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The pH of a \(0.10 - M\) solution of caffeine is \(11.16. \) Determine \({K_b}\) for caffeine from these data:

\[{C_8}{H_{10}}\;{N_4}{O_2}(aq) + {H_2}O(l)\rightleftharpoons{C_8}{H_{10}}\;{N_4}{O_2}{H^ + }(aq) + O{H^ - }(aq)\]

Short Answer

Expert verified

The solution is \({K_b} = 2.10 \times 1{0^{ - 5}}.\)

Step by step solution

01

Calculation of concentration

This problem is quite similar to the last one, the only difference is that we must calculate the \({{\bf{K}}_{\bf{b}}}\) from the pH of the solution rather than the \({{\bf{K}}_{\bf{a}}}\).

\({{\bf{K}}_{\bf{b}}}{\bf{ = }}\frac{{\left( {{{\bf{C}}_{\bf{8}}}{{\bf{H}}_{{\bf{10}}}}{{\bf{N}}_{\bf{2}}}{{\bf{O}}_{\bf{4}}}{{\bf{H}}^{\bf{ + }}}} \right){\bf{ \times }}\left( {{\bf{O}}{{\bf{H}}^{\bf{ - }}}} \right)}}{{\left( {{{\bf{C}}_{\bf{8}}}{{\bf{H}}_{{\bf{10}}}}{{\bf{N}}_{\bf{2}}}{{\bf{O}}_{\bf{4}}}} \right)}}\)

We can see that in order to calculate the\({{\bf{K}}_{\bf{b}}}\), we need to calculate the concentration of the\({\bf{O}}{{\bf{H}}^{\bf{ - }}}\)rather than the\({{\bf{H}}^{\bf{ + }}}\). If we determine the pOH, we can calculate the\({\bf{O}}{{\bf{H}}^{\bf{ - }}}\)concentration. The rule that the sum of the pH and pOH is always 14 can be used.

We can easily calculate the \(pOH\) now that we know the \(pH\):

\(\begin{aligned}pOH &= 14 - pH\\\;\;\;\;\;\;\; &= 14 - 11.16\\\;\;\;\;\;\;\; &= 2.84.\end{aligned}\)

From the \(pOH,\) we can now compute the concentration of \(O{H^ - }\)ions:

\(\begin{aligned}\;\;\;pOH &= - log\left( {O{H^ - }} \right)\\\left( {O{H^ - }} \right) &= 1{0^{ - pOH}} M\\\;\;\;\;\;\;\;\;\;\; &= 1{0^{ - 2.84}} M\\\;\;\;\;\;\;\;\;\;\; &= 1.45 \times 1{0^{ - 3}} M.\end{aligned}\)

We can assume that the concentrations of \(O{H^ - }\) and \({C_8}{H_{10}}{N_2}{O_4}\) are equivalent. The caffeine molecule has an initial concentration of \(0.10 M\), while the ions have an initial concentration of \(0 M\). The concentration of the caffeine molecule lowers by \(x,\) while the concentrations of the ions rise by \(x\) until the equilibrium is established. We can simply determine the equilibrium concentration of the caffeine molecule because we know the ion concentrations:

\(\begin{aligned}\left( {{C_8}{H_{10}}{N_2}{O_4}} \right) &= 0.10 M - x\\\;\;\;\;\;\;\;\;\;\;\;\;\;\;\;\;\;\;\;\;\;\; &= \left( {0.10 - 1.45 \times 1{0^{ - 3}}} \right) M\\\;\;\;\;\;\;\;\;\;\;\;\;\;\;\;\;\;\;\;\;\;\; &= 0.10 M.\end{aligned}\)

02

Calculations of basic dissociation constant

We can compute the \({K_b}\) now that we have all of the equilibrium concentrations:

\(\begin{aligned}{K_b} &= \frac{{\left( {{C_8}{H_{10}}{N_2}{O_4}{H^ + }} \right) \times \left( {O{H^ - }} \right)}}{{\left( {{C_8}{H_{10}}{N_2}{O_4}} \right)}}\\ &= \frac{{1.45 \times 1{0^{ - 3}} \times 1.45 \times 1{0^{ - 3}}}}{{0.10}}\\ &= 2.10 \times 1{0^{ - 5}}.\end{aligned}\)

The \({K_b}\) value of caffeine equals \(2.10 \times 1{0^{ - 5}}.\)

\({K_b} = 2.10 \times 1{0^{ - 5}}.\)

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Most popular questions from this chapter

The active ingredient formed by aspirin in the body is salicylic acid, \({C_6}{H_4}OH\left( {C{O_2}H} \right)\). The carboxyl group \(\left( { - C{O_2}H} \right)\)acts as a weak acid. The phenol group (an OH group bonded to an aromatic ring) also acts as an acid but a much weaker acid. List, in order of descending concentration, all of the ionic and molecular species present in a \(0.001M\) aqueous solution of \({C_6}{H_4}OH\left( {C{O_2}H} \right)\)

Identify and label the Brønsted-Lowry acid, its conjugate base, the Brønsted-Lowry base, and its conjugate acid in each of the following equations:

\({\rm{\;(a)\;HN}}{{\rm{O}}_3} + {{\rm{H}}_2}{\rm{O}} \to {{\rm{H}}_3}{{\rm{O}}^ + } + {\rm{NO}}_3^ - \)

\({\rm{b) C}}{{\rm{N}}^ - } + {{\rm{H}}_2}{\rm{O}} \to {\rm{HCN}} + {\rm{O}}{{\rm{H}}^ - }\)

\({\rm{\;(c)\;}}{{\rm{H}}_2}{\rm{S}}{{\rm{O}}_4} + {\rm{C}}{{\rm{l}}^ - } \to {\rm{HCl}} + {\rm{HSO}}_4^ - \)

\({\rm{\;(d)\;HSO}}_4^ - + {\rm{O}}{{\rm{H}}^ - } \to {\rm{SO}}_4^{2 - } + {{\rm{H}}_2}{\rm{O}}\)

\({\rm{\;(e)\;}}{{\rm{O}}^{2 - }} + {{\rm{H}}_2}{\rm{O}} \to 2{\rm{O}}{{\rm{H}}^ - }\)

\({\rm{\;(f)\;}}{\left( {{\rm{Cu}}{{\left( {{{\rm{H}}_2}{\rm{O}}} \right)}_3}({\rm{OH}})} \right)^ + } + {\left( {{\rm{Al}}{{\left( {{{\rm{H}}_2}{\rm{O}}} \right)}_6}} \right)^{3 + }} \to {\left( {{\rm{Cu}}{{\left( {{{\rm{H}}_2}{\rm{O}}} \right)}_4}} \right)^{2 + }} + {\left( {{\rm{Al}}{{\left( {{{\rm{H}}_2}{\rm{O}}} \right)}_5}({\rm{OH}})} \right)^{2 + }}\)

\({\rm{\;(g)\;}}{{\rm{H}}_2}{\rm{S}} + {\rm{NH}}_2^ - \to {\rm{H}}{{\rm{S}}^ - } + {\rm{N}}{{\rm{H}}_3}\)

Saccharin, \({{\bf{C}}_{\bf{7}}}{{\bf{H}}_{\bf{4}}}{\bf{NS}}{{\bf{O}}_{\bf{3}}}{\bf{H}}\), is a weak acid\(\left( {{\bf{Ka = 2}}{\bf{.1 \times 1}}{{\bf{0}}^{{\bf{ - 2}}}}} \right)\). If \({\bf{0}}.{\bf{250}}{\rm{ }}{\bf{L}}\) of diet cola with a buffered pH of \({\bf{5}}.{\bf{48}}\) was prepared from \({\bf{2}}.{\bf{00}}{\rm{ }} \times {\rm{ }}{\bf{1}}{{\bf{0}}^{ - {\bf{3}}}}{\bf{g}}\) of sodium saccharide, \({\bf{Na}}\left( {{{\bf{C}}_{\bf{7}}}{{\bf{H}}_{\bf{4}}}{\bf{NS}}{{\bf{O}}_{\bf{3}}}} \right)\), what are the final concentrations of saccharine and sodium saccharide in the solution?

Predict which compound in each of the following pairs of compounds is more acidic and explain your reasoning for each.

  1. \(HSO_4^ - or\; HSeO_4^ - \)
  2. \(N{H_3}\;or\;{H_2}O\)
  3. \(P{H_3}\;or HI\)
  4. \(N{H_3}\;or\;P{H_3}\)
  5. \({H_2}S\;or\;HBr\)

Rank the compounds in each of the following groups in order of increasing acidity or basicity, as indicated, and explain the order you assign.

  1. \(acidity: HCl, HBr, HI\)
  2. \(basicity:\;{H_2}O,O{H^ - },{H^ - },C{l^ - }\)
  3. \(basicity:\;Mg{(OH)_2},Si{(OH)_4},Cl{O_3}(OH)\)(Hint: Formula could also be written as \(HCl{O_4}\))
  4. \(acidity:\;HF,{H_2}O,N{H_3},C{H_4}\)
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