CAREY: ORGANIC CHEMISTRY
10th Edition
ISBN: 9781260364002
Author: VALUE EDITION
Publisher: MCG CUSTOM
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Chapter 23, Problem 21P
Interpretation Introduction
Interpretation: The compounds A and B are to be identified in the given reaction.
Concept introduction:
Phenols contain hydroxyl
Phenols undergo electrophilic aromatic substitution reaction due to the presence of the hydroxyl group that activates itself towards electrophilic substitution. The hydroxyl group causes the resonance effect due to which the ortho and para positions of phenol ring become electron rich.
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The Concept of Aromaticity
21.15 State the number of 2p orbital electrons in each molecule or ion.
(a)
(b)
(e)
(f)
(c)
(d)
(h)
(i)
DA
(k)
21.16 Which of the molecules and ions given in Problem 21.15 are aromatic according to the
Hückel criteria? Which, if planar, would be antiaromatic?
21.17 Which of the following structures are considered aromatic according to the Hückel
criteria?
---0-0
(a)
(b)
(c)
(d)
(e)
(h)
H
-H
.8.0-
21.18 Which of the molecules and ions from Problem 21.17 have electrons donated by a
heteroatom?
1. Show the steps necessary to make 2-methyl-4-nonene using a
Wittig reaction. Start with triphenylphosphine and an alkyl
halide. After that you may use any other organic or inorganic
reagents.
2. Write in the product of this reaction:
CH3
CH₂
(C6H5)₂CuLi
H₂O+
3. Name this compound properly, including stereochemistry.
H₂C
H3C
CH3
OH
4. Show the step(s) necessary to transform the compound on the
left into the acid on the right.
Bri
CH2
5. Write in the product of this
LiAlH4
Br
H₂C
OH
Chapter 23 Solutions
CAREY: ORGANIC CHEMISTRY
Ch. 23.1 - Prob. 1PCh. 23.3 - Problem 23.2 One of the hydroxybenzoic acids is...Ch. 23.4 - Prob. 3PCh. 23.5 - Prob. 4PCh. 23.6 - Problem 23.5 The compound shown was required for...Ch. 23.8 - Prob. 6PCh. 23.8 - Prob. 7PCh. 23.9 - Prob. 8PCh. 23.9 - Prob. 9PCh. 23.10 - Prob. 10P
Ch. 23.12 - Prob. 11PCh. 23 - The IUPAC rules permit the use of common names for...Ch. 23 - Prob. 13PCh. 23 - Prob. 14PCh. 23 - Prob. 15PCh. 23 - Prob. 16PCh. 23 - Prob. 17PCh. 23 - Prob. 18PCh. 23 - Prob. 19PCh. 23 - Prob. 20PCh. 23 - Prob. 21PCh. 23 - Prob. 22PCh. 23 - Prob. 23PCh. 23 - Prob. 24PCh. 23 - Prob. 25PCh. 23 - Prob. 26PCh. 23 - Choose the reaction in each of the following pairs...Ch. 23 - Pentafluorophenol is readily prepared by heating...Ch. 23 - Prob. 29PCh. 23 - Treatment of p-hydroxybenzoic acid with aqueous...Ch. 23 - Prob. 31PCh. 23 - Prob. 32PCh. 23 - Treatment of 2,4,6-tri-tert-butylphenol with...Ch. 23 - Prob. 34PCh. 23 - Prob. 35PCh. 23 - Prob. 36DSPCh. 23 - Prob. 37DSPCh. 23 - Prob. 38DSPCh. 23 - Prob. 39DSP
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