EBK ORGANIC CHEMISTRY
9th Edition
ISBN: 9780100591318
Author: McMurry
Publisher: YUZU
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Chapter 18.SE, Problem 49AP
Acid-catalyzed hydrolysis of a 1, 2-epoxycyclohexane produces a transdiaxial 1, 2-
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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,...
?
000
18
Ar
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
Ar
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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.
2.2 mol of NaOH is added to
1.0 L of a 1.4M HF
solution.
acids:
П
bases:
Х
other: ☐
ப
acids:
0.51 mol of KOH is added to
1.0 L of a solution that is
bases:
1.3M in both HF and NaF.
other: ☐
00.
18
Ar
Chapter 18 Solutions
EBK ORGANIC CHEMISTRY
Ch. 18.1 - Name the following ethers:Ch. 18.2 - Why do you suppose only symmetrical ethers are...Ch. 18.2 - How would you prepare the following ethers using a...Ch. 18.2 - Review the mechanism of oxymercuration shown in...Ch. 18.2 - How would you prepare the following ethers? Use...Ch. 18.2 - Prob. 6PCh. 18.3 - Prob. 7PCh. 18.3 - Write the mechanism of the acid-induced cleavage...Ch. 18.3 - Why are HI and HBr more effective than HCl in...Ch. 18.4 - What product would you expect from Claisen...
Ch. 18.5 - Prob. 11PCh. 18.6 - Predict the major product of each of the following...Ch. 18.6 - Prob. 13PCh. 18.6 - Predict the major product of the following...Ch. 18.7 - 15-Crown-5 and 12-crown-4 ethers complex Na+ and...Ch. 18.8 - Prob. 16PCh. 18.8 - 2-Butene-l-thiol is one component of skunk spray....Ch. 18.9 - The 1H NMR spectrum shown is that of a cyclic...Ch. 18.SE - Give IUPAC names for the following compounds...Ch. 18.SE - Show the product, including stereochemistry, that...Ch. 18.SE - Prob. 21VCCh. 18.SE - Treatment of the following alkene with a...Ch. 18.SE - Prob. 23MPCh. 18.SE - Prob. 24MPCh. 18.SE - Predict the product(s) and provide the mechanism...Ch. 18.SE - The alkoxymercuration of alkenes involves the...Ch. 18.SE - Predict the product(s) and provide the mechanism...Ch. 18.SE - Predict the product(s) and provide the mechanism...Ch. 18.SE - Prob. 29MPCh. 18.SE - Ethers undergo an acid-catalyzed cleavage reaction...Ch. 18.SE - Treatment of 1, 1-diphenyl-l, 2-epoxyethane with...Ch. 18.SE - Fluoxetine, a heavily prescribed antidepressant...Ch. 18.SE - When 2-methyl-2, 5-pentanediol is treated with...Ch. 18.SE - Prob. 34MPCh. 18.SE - Prob. 35MPCh. 18.SE - Aldehydes and ketones undergo acid-catalyzed...Ch. 18.SE - Propose a mechanism to account for the following...Ch. 18.SE - Prob. 38APCh. 18.SE - Prob. 39APCh. 18.SE - How would you prepare the following ethers?Ch. 18.SE - Prob. 41APCh. 18.SE - tert-Butyl ethers can be prepared by the reaction...Ch. 18.SE - Treatment of trans-2-chlorocyclohexanol with NaOH...Ch. 18.SE - Predict the products of the following ether...Ch. 18.SE - Prob. 45APCh. 18.SE - Prob. 46APCh. 18.SE - Write the mechanism of the hydrolysis of cis-5,...Ch. 18.SE - Prob. 48APCh. 18.SE - Acid-catalyzed hydrolysis of a 1,...Ch. 18.SE - Prob. 50APCh. 18.SE - Epoxides are reduced by treatment with lithium...Ch. 18.SE - Prob. 52APCh. 18.SE - The red fox (Vulpes vulpes) uses a chemical...Ch. 18.SE - Anethole, C10H12O, a major constituent of the oil...Ch. 18.SE - Propose structures for compounds that have the...Ch. 18.SE - Prob. 56GPCh. 18.SE - How would you synthesize anethole (Problem 18-54)...Ch. 18.SE - How could you prepare benzyl phenyl ether from...Ch. 18.SE - Meerwein's reagent, triethyloxonium...Ch. 18.SE - Prob. 60GPCh. 18.SE - Prob. 61GPCh. 18.SE - The Zeisel method is an old analytical procedure...Ch. 18.SE - Prob. 63GPCh. 18.SE - Prob. 64GPCh. 18.SE - Prob. 65GPCh. 18.SE - Identify the reagents a-e in the following scheme:Ch. 18.SE - Propose structures for compounds that have the...Ch. 18.SE - Prob. 68GPCh. 18.SE - Prob. 69GPCh. 18.SE - Predict the product(s) if the starting materials...
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