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Question 15.13: (a) Kb for trimethylamine is 6.5 × 10^-5. Calculate Ka for t......

(a) K_{b} for trimethylamine is 6.5\times 10^{-5}. Calculate K_{a} for the trimethylammonium ion, (CH_{3})_{3}NH^{+}.

(b) K_{a} for HCN is 4.9\times 10^{-10}. Calculate K_{b}  for  CN^{-}.

(c) Pyridine (C_{5}H_{5}N), an organic solvent, has pK_{b} = 8.74. What is the value of pK_{a} for the pyridinium ion, C_{5}H_{5}NH^{+}?

STRATEGY

To calculate K_{a} from K_{b} (or vice versa), use the equation K_{a} = K_{w}/K_{b}  or  K_{b} = K_{w}/K_{a}. To calculate pK_{a} from pK_{b}, use the equation pK_{a} = 14.00  –  pK_{b}.

Step-by-Step
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(a) K_{a}  for  (CH_{3})_{3}NH^{+} is the equilibrium constant for the acid-dissociation reaction

(CH_{3})_{3}NH^{+}(aq)+H_{2}O(l)\xrightleftharpoons{}H_{3}O^{+}(aq)+(CH_{3})_{3}N(aq)

Because K_{a} = K_{w}/K_{b}, we can find K_{a}  for  (CH_{3})_{3}NH^{+}  from  K_{b} for its conjugate base (CH_{3})_{3}N:

K_{a}=\frac{K_{w}}{K_{b}}=\frac{1.0\times 10^{-14}}{6.5\times 10^{-5}}=1.5\times 10^{-10}

(b) K_{b}  for  CN^{-} is the equilibrium constant for the base-protonation reaction

CN^{-}(aq)+H_{2}O(l)\xrightleftharpoons{}HCN(aq)+OH^{-}(aq)

Because K_{b} = K_{w}/K_{a}, we can find K_{b}  for  CN^{-}  from  K_{a} for its conjugate acid HCN:

K_{b}=\frac{K_{w}}{K_{a}}=\frac{1.0\times 10^{-14}}{4.9\times 10^{-10}}=2.0\times 10^{-5}

(c) We can find pK_{a}  for  C_{5}H_{5}NH^{+}  from  pK_{b}  for  C_{5}H_{5}N:

pK_{a}=14.00  –  pK_{b} = 14.00 – 8.74 = 5.26

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