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Chapter 19 Solutions
Organic Chemistry
- Acid-Base Equilibria Many factors contribute to the acidity of organic compounds. Electronegativity, resonance, induction, hybridization, aromaticity, and atomic size, all play a role. In the following comparisons, you are asked to identify the factor(s) that would be most important to analyze when predicting relative acidity, and then to predict the trend in acidity and pKa values. For each of the following pairs of compounds answer the following two multiple-choice questions. 1. What factor(s) are the most important to consider when predicting the relative acidity of the two compounds? a. Electronegativity of the atom possessing the hydrogen. b. Resonance stabilization of the anionic conjugate base. c. Inductive stabilization of the anionic conjugate base. d. Hybridization of the atom possessing the hydrogen. e. The atomic size of the atom possessing the hydrogen.arrow_forward3. A 0.0560 g quantity of acetic acid is dissolved in enough water to make 50.0 mL of solution. Calculate the concentrations of H;O*, CH;COO and CH;COOH at equilibrium. What is the pH of the solution? (Ka = 1.8x10) CH;COOH(aq) = CH;COO (aq) + H;O* (aq) a) Calculate the initial concentration of CH;COOH. (C:12; H:1; 0:16) b) Calculate the concentration of CH;CoO (aq) and H;O* (aq) at equilibrium. c) Calculate pH of the solution.arrow_forwardCalculate the equilibrium constant for the acid–base reaction between the reactants in each of the following pairs: (a) HCl + H2O (b) CH3COOH + H2O (c) CH3NH2 + H2O (d) CH3N+H3 + H2Oarrow_forward
- Which is the stronger base, (CH3)3N or H2 BO3− ?arrow_forwardWhat is the conjugate acid of CH3O− ?arrow_forwardHydroxide (-OH) can react as a Brønsted–Lowry base (and remove a proton), or a Lewis base (and attack a carbon atom). (a) What organic product is formed when -OH reacts with the carbocation (CH3)3C+ as a Brønsted–Lowry base? (b) What organic product is formed when -OH reacts with (CH3)3C+ as a Lewis base?arrow_forward
- Write the formula of the conjugate base of CH3CO2Harrow_forwardEquation 1 : HA + H2O -> A- + H3O+ weak acid conjugate base (a) Using Equation 1 as a guide, write an equation for the reaction of acetic acid (CH 3COOH) with water.(b) Identify the conjugate base of acetic acid in the reaction equation.arrow_forwardWhat is the conjugate acid of H2C6H7O5 -1aq2? What is its conjugate base?arrow_forward
- Chemistry: Principles and PracticeChemistryISBN:9780534420123Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward MercerPublisher:Cengage LearningChemistry: The Molecular ScienceChemistryISBN:9781285199047Author:John W. Moore, Conrad L. StanitskiPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning