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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Chapter 4, Problem 4.31P
Interpretation Introduction
Interpretation:
The position of equilibrium in given acid base reaction has to be predicted. Also, the equilibrium constant
Concept Introduction:
Position of equilibrium in acid-base reaction:
In an acid-base reaction, the position of equilibrium always favors reaction of the stronger acid and stronger base to form the weaker acid and weaker base. Therefore, the major species present at equilibrium in an acid-base reaction are weaker acid and weaker base. The reaction equilibrium shifts to a direction where weaker acid and weaker base is formed. Acids with greater
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Which of the following two acids has the stronger conjugate base?
Nitrous acid, Ka = 7.1 x 10–4 Phenol, Ka = 1.0 x 10–10
The strength of the conjugate base cannot be obtained from the information given.
Nitrous acid, because it has a larger Ka value.
Nitrous acid, because it has a smaller Ka value.
Phenol, because it has a larger Ka value.
Phenol, because it has a smaller Ka value.
Predict the position of equilibrium for this acid-base reaction.
CH,CH,0 Na* + CH,COH
= CH,CH,OH + CH,CO Na+
Complete and balance the acid-base reaction. Identify the acid, base, conjugate acid and conjugate base in each reaction. Predict whether the equilibrium lies predominantly to the left or the right.
CH3CO2H + H2O →
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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- Acid Base Reaction Consider the following acid-base reaction. HSO4 + CN-HCN + SO4²- Which compound is the conjugate base of the Bronsted-Lowry acid? HCN HSO4 CN SO4²- 0 0 0 0 ξ0000 Which compound is the conjugate acid of the Bronsted-Lowry base? CN SO4²- HSO4 HCN Darrow_forwardFor the following reaction, K> 1. Classify each of the reactants and products based on their strength as Bronsted-Lowry acids or bases. CH3COOH + C18H2103NC18H2103NH+ + CH3COO- C18H2103NH+ CH3COO C18H2103N CH3COOH 1) Stronger Bronsted-Lowry acid 2) Weaker Bronsted-Lowry acid 3) Stronger Bronsted-Lowry base 4) Weaker Bronsted-Lowry basearrow_forwardDraw an energy diagram for the Brønsted–Lowry acid–base reaction of CH3CO2H with −OC(CH3)3 to form CH3CO2− and (CH3)3COH. Label the axes, starting materials, products, ΔH°, and Ea. Draw the structure of the transition state.arrow_forward
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