Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Textbook Question
Chapter 2.6A, Problem 2.9P
Ammonia appears in Table 2-2 as both an acid and a conjugate base.
- a. Explain how ammonia can act as both an acid and a base Which of these roles does it commonly fill in aqueous solutions?
- b. Show how water can serve as both an acid and a base.
- c. Calculate Ka and pKa for the hydromum ion, H3O+
- d. Show how methanol (CH3OH) can serve as both an acid and a base. Write an equation for the reaction of methanol with sulfuric acid.
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Chapter 2 Solutions
Organic Chemistry (9th Edition)
Ch. 2.1A - Prob. 2.1PCh. 2.1B - The NF bond is more polar than the NH bond: but...Ch. 2.1B - For each of the following compounds 1. Draw the...Ch. 2.1B - Two isomers of 1,2-dichloroethene are known One...Ch. 2.2C - Prob. 2.5PCh. 2.2C - Prob. 2.6PCh. 2.3 - Prob. 2.7PCh. 2.4 - Calculate the pH of the following solutions a....Ch. 2.6A - Ammonia appears in Table 2-2 as both an acid and a...Ch. 2.7 - Write equations for the following acid-base...
Ch. 2.7 - Ethanol, methylamine. and acetic acid are all...Ch. 2.8 - Prob. 2.12PCh. 2.10 - Write equations for the following acid-base...Ch. 2.10 - Rank the following acids in decreasing order of...Ch. 2.11 - Prob. 2.15PCh. 2.11 - Prob. 2.16PCh. 2.11 - Consider each pair of bases and explain which one...Ch. 2.12 - Which is a stronger base ethoxide ion or acetate...Ch. 2.12 - Prob. 2.19PCh. 2.12 - Prob. 2.20PCh. 2.12 - Prob. 2.21PCh. 2.12 - Choose the more basic member of each pair of...Ch. 2.14 - Prob. 2.23PCh. 2.15D - Classify the following hydrocarbons and draw a...Ch. 2.16D - Prob. 2.25PCh. 2.17C - Draw a Lewis structure and classify each of the...Ch. 2.17C - Circle the functional groups in the following...Ch. 2 - The CN triple bond in acetonitrile has a dipole...Ch. 2 - Prob. 2.29SPCh. 2 - Sulfur dioxide has a dipole moment of 1.60 D....Ch. 2 - Which of the following pure compounds can form...Ch. 2 - Predict which member of each pair is more soluble...Ch. 2 - Prob. 2.33SPCh. 2 - Prob. 2.34SPCh. 2 - Predict which compound in each pair has the higher...Ch. 2 - All of the following compounds can react as acids...Ch. 2 - Rank the following species in order of increasing...Ch. 2 - Rank the following species in order of increasing...Ch. 2 - The Ka of phenylacetic acid is 5 2 105, and the...Ch. 2 - The following compound can become protonated on...Ch. 2 - The following compounds are listed in increasing...Ch. 2 - Prob. 2.42SPCh. 2 - Prob. 2.43SPCh. 2 - Compare the relative acidity of 1-molar aqueous...Ch. 2 - The following compounds can all react as acids. a....Ch. 2 - The following compounds can all react as bases. a....Ch. 2 - The following compounds can all react as acids. a....Ch. 2 - Prob. 2.48SPCh. 2 - Methyllithium (CH3Li) is often used as a base in...Ch. 2 - Label the reactants in these acid-base reactions...Ch. 2 - In each reaction, label the reactants as Lewis...Ch. 2 - Prob. 2.52SPCh. 2 - Each of these compounds can react as a nucleophile...Ch. 2 - Prob. 2.54SPCh. 2 - Give a definition and an example for each class of...Ch. 2 - Circle the functional groups in the following...Ch. 2 - Prob. 2.57SP
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- Weak base B has a pKb of 6.78 and weak acid HA has a pKa of 5.12. a Which is the stronger base, B or A? b Which is the stronger acid, HA or BH+? c Consider the following reaction: B(aq)+HA(aq)BH+(aq)+A(aq) Based on the information about the acid/base strengths for the species in this reaction, is this reaction favored to proceed more to the right or more to the left? Why? d An aqueous solution is made in which the concentration of weak base B is one half the concentration of its acidic salt, BHCl, where BH+ is the conjugate weak add of B. Calculate the pH of the solution. e An aqueous solution is made in which the concentration of weak acid HA twice the concentration of the sodium salt of the weak acid, NaA. Calculate the pH of the solution. f Assume the conjugate pairs B/BH+ and HA/A are capable of being used as color-based end point indicators in acidbase titrations, where B is the base form indicator and BH is the acid form indicator, and HA is the acid form indicator and A is the base form indicator. Select the indicator pair that would be best to use in each of the following titrations: (1) Titration of a strong acid with a strong base. (i) B/BH+ (ii) HA/A (2) Titration of a weak base with a strong acid. (i) B/BH+ (ii) HA/Aarrow_forwardTwo strategies are also followed when solving for the pH of a base in water. What is the strategy for calculating the pH of a strong base in water? List the strong bases mentioned in the text that should be committed to memory. Why is calculating the pH of Ca(OH)2 solutions a little more difficult than calculating the pH of NaOH solutions? Most bases are weak bases. The presence of what element most commonly results in basic properties for an organic compound? What is present on this element in compounds that allows it to accept a proton? Table 13-3 and Appendix 5 of the text list Kb values for some weak bases. What strategy is used to solve for the pH of a weak base in water? What assumptions are made when solving for the pH of weak base solutions? If the 5% rule fails, how do you calculate the pH of a weak base in water?arrow_forwardThe base ethylamine (CH3CH2NH2) has a Kb of. A closely related base, ethanolamine(HOCH2CH2NH2), has a Kb of 3.2105. (a) Which of the two bases is stronger? (b) Calculate the pH of a 0.10M solution of the strong base?arrow_forward
- Ionization of the first proton from H2SO4 is complete (H2SO4 is a strong acid); the acid-ionization constant for the second proton is 1.1 102. a What would be the approximate hydronium-ion concentration in 0.100 M H2SO4 if ionization of the second proton were ignored? b The ionization of the second proton must be considered for a more exact answer, however. Calculate the hydronium-ion concentration in 0.100 M H2SO4, accounting for the ionization of both protons.arrow_forward12.62 Write the formula of the conjugate acid of each of the following bases, (a) OH-, (b) NHj, (c) CHjNHt, (d) HPO/-, (e) CO.,2’arrow_forwardConsider the following ions: NH4+, CO32, Br, S2, and ClO4. (a) Which of these ions in water gives an acidic solution and which gives a basic solution? (b) Which of these anions will have no effect on the pH of an aqueous solution? (c) Which ion is the strong base? (d) Write a chemical equation for the reaction of each basic anion with water.arrow_forward
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