Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Question
Chapter 4, Problem 4.36AP
(a)
Interpretation Introduction
Interpretation:
The chemical equation for the reaction of methoxymethane with sulphuric acid has to be given.
Concept Introduction:
Lewis acid: These are substance that donates proton and accepts a pair of nonbonding electrons.
Lewis base: These are substances that accept proton and donate a pair of nonbonding electrons.
(b)
Interpretation Introduction
Interpretation:
The chemical equation for the reaction of diethylsulfide with sulphuric acid has to be given.
Concept Introduction:
Lewis acid: These are substance that donates proton and accepts a pair of nonbonding electrons.
Lewis base: These are substances that accept proton and donate a pair of nonbonding electrons.
(c)
Interpretation Introduction
Interpretation:
The chemical equation for the reaction of diethylamine with sulphuric acid has to be given.
Concept Introduction:
Lewis acid: These are substance that donates proton and accepts a pair of nonbonding electrons.
Lewis base: These are substances that accept proton and donate a pair of nonbonding electrons.
(d)
Interpretation Introduction
Interpretation:
The chemical equation for the reaction of trimethylamine with sulphuric acid has to be given.
Concept Introduction:
Lewis acid: These are substance that donates proton and accepts a pair of nonbonding electrons.
Lewis base: These are substances that accept proton and donate a pair of nonbonding electrons.
(e)
Interpretation Introduction
Interpretation:
The chemical equation for the reaction of acetone with sulphuric acid has to be given.
Concept Introduction:
Lewis acid: These are substance that donates proton and accepts a pair of nonbonding electrons.
Lewis base: These are substances that accept proton and donate a pair of nonbonding electrons.
(f)
Interpretation Introduction
Interpretation:
The chemical equation for the reaction of methyl acetate with sulphuric acid has to be given.
Concept Introduction:
Concept Introduction:
Lewis acid: These are substance that donates proton and accepts a pair of nonbonding electrons.
Lewis base: These are substances that accept proton and donate a pair of nonbonding electrons.
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5) Rank the following sets of compounds in order of decreasing acidity (most acidic to least
acidic), and choose the justification(s) for each ranking.
(a)
OH
V
SH
я вон
CH
most acidic
(lowst pKa)
least acidic
(highest pKa)
Effect(s)
Effect(s)
Effect(s)
inductive effect O inductive effect O inductive effect
electronegativity electronegativity O electronegativity
resonance
polarizability
resonance
polarizability
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hybridization
Ohybridization
O hybridization
о
How negatively charged organic bases are formed.
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Chapter 4 Solutions
Organic Chemistry
Ch. 4.2 - For each conjugate acid-base pair, identify the...Ch. 4.2 - Write these reactions as proton-transfer...Ch. 4.2 - Following is a structural formula for guanidine,...Ch. 4.2 - Write an equation to show the proton transfer...Ch. 4.3 - For each value of Ka, calculate the corresponding...Ch. 4.4 - Predict the position of equilibrium and calculate...Ch. 4.5 - Calculate Keq for a reaction with G0 = 17.1 kJ/mol...Ch. 4.6 - Acid-Base Equilibria Many factors contribute to...Ch. 4.6 - What is the relative trend in acidity and pKa of...Ch. 4.7 - Write an equation for the reaction between each...
Ch. 4 - For each conjugate acid-base pair, identify the...Ch. 4 - Complete a net ionic equation for each...Ch. 4 - Arrange the compounds in each set in order of...Ch. 4 - Prob. 4.12PCh. 4 - In acetic acid, CH3COOH, the OH hydrogen is more...Ch. 4 - Which has the larger numerical value? (a) The pKa...Ch. 4 - In each pair, select the stronger acid. (a)...Ch. 4 - Arrange the compounds in each set in order of...Ch. 4 - Arrange the compounds in each set in order of...Ch. 4 - If the G for a reaction is 4.5 kcal/mol at 298 K,...Ch. 4 - Calculate the Keq for the following reactions from...Ch. 4 - Prob. 4.20PCh. 4 - Answer true or false to the following statements...Ch. 4 - In each of the following three reaction coordinate...Ch. 4 - The acid-base chemistry reaction of barium...Ch. 4 - Unless under pressure, carbonic acid (H2CO3) in...Ch. 4 - Prob. 4.25PCh. 4 - Acetic acid, CH3COOH, is a weak organic acid, pKa...Ch. 4 - Benzoic acid, C6H5COOH (pKa 4.19), is only...Ch. 4 - Prob. 4.28PCh. 4 - One way to determine the predominant species at...Ch. 4 - Will acetylene react with sodium hydride according...Ch. 4 - Prob. 4.31PCh. 4 - For each equation, label the Lewis acid and the...Ch. 4 - Complete the equation for the reaction between...Ch. 4 - Each of these reactions can be written as a Lewis...Ch. 4 - The sec-butyl cation can react as both a...Ch. 4 - Prob. 4.36APCh. 4 - Prob. 4.37APCh. 4 - Prob. 4.38APCh. 4 - Explain why the hydronium ion, H3O+, is the...Ch. 4 - What is the strongest base that can exist in...Ch. 4 - Prob. 4.42APCh. 4 - Prob. 4.43APCh. 4 - Methyl isocyanate, CH3N=C=O, is used in the...Ch. 4 - Offer an explanation for the following...Ch. 4 - Prob. 4.46APCh. 4 - Alcohols (Chapter 10) are weak organic acids, pKa...Ch. 4 - As we shall see in Chapter 19, hydrogens on a...Ch. 4 - 2,4-Pentanedione is a considerably stronger acid...Ch. 4 - Write an equation for the acid-base reaction...Ch. 4 - Prob. 4.51APCh. 4 - Prob. 4.52APCh. 4 - Prob. 4.53APCh. 4 - Following is a structural formula for imidazole, a...
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