Chapter 16: Problem 91
How does the acid strength of an oxyacid depend on (a) the electronegativity of the central atom; (b) the number of nonprotonated oxygen atoms in the molecule?
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Chapter 16: Problem 91
How does the acid strength of an oxyacid depend on (a) the electronegativity of the central atom; (b) the number of nonprotonated oxygen atoms in the molecule?
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Explain the following observations: (a) \(\mathrm{HCl}\) is a stronger acid than \(\mathrm{H}_{2} \mathrm{~S} ;\) (b) \(\mathrm{H}_{3} \mathrm{PO}_{4}\) is a stronger acid than \(\mathrm{H}_{3} \mathrm{AsO}_{4}\); (c) \(\mathrm{HBrO}_{3}\) is a stronger acid than \(\mathrm{HBrO}_{2}\); (d) \(\mathrm{H}_{2} \mathrm{C}_{2} \mathrm{O}_{4}\) is a stronger acid than \(\mathrm{HC}_{2} \mathrm{O}_{4}{ }^{-} ;(\mathrm{e})\) benzoic acid \(\left(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{COOH}\right)\) is a stronger acid than phenol \(\left(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{OH}\right)\).
Although \(\mathrm{HCl}\) and \(\mathrm{H}_{2} \mathrm{SO}_{4}\) have very different properties as pure substances, their aqueous solutions possess many common properties. List some general properties of these solutions, and explain their common behavior in terms of the species present.
Phenylacetic acid \(\left(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{COOH}\right)\) is one of the substances that accumulates in the blood of people with phenylketonuria, an inherited disorder that can cause mental retardation or even death. A \(0.085 \mathrm{M}\) solution of \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{COOH}\) has a pH of \(2.68\). Calculate the \(\mathrm{K}_{a}\) value for this acid.
The amino acid glycine \(\left(\mathrm{H}_{2} \mathrm{~N}-\mathrm{CH}_{2}-\mathrm{COOH}\right)\) can participate in the following equilibria in water: $$ \begin{aligned} \mathrm{H}_{2} \mathrm{~N}-\mathrm{CH}_{2}-\mathrm{COOH}+\mathrm{H}_{2} \mathrm{O} \rightleftharpoons & \\ \mathrm{H}_{2} \mathrm{~N}-\mathrm{CH}_{2}-\mathrm{COO}^{-}+\mathrm{H}_{3} \mathrm{O}^{+} & K_{a}=4.3 \times 10^{-3} \\ \mathrm{H}_{2} \mathrm{~N}-\mathrm{CH}_{2}-\mathrm{COOH}+\mathrm{H}_{2} \mathrm{O} \rightleftharpoons & \\ { }^{+} \mathrm{H}_{3} \mathrm{~N}-\mathrm{CH}_{2}-\mathrm{COOH}+\mathrm{OH}^{-} & K_{b}=6.0 \times 10^{-5} \end{aligned} $$ (a) Use the values of \(K_{a}\) and \(K_{b}\) to estimate the equilibrium constant for the intramolecular proton transfer to form a zwitterion: $$ \mathrm{H}_{2} \mathrm{~N}-\mathrm{CH}_{2}-\mathrm{COOH} \rightleftharpoons{ }^{+} \mathrm{H}_{3} \mathrm{~N}-\mathrm{CH}_{2}-\mathrm{COO}^{-} $$ What assumptions did you need to make? (b) What is the \(\mathrm{pH}\) of a \(0.050 \mathrm{M}\) aqueous solution of glycine? (c) What would be the predominant form of glycine in a solution with pH 13? With pH 1?
Which of the following solutions has the higher pH? (a) a \(0.1 \mathrm{M}\) solution of a strong acid or a \(0.1 \mathrm{M}\) solution of a weak acid, (b) a \(0.1 \mathrm{M}\) solution of an acid with \(K_{a}=2 \times 10^{-3}\) or one with \(K_{a}=8 \times 10^{-6}\), (c) a 0.1 M solution of a base with \(\mathrm{p} K_{b}=4.5\) or one with \(\mathrm{p} K_{b}=6.5\).
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