Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
bartleby

Concept explainers

bartleby

Videos

Question
Book Icon
Chapter 17, Problem 17.25P

(a)

Interpretation Introduction

Interpretation:

Stronger acid in the given set of compounds has to be selected.

Concept introduction:

Acid - ionization constantKa:

Acids ionize in water.  Strong acids ionize completely whereas weak acids ionize to some limited extent.

The degree to which a weak acid ionizes depends on the concentration of the acid and the equilibrium constant for the ionization.

The ionization of a weak acid HA can be given as follows,

HA(aq)H+(aq)+A-(aq)

The equilibrium expression for the above reaction is given below.

Ka=[H+][A-][HA]

Where,

  Ka is acid ionization constant,

  [H+]  is concentration of hydrogen ion

  [A-]  is concentration of acid anion

           [HA] is concentration of the acid

pKa=logKapKb=logKb

Smaller value of pKa, stronger the acid, smaller the pKb, stronger the base.

(b)

Interpretation Introduction

Interpretation:

Stronger acid in the given set of compounds has to be selected.

Concept introduction:

Acid - ionization constantKa:

Acids ionize in water.  Strong acids ionize completely whereas weak acids ionize to some limited extent.

The degree to which a weak acid ionizes depends on the concentration of the acid and the equilibrium constant for the ionization.

The ionization of a weak acid HA can be given as follows,

HA(aq)H+(aq)+A-(aq)

The equilibrium expression for the above reaction is given below.

Ka=[H+][A-][HA]

Where,

  Ka is acid ionization constant,

  [H+]  is concentration of hydrogen ion

  [A-]  is concentration of acid anion

           [HA] is concentration of the acid

Smaller value of Ka, weaker the acid

Large value of Ka, stronger acid.

Blurred answer
Students have asked these similar questions
Lithium diisopropylamide (LDA) is used as a strong base in organic synthesis. LDA is itself prepared by an acid-base reaction between butyllithium and N,N-diisopropylamine, [(CH3)2CH]2NH. Write an equation for this reaction, and place the appropriate labels on each reagent and product from the following list: stronger acid, stronger base, weaker acid, weaker base.
(a) Given that Kb for ammonia is 1.8 x10-5 and that forhydroxylamine is 1.1 x 10-8, which is the stronger base?(b) Which is the stronger acid, the ammonium ion or thehydroxylammonium ion? (c) Calculate Ka values for NH4+and H3NOH+.
Calculate the pH of 1M solution of acedic acid (pKa = 4.76)?

Chapter 17 Solutions

Organic Chemistry

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
Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Text book image
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Text book image
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Text book image
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY
General Chemistry | Acids & Bases; Author: Ninja Nerd;https://www.youtube.com/watch?v=AOr_5tbgfQ0;License: Standard YouTube License, CC-BY