Fundamentals of General, Organic, and Biological Chemistry (8th Edition)
8th Edition
ISBN: 9780134015187
Author: John E. McMurry, David S. Ballantine, Carl A. Hoeger, Virginia E. Peterson
Publisher: PEARSON
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Textbook Question
Chapter 14.1, Problem 14.1P
Identify each of the following compounds as an alcohol, a phenol, or an ether:
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12. When glutamic acid is heated to 180°C., it loses a molecule of water to form a
lactam. The bond that creates the lactam is an amide bond that forms between the
amino nitrogen and the carbon of the side chain -COOH group. What is the most
reasonable structure for this lactam? (NOTE: The structure of glutamic acid is shown
in Question 1.)
COOH
COOH
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C
D
COOH
B
COOH
E
COOH
10. Which one of the
following compounds is
the major organic product
of the series of reactions
shown here?
Ph
A
OH
Ph
B
CO₂Et
Br
-H
Ν ΚΑ
CO₂Et
1. NaOEt
1. NaOH, H₂O
2. H3O+
2. PhCH2CH2Br
3. heat
NH2
Ph
OH
NH2
0
OH
Ph
OH
NH2
Ph
D
NH2
E
OH
1. What is the isoelectric point of glutamic acid?
(Glutamic acid has pKa1 2.10, pKa2 4.07, pKaз 9.47)
A) pH 2.1
D) pH 6.8
B) pH 3.1
C) pH 4.1
E) pH 9.5
HO
NH2
Glutamic acid
(shown without charges)
OH
Chapter 14 Solutions
Fundamentals of General, Organic, and Biological Chemistry (8th Edition)
Ch. 14.1 - Identify each of the following compounds as an...Ch. 14.1 - Prob. 14.2PCh. 14.2 - Prob. 14.3PCh. 14.2 - Prob. 14.4PCh. 14.2 - Prob. 14.5PCh. 14.3 - Prob. 14.6PCh. 14.3 - For each of the following molecules, (i) redraw...Ch. 14.4 - Prob. 14.1MRPCh. 14.4 - Provide the mechanism for the dehydration of...Ch. 14.4 - Prob. 14.3MRP
Ch. 14.4 - Prob. 14.8PCh. 14.4 - What alcohols yield the following alkenes as the...Ch. 14.4 - Prob. 14.10KCPCh. 14.4 - What products would you expect from oxidation of...Ch. 14.4 - Prob. 14.12PCh. 14.4 - Prob. 14.13KCPCh. 14.5 - Prob. 14.14PCh. 14.5 - Prob. 14.15PCh. 14.7 - Prob. 14.1CIAPCh. 14.7 - Prob. 14.2CIAPCh. 14.7 - Prob. 14.3CIAPCh. 14.7 - Prob. 14.16PCh. 14.8 - What disulfides would you obtain from oxidation of...Ch. 14.9 - Prob. 14.18PCh. 14.10 - Prob. 14.19PCh. 14.10 - Prob. 14.20PCh. 14.10 - Prob. 14.4CIAPCh. 14.10 - Prob. 14.5CIAPCh. 14.10 - Prob. 14.6CIAPCh. 14.10 - Prob. 14.7CIAPCh. 14 - Prob. 14.21UKCCh. 14 - Prob. 14.22UKCCh. 14 - Prob. 14.23UKCCh. 14 - Prob. 14.24UKCCh. 14 - Prob. 14.25UKCCh. 14 - How do alcohols, ethers, and phenols differ...Ch. 14 - What is the structural difference between primary,...Ch. 14 - Prob. 14.28APCh. 14 - Prob. 14.29APCh. 14 - The Taxane nucleus is shown here; it is the basis...Ch. 14 - Vitamin E has the structure shown. Identify the...Ch. 14 - Give systematic names for the following alcohols:...Ch. 14 - Give systematic names for the following compound...Ch. 14 - Draw structures corresponding to the following...Ch. 14 - Draw structures corresponding to the following...Ch. 14 - Prob. 14.36APCh. 14 - Locate the alcohol functional groups in the taxane...Ch. 14 - Prob. 14.38APCh. 14 - Prob. 14.39APCh. 14 - Prob. 14.40APCh. 14 - Prob. 14.41APCh. 14 - Prob. 14.42APCh. 14 - Prob. 14.43APCh. 14 - Assume that you have samples of the following two...Ch. 14 - Which of the following alcohols can undergo...Ch. 14 - The following alkenes can be prepared by...Ch. 14 - Prob. 14.47APCh. 14 - Prob. 14.48APCh. 14 - What alcohols would you oxidize to obtain the...Ch. 14 - Prob. 14.50APCh. 14 - What is the structural relationship between a...Ch. 14 - Prob. 14.52APCh. 14 - Prob. 14.53APCh. 14 - Prob. 14.54APCh. 14 - Prob. 14.55APCh. 14 - Prob. 14.56APCh. 14 - Prob. 14.57APCh. 14 - Identify the chiral center(s) in each of the...Ch. 14 - Are the following molecules chiral or achiral? If...Ch. 14 - Prob. 14.60CPCh. 14 - Prob. 14.61CPCh. 14 - 1-Propanol is freely soluble in water, 1-butanol...Ch. 14 - Prob. 14.63CPCh. 14 - Prob. 14.64CPCh. 14 - Prob. 14.65CPCh. 14 - Prob. 14.66CPCh. 14 - Prob. 14.67CPCh. 14 - Prob. 14.68CPCh. 14 - Prob. 14.69CPCh. 14 - Prob. 14.70CPCh. 14 - Prob. 14.71CPCh. 14 - Prob. 14.72CPCh. 14 - (a)Draw all possible cyclic C7H14O alcohol isomers...Ch. 14 - Prob. 14.74GPCh. 14 - Prob. 14.75GP
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