Calculate the percentage of pyridine $\left(\mathrm{C}_{5} \mathrm{H}_{5} \mathrm{N}\right)\( that forms pyridinium ion, \)\mathrm{C}_{5} \mathrm{H}_{5} \mathrm{NH}^{+},\( in a \)0.10-M$ aqueous solution of pyridine \(\left(K_{\mathrm{b}}=1.7 \times 10^{-9}\right)\)

Short Answer

Expert verified
In a 0.10-M aqueous solution of pyridine, approximately 0.00412% of the pyridine forms pyridinium ion.

Step by step solution

01

Write the equilibrium equation and expression

When pyridine dissolves in water, it undergoes a protonation reaction which forms pyridinium ion: C5H5N + H2O ⇌ C5H5NH+ + OH- The equilibrium constant expression for Kb can be written as: \(K_b = \frac{[C_{5}H_{5}NH^{+}][OH^-]}{[C_{5}H_{5}N]}\) where [C5H5NH+] is the concentration of pyridinium ion, [OH-] is the concentration of hydroxide ions, and [C5H5N] is the concentration of pyridine at equilibrium.
02

Set up an ICE table for the equilibrium problem

To find the equilibrium concentrations of pyridine and pyridinium ion, we can set up an Initial, Change, Equilibrium (ICE) table to keep track of the concentrations: | | C5H5N | H2O | C5H5NH+ | OH- | |--------|-------|-----|---------|-----| |Initial | 0.10 | - | 0 | 0 | |Change | -x | - | +x | +x | |Eqm | 0.10-x| - | x | x |
03

Substitute the equilibrium concentrations into the Kb expression and solve

Substitute the equilibrium concentrations from the ICE table into the Kb expression: \(K_b = \frac{[C_{5}H_{5}NH^{+}][OH^-]}{[C_{5}H_{5}N]} = \frac{x^2}{0.10-x}\) The given Kb value is 1.7 x 10⁻⁹. \(1.7 \times 10^{-9} = \frac{x^2}{0.10-x}\) Since Kb is very small, we can assume x is also very small and therefore, (0.10-x) ≈ 0.10: \(1.7 \times 10^{-9} ≈ \frac{x^2}{0.10}\) Now, solve for x: \(x^2 = 1.7 \times 10^{-9} \times 0.10\) \(x^2 = 1.7 \times 10^{-10}\) \(x = \sqrt{1.7 \times 10^{-10}} ≈ 4.12 \times 10^{-6} M\) So, at equilibrium, [C5H5NH+] = x = 4.12 x 10⁻⁶ M
04

Calculate the percentage of pyridine that forms pyridinium ion

Now that we have the equilibrium concentration of pyridinium ion, we can calculate the percentage of pyridine that forms pyridinium ion: Percentage = \(\frac{[C_{5}H_{5}NH^{+}]}{[C_{5}H_{5}N]_{initial}} \times 100\%\) Percentage = \(\frac{4.12 \times 10^{-6}}{0.10} \times 100\%\) Percentage ≈ \(4.12 \times 10^{-5} \times 100\% = 0.00412\%\) Thus, 0.00412% of the pyridine forms pyridinium ion in a 0.10-M aqueous solution of pyridine.

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Most popular questions from this chapter

Making use of the assumptions we ordinarily make in calculating the \(\mathrm{pH}\) of an aqueous solution of a weak acid, calculate the pH of a \(1.0 \times 10^{-6}-\mathrm{M}\) solution of hypobromous acid \(\left(\mathrm{HBrO}, K_{\mathrm{a}}=2 \times 10^{-9}\right) .\) What is wrong with your answer? Why is it wrong? Without trying to solve the problem, explain what has to be included to solve the problem correctly.

Are solutions of the following salts acidic, basic, or neutral? For those that are not neutral, write balanced equations for the reactions causing the solution to be acidic or basic. The relevant \(K_{\mathrm{a}}\) and \(K_{\mathrm{b}}\) values are found in Tables 14.2 and \(14.3 .\) $\begin{array}{ll}{\text { a. } \operatorname{Sr}\left(\mathrm{NO}_{3}\right)_{2}} & {\text { d. } \mathrm{C}_{6} \mathrm{H}_{5} \mathrm{NH}_{3} \mathrm{ClO}_{2}} \\ {\text { b. } \mathrm{NH}_{4} \mathrm{C}_{2} \mathrm{H}_{3} \mathrm{O}_{2}} & {\text { e. } \mathrm{NH}_{4} \mathrm{F}} \\ {\text { c. } \mathrm{CH}_{3} \mathrm{NH}_{3} \mathrm{O} \mathrm{l}} & {\text { f. } \mathrm{CH}_{3} \mathrm{NH}_{3} \mathrm{CN}}\end{array}$

Consider a \(0.67-M\) solution of $\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{NH}_{2}\left(K_{\mathrm{b}}=5.6 \times 10^{-4}\right)$ a. Which of the following are major species in the solution? i. \(C_{2} \mathrm{H}_{5} \mathrm{NH}_{2}\) ii. \(\mathrm{H}^{+}\) ii.. \(\mathrm{OH}^{-}\) iv. \(\mathrm{H}_{2} \mathrm{O}\) v. \(\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{NH}_{3}+\) b. Calculate the \(\mathrm{pH}\) of this solution.

Calculate the \(\mathrm{pH}\) of a $0.20-M \mathrm{C}_{2} \mathrm{H}_{5} \mathrm{NH}_{2}\( solution \)\left(K_{\mathrm{b}}=\right.\( \)5.6 \times 10^{-4} )$

Calculate the pH of the following solutions: a. 1.2\(M \mathrm{CaBr}_{2}\) b. 0.84$M \mathrm{C}_{6} \mathrm{H}_{5} \mathrm{NH}_{3} \mathrm{NO}_{3}\left(K_{\mathrm{b}} \text { for } \mathrm{C}_{6} \mathrm{H}_{5} \mathrm{NH}_{2}=3.8 \times 10^{-10}\right)$ c. 0.57$M \mathrm{KC}_{7} \mathrm{H}_{5} \mathrm{O}_{2}\left(K_{\mathrm{a}} \text { for } \mathrm{HC}_{7} \mathrm{H}_{5} \mathrm{O}_{2}=6.4 \times 10^{-5}\right)$

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