 - Prob. 12.9ECh. 12 - Prob. 12.10E
Ch. 12 - Prob. 12.11ECh. 12 - Prob. 12.12ECh. 12 - What type of hybridized orbital is present on...Ch. 12 - What type of orbital overlaps to form a pi bond in...Ch. 12 - Prob. 12.15ECh. 12 - Explain the difference between geometric and...Ch. 12 - Draw structural formulas and give IUPAC names for...Ch. 12 - Prob. 12.18ECh. 12 - Which of the following alkenes can exist as...Ch. 12 - Draw structural formulas for the following:...Ch. 12 - Prob. 12.21ECh. 12 - In what ways are the physical properties of...Ch. 12 - Prob. 12.23ECh. 12 - Prob. 12.24ECh. 12 - Complete the following reactions. Where more than...Ch. 12 - Prob. 12.26ECh. 12 - Prob. 12.27ECh. 12 - What reagents would you use to prepare each of the...Ch. 12 - What is an important commercial application of...Ch. 12 - Prob. 12.30ECh. 12 - Terpin hydrate is used medicinally as an...Ch. 12 - Prob. 12.32ECh. 12 - Prob. 12.33ECh. 12 - Prob. 12.34ECh. 12 - Prob. 12.35ECh. 12 - Much of todays plumbing in newly built homes is...Ch. 12 - Prob. 12.37ECh. 12 - What type of hybridized orbital is present on...Ch. 12 - How many sigma bonds and how many pi bonds make up...Ch. 12 - Prob. 12.40ECh. 12 - Explain why geometric isomerism is not possible in...Ch. 12 - Give the common name and major uses of the...Ch. 12 - Describe the physical and chemical properties of...Ch. 12 - Prob. 12.44ECh. 12 - Prob. 12.45ECh. 12 - Prob. 12.46ECh. 12 - Prob. 12.47ECh. 12 - Prob. 12.48ECh. 12 - Limonene, which is present in citrus peelings, has...Ch. 12 - A disubstituted cycloalkane such as a exhibits...Ch. 12 - Prob. 12.51ECh. 12 - Prob. 12.52ECh. 12 - Give an IUPAC name for the following as...Ch. 12 - Give an IUPAC name for the following as...Ch. 12 - Name the following compounds, using the prefixed...Ch. 12 - Name the following compounds, using the prefixed...Ch. 12 - Name the following by numbering the benzene ring....Ch. 12 - Name the following by numbering the benzene ring....Ch. 12 - Prob. 12.59ECh. 12 - Write structural formulas for the following:...Ch. 12 - Prob. 12.61ECh. 12 - Prob. 12.62ECh. 12 - Prob. 12.63ECh. 12 - Prob. 12.64ECh. 12 - Prob. 12.65ECh. 12 - Prob. 12.66ECh. 12 - Prob. 12.67ECh. 12 - Prob. 12.68ECh. 12 - Prob. 12.69ECh. 12 - Prob. 12.70ECh. 12 - Prob. 12.71ECh. 12 - Prob. 12.72ECh. 12 - Prob. 12.73ECh. 12 - Prob. 12.74ECh. 12 - Prob. 12.75ECh. 12 - Prob. 12.76ECh. 12 - Prob. 12.77ECh. 12 - Prob. 12.78ECh. 12 - Prob. 12.79ECh. 12 - Prob. 12.80ECh. 12 - Prob. 12.81ECh. 12 - Prob. 12.82ECh. 12 - Prob. 12.83ECh. 12 - The compound CH2=CHCH2CH2CH3 is an example of: a....Ch. 12 - The correct structural for ethyne is: a. HC=CH b....Ch. 12 - Prob. 12.86E
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