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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Textbook Question
Chapter 17, Problem 17.27P
Low-molecular-weight dicarboxylic acids normally exhibit two different pKa values. Ionization of the first carboxyl group is easier than the second. This effect diminishes with molecular size, and for adipic acid and longer chain dicarboxylic acids, the two acid ionization constants differ by about one pK unit.
Why do the two pKa values differ more for the shorter chain dicarboxylic acids than for the longer chain dicarboxylic acids?
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Using reaction free energy to predict equilibrium composition
Consider the following equilibrium:
2NOCI (g) 2NO (g) + Cl2 (g) AGº =41. kJ
Now suppose a reaction vessel is filled with 4.50 atm of nitrosyl chloride (NOCI) and 6.38 atm of chlorine (C12) at 212. °C. Answer the following questions
about this system:
?
rise
Under these conditions, will the pressure of NOCI tend to rise or fall?
x10
fall
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be changed to a tendency to fall by adding NO? Similarly, if you said the
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rise by adding NO?
yes
no
If you said the tendency can be reversed in the second question, calculate
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Round your answer to 2 significant digits.
0.035 atm
✓
G
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18
Ar
Highlight each glycosidic bond in the molecule below. Then answer the questions in the table under the drawing area.
HO-
HO-
-0
OH
OH
HO
NG
HO-
HO-
OH
OH
OH
OH
NG
OH
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+
Suppose the molecule in the drawing area below were reacted with H₂ over a platinum catalyst. Edit the molecule to show what would happen to it. That is, turn
it into the product of the reaction.
Also, write the name of the product molecule under the drawing area.
Name: ☐
H
C=0
X
H-
OH
HO-
H
HO-
-H
CH₂OH
×
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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