Organic Chemistry, Loose-leaf Version
8th Edition
ISBN: 9781305865549
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 17.8, Problem BQ
Interpretation Introduction
Interpretation: The correct sterochemical descriptor for the substitution pattern of the cyclopropane ring in permethrin and bifentrin has to be determined.
Concept introduction:
Cis compounds are the geometrical isomers with the organic groups on the same side of the double bond.
The double bond of
In a cis isomer, groups are attached on the same side of the double bond while in the Trans isomer the groups are attached on the opposite sides.
Simple representation of cis and Trans isomer is as follows,
Permethrin and bifenthrin are the synthetic pyretherenoids now in common use in household and agricultural products.
Their structures are given below,
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Name these organic compounds:
structure
name
CH3
CH3
☐
F
F
CH3
☐
O
Explanation
Check
2025 McGraw Hill LLC. All Rights Reserved. Terms of
Classify each of the following molecules as aromatic, antiaromatic, or nonaromatic.
ZI
NH
Explanation
Check
O aromatic
O antiaromatic
O nonaromatic
O aromatic
O antiaromatic
H
O nonaromatic
O aromatic
O antiaromatic
O nonaromatic
×
Part I.
Draw the stepwise reaction mechanism of each product (a, b, c, d, e, f)
HO
HO
OH
НОН,С
HO
OH
Sucrose
HO
CH₂OH
H
N
N
HO
-H
H
-OH
KMnO4, Heat
H
OH
CH₂OH
(d) Phenyl Osatriazole
OH
НОН,С
HO
HO
+
Glacial HOAC
HO-
HO
CH₂OH
OH
HO
Fructose
(a) Glucose
OH
(b)
H₂N
HN
(c)
CuSO4-5H2O,
ethanol
H
N
N
N
HO
·H
H
OH
H
OH
N
CH₂OH
OH
(f) Phenyl Osazone
H
(e) Carboxy phenyl osatriazole
Figure 2.1. Reaction Scheme for the Total Synthesis of Fine Chemicals
Chapter 17 Solutions
Organic Chemistry, Loose-leaf Version
Ch. 17.2 - Prob. 17.1PCh. 17.4 - Which is the stronger acid in each pair?Ch. 17.4 - Prob. 17.3PCh. 17.7 - Prob. 17.4PCh. 17.8 - Prob. 17.5PCh. 17.8 - Prob. AQCh. 17.8 - Prob. BQCh. 17.8 - Prob. CQCh. 17.8 - Permethrin and Bifenthrin Pyrethrin is a natural...Ch. 17.9 - Prob. 17.6P
Ch. 17 - Write the IUPAC name of each compound, showing...Ch. 17 - Prob. 17.8PCh. 17 - Prob. 17.9PCh. 17 - Prob. 17.10PCh. 17 - Prob. 17.11PCh. 17 - Prob. 17.12PCh. 17 - Prob. 17.13PCh. 17 - On a cyclohexane ring, an axial carboxyl group has...Ch. 17 - Prob. 17.15PCh. 17 - Prob. 17.16PCh. 17 - Prob. 17.17PCh. 17 - Complete each reaction.Ch. 17 - Prob. 17.19PCh. 17 - Prob. 17.20PCh. 17 - Prob. 17.21PCh. 17 - Show the reagents and experimental conditions...Ch. 17 - Prob. 17.23PCh. 17 - Prob. 17.24PCh. 17 - Prob. 17.25PCh. 17 - In each set, assign the acid its appropriate pKa.Ch. 17 - Low-molecular-weight dicarboxylic acids normally...Ch. 17 - Complete the following acid-base reactions. (a)...Ch. 17 - Prob. 17.29PCh. 17 - Prob. 17.30PCh. 17 - Excess ascorbic acid is excreted in the urine, the...Ch. 17 - Give the expected organic product when...Ch. 17 - Show how to convert trans-3-phenyl-2-propenoic...Ch. 17 - Show how to convert 3-oxobutanoic acid...Ch. 17 - Prob. 17.35PCh. 17 - Prob. 17.36PCh. 17 - Prob. 17.37PCh. 17 - When 4-hydroxybutanoic acid is treated with an...Ch. 17 - Fischer esterification cannot be used to prepare...Ch. 17 - Draw the product formed on thermal decarboxylation...Ch. 17 - Prob. 17.41PCh. 17 - Show how cyclohexanecarboxylic acid could be...Ch. 17 - Prob. 17.43PCh. 17 - Prob. 17.44PCh. 17 - Prob. 17.45PCh. 17 - Write the products of the following sequences of...Ch. 17 - Using your reaction roadmaps as a guide, show how...Ch. 17 - Using your reaction roadmaps as a guide, show how...Ch. 17 - Using your reaction roadmaps as a guide, show how...Ch. 17 - Using your reaction roadmaps as a guide, show how...Ch. 17 - Prob. 17.51PCh. 17 - Complete the following Fischer esterification...Ch. 17 - Prob. 17.53P
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