Student Study Guide and Solutions Manual for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition
8th Edition
ISBN: 9781305864504
Author: Brent L. Iverson, Sheila Iverson
Publisher: Cengage Learning
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Chapter 10, Problem 10.33P
Two diastereomeric sets of enantiomers, A/B and C/D, exist for 3-bromo-2-butanol.
When enantiomer A or B is treated with HBr, only racemic 2,3-dibromobutane is formed; no meso isomer is formed. When enantiomer C or D is treated with HBr, only meso 2,3-dibromobutane is formed; no racemic 2,3-dibromobutane is formed. Account for these observations.
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Identifying the major species in weak acid or weak base equilibria
The preparations of two aqueous solutions are described in the table below. For each solution, write the chemical formulas of the major species present at
equilibrium. You can leave out water itself.
Write the chemical formulas of the species that will act as acids in the 'acids' row, the formulas of the species that will act as bases in the 'bases' row, and the
formulas of the species that will act as neither acids nor bases in the 'other' row.
You will find it useful to keep in mind that HF is a weak acid.
acids:
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1.0 L of a 0.5 M HF
solution.
bases:
Х
other: ☐
acids:
0.10 mol of HI is added to
1.0 L of a solution that is
1.4M in both HF and NaF.
bases:
other: ☐
0,0,...
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Identifying the major species in weak acid or weak base equilibria
The preparations of two aqueous solutions are described in the table below. For each solution, write the chemical formulas of the major species present at
equilibrium. You can leave out water itself.
Write the chemical formulas of the species that will act as acids in the 'acids' row, the formulas of the species that will act as bases in the 'bases' row, and the
formulas of the species that will act as neither acids nor bases in the 'other' row.
You will find it useful to keep in mind that NH3 is a weak base.
acids: ☐
1.8 mol of HCl is added to
1.0 L of a 1.0M NH3
bases: ☐
solution.
other: ☐
0.18 mol of HNO3 is added
to 1.0 L of a solution that is
1.4M in both NH3 and
NH₁Br.
acids:
bases: ☐
other: ☐
0,0,...
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000
18
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B
1
Using reaction free energy to predict equilibrium composition
Consider the following equilibrium:
2NH3 (g) = N2 (g) +3H₂
—N2 (g) AGº = 34. kJ
Now suppose a reaction vessel is filled with 4.19 atm of ammonia (NH3) and 9.94 atm of nitrogen (N2) at 378. °C. Answer the following questions about this
system:
rise
Under these conditions, will the pressure of NH 3 tend to rise or fall?
☐ x10
fall
Х
Is it possible to reverse this tendency by adding H₂?
In other words, if you said the pressure of NH 3 will tend to rise, can that
be changed to a tendency to fall by adding H₂? Similarly, if you said the
pressure of NH3 will tend to fall, can that be changed to a tendency to
rise by adding H₂?
If you said the tendency can be reversed in the second question, calculate
the minimum pressure of H₂ needed to reverse it.
Round your answer to 2 significant digits.
yes
no
atm
00.
18
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Chapter 10 Solutions
Student Study Guide and Solutions Manual for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition
Ch. 10.1 - Write IUPAC names for these alcohols and include...Ch. 10.1 - Classify each alcohol as primary, secondary, or...Ch. 10.1 - Write IUPAC names for these unsaturated alcohols.Ch. 10.2 - Arrange these compounds in order of increasing...Ch. 10.2 - Prob. 10.5PCh. 10.4 - Predict the position of equilibrium for this...Ch. 10.5 - Show how to convert (R)-2-pentanol to...Ch. 10.6 - Draw structural formulas for the alkenes formed by...Ch. 10.6 - Propose a mechanism to account for this...Ch. 10.7 - Propose a mechanism to account for the following...
Ch. 10.7 - Prob. AQCh. 10.7 - Prob. BQCh. 10.7 - Prob. CQCh. 10.7 - Prob. DQCh. 10.7 - Which step in the reaction would you expect to be...Ch. 10.7 - Prob. FQCh. 10.7 - Prob. GQCh. 10.8 - Prob. 10.11PCh. 10.8 - Prob. AQCh. 10.8 - Prob. BQCh. 10.8 - Prob. CQCh. 10.8 - Why does nature use a reagent as complex as NAD+...Ch. 10.8 - -Hydroxyketones and -hydroxyaldehydes are also...Ch. 10.9 - Write IUPAC names for these thiols.Ch. 10 - Which are secondary alcohols?Ch. 10 - Name each compound.Ch. 10 - Prob. 10.16PCh. 10 - Name and draw structural formulas for the eight...Ch. 10 - Arrange these compounds in order of increasing...Ch. 10 - Arrange these compounds in order of increasing...Ch. 10 - Prob. 10.20PCh. 10 - Prob. 10.21PCh. 10 - Arrange the compounds in each set in order of...Ch. 10 - Prob. 10.23PCh. 10 - The decalinols A and B can be equilibrated using...Ch. 10 - Prob. 10.25PCh. 10 - Select the stronger acid from each pair and...Ch. 10 - Prob. 10.27PCh. 10 - In each equilibrium, label the stronger acid, the...Ch. 10 - Write equations for the reaction of 1-butanol with...Ch. 10 - Write equations for the reaction of 2-butanol with...Ch. 10 - Prob. 10.31PCh. 10 - When (R)-2-butanol is left standing in aqueous...Ch. 10 - Two diastereomeric sets of enantiomers, A/B and...Ch. 10 - Acid-catalyzed dehydration of 3-methyl-2-butanol...Ch. 10 - Show how you might bring about the following...Ch. 10 - Propose a mechanism for the following pinacol...Ch. 10 - Prob. 10.37PCh. 10 - Show how each alcohol or diol can be prepared from...Ch. 10 - Dihydropyran is synthesized by treating...Ch. 10 - Show how to convert propene to each of these...Ch. 10 - Prob. 10.41PCh. 10 - Prob. 10.42PCh. 10 - The tosylate of a primary alcohol normally...Ch. 10 - Prob. 10.44PCh. 10 - Show how to convert cyclohexene to each compound...Ch. 10 - Prob. 10.46PCh. 10 - Ethanol (CH3CH2OH) and dimethyl ether (CH3OCH3)...Ch. 10 - Prob. 10.48PCh. 10 - Prob. 10.49PCh. 10 - Prob. 10.50PCh. 10 - Write the products of the following sequences of...Ch. 10 - Alcohols are important for organic synthesis,...Ch. 10 - Using your reaction roadmap as a guide, show how...Ch. 10 - Using your reaction roadmap as a guide, show how...Ch. 10 - Using your reaction roadmap as a guide, show how...Ch. 10 - Using your reaction roadmap as a guide, show how...Ch. 10 - Prob. 10.57PCh. 10 - Prob. 10.58PCh. 10 - Prob. 10.59P
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