
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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Question
Chapter 24, Problem 24.31P
Interpretation Introduction
Interpretation:
The possible reactants that would be placed in boxes in the sequence of Sonogashira coupling has to be given.
Concept Introduction:
Sonogashira coupling starts with a terminal alkyne with
This coupling is used to create diaryl
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Name these organic compounds:
structure
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F
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O
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Classify each of the following molecules as aromatic, antiaromatic, or nonaromatic.
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O aromatic
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O nonaromatic
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×
Part I.
Draw the stepwise reaction mechanism of each product (a, b, c, d, e, f)
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HO
OH
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HO
CH₂OH
H
N
N
HO
-H
H
-OH
KMnO4, Heat
H
OH
CH₂OH
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OH
НОН,С
HO
HO
+
Glacial HOAC
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OH
HO
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OH
(b)
H₂N
HN
(c)
CuSO4-5H2O,
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H
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HO
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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 24 Solutions
Organic Chemistry, Loose-leaf Version
Ch. 24.3 - Prob. 24.1PCh. 24.3 - Prob. 24.2PCh. 24.4 - Prob. 24.3PCh. 24.5 - Show how the following compound can be prepared...Ch. 24.5 - Prob. 24.5PCh. 24.5 - Prob. 24.6PCh. 24.6 - Prob. 24.7PCh. 24 - Prob. 24.8PCh. 24 - Prob. 24.9PCh. 24 - Prob. 24.10P
Ch. 24 - Treatment of cyclohexene with iodobenzene under...Ch. 24 - Prob. 24.12PCh. 24 - Prob. 24.13PCh. 24 - The aryl diene undergoes sequential Heck reactions...Ch. 24 - Heck reactions take place with alkynes as well as...Ch. 24 - Prob. 24.16PCh. 24 - The following transformation involves a series of...Ch. 24 - Show the sequence of Heck reactions by which the...Ch. 24 - Prob. 24.19PCh. 24 - Write the steps that are critical in the following...Ch. 24 - Prob. 24.21PCh. 24 - Prob. 24.22PCh. 24 - Prob. 24.23PCh. 24 - Show how the following compound could be prepared...Ch. 24 - It is typically very difficult to do a...Ch. 24 - The compound eutypine is an antibacterial agent...Ch. 24 - Prob. 24.27PCh. 24 - Prob. 24.28PCh. 24 - Prob. 24.29PCh. 24 - Prob. 24.30PCh. 24 - Prob. 24.31PCh. 24 - Prob. 24.32PCh. 24 - Prob. 24.33PCh. 24 - The following transformation can be accomplished...Ch. 24 - Prob. 24.35PCh. 24 - Prob. 24.36PCh. 24 - Prob. 24.37PCh. 24 - Prob. 24.38PCh. 24 - E. J. Coreys 1964 total synthesis of...Ch. 24 - Prob. 24.40P
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