Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 4, Problem 4.50AP
Write an equation for the acid-base reaction between 2,4-pentanedione and sodium ethoxide and calculate its equilibrium constant, Keq. The pKa of 2,4-pentanedione is 9; that of ethanol is 15.9.
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
Account the solubility of carboxylic acids in distilled water
Write the equilibrium-constant expressions and obtainnumerical values for each constant in.
(a) the basic dissociation of aniline, C6H5NH2.
(b) the acidic dissociation of hypochlorous acid,HClO.
(c) the acidic dissociation of methyl ammoniumhydrochloride, CH3NH3Cl.
(d) the basic dissociation of NaNO2.
(e) the dissociation of H3AsO3to H3O+and AsO33-.
(f) the reaction of C2O42-with H2O to give H2C2O4and OH-.
show solution
Write the chemical equation for the acid dissociation of acetaminophen, C8H9O2N.
Write the Ka expression for the acid dissociation of acetaminophen.
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...
Knowledge Booster
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
- Write a balanced equation for the oxidation of p-xylene to 1,4-benzenedicarboxylic acid (terephthalic acid) using potassium dichromate in aqueous sulfuric acid. How many milligrams of H2CrO4 are required to oxidize 250 mg of p-xylene to terephthalic acid?arrow_forwardWrite equations to illustrate the reaction of bromine with these organic compounds: Ethane, C2H6 ; ethylene, C2H4; and acetylene, C2H2.arrow_forwardChemical Equilibrium Write the equilibrium-constant expressions and obtain numerical values for each constant in (a) the basic dissociation of aniline, C6H5NH2. (b) the acidic dissociation of hypochlorous acid, HClO. (c) the acidic dissociation of methyl ammonium hydrochloride, CH3NH3Cl. (d) the basic dissociation of NaNO2. (e) the dissociation of H3AsO3 to H3O+ and AsO33- Using step-by-step processarrow_forward
- write acid-base reactions using NaOH/HCI and your acidic/basic compound (benzoic acid/p-toluidine). Is your neutral compound (9-fluorenone) acid/base reactive? explainarrow_forwardWrite the balanced equations, naming all organic products (if any) for the reaction of –butyryl chloride with:a. ammoniab. nitrobenzene, AlCl3c. toluene, AlCl3d. H2Oe. p-nitrophenolf. isopropyl alcoholarrow_forwardSolubility- Using molecular structures, what will happen in the following situation: * Ethyl 4-aminobenzoate is dissolved in dichloromethane and then 1 M HCl (aq) is addedarrow_forward
- When aniline, C6H5NH2(Kb=7.41010) , reacts with a strong acid, its conjugate acid, C6H5NH3+, is formed. Calculate the pH of a 0.100 M solution of C6H5NH3+ and compare it with the pH of acetic acid (Ka=1.86105) .arrow_forwardAcetylacetone (pentane-2,4-dione) reacts with sodium hydroxide to give water and the sodium salt of a carbanion. Write a complete structural formula for the carbanion, and use resonance forms to show the stabilization of the carbanion.arrow_forwardCompare and explain the acidity of phenol, ethanol, acetic acid. (Using pKa, structures of conjugate base)arrow_forward
- Describe the trends in the physical properties of carboxylic acids, and contrast theirphysical properties with those of their salts.arrow_forwardOropheic acid is the common name of a naturally occurring acetylenic carboxylic acid having the molecular formula C18H22O2. Its systematic name is 17-octadecene-9,11,13-triynoic acid. What is its structural formula?arrow_forwardUsing the table of bond dissociation enthalpies , calculate ▲H° for bromination of propane to give 1-bromopropane and hydrogen bromide.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Chemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Chapter 4 Alkanes and Cycloalkanes Lesson 2; Author: Linda Hanson;https://www.youtube.com/watch?v=AL_CM_Btef4;License: Standard YouTube License, CC-BY
Chapter 4 Alkanes and Cycloalkanes Lesson 1; Author: Linda Hanson;https://www.youtube.com/watch?v=PPIa6EHJMJw;License: Standard Youtube License