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PKb question?

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The AIDS drug zalcitabine (also known as ddC) is a weak base with the structure shown below and a pKb of 9.8.

The molecular formular of zalcitabine is C10H12N2O4.

What percentage of the base is protonated in an aqueous zalcitabine solution containing 580 mg/L?

Any help would be appreciated. Thanks.

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  1. C10H12N2O4 has a molar mass of 195.2g/mol

    0.580 g/L @ 195.2 g/mol = 0.00297moles / litre

    C10H12N2O4 --> HC10H12N2O4 & OH-

    @ pKb = 9.8, the Kb = 1.58 e-10

    1.58 e-10 = [HC10H12N2O4] [OH-] / [C10H12N2O4]

    1.58 e-10 = [x] [x] / [0.00297]

    x= 6.86e-7

    --------------------------------------...

    percentage of the base is protonated:

    6.86e-7 / [0.00297] times 100 = 0.023 %

    your answer is 0.023 %

    (but i will point out the pKb had only 1 sigfig, & your answer should be rounded off to 0.02%, unless the pKb was actually 9.80)

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