General Chemistry: Principles and Modern Applications (10th Edition)

Published by Pearson Prentice Hal
ISBN 10: 0132064529
ISBN 13: 978-0-13206-452-1

Chapter 16 - Acids and Bases - Exercises - Ions as Acids and Bases (Hydrolysis) - Page 740: 53

Answer

$C_{18}H_{21}O_3NH^+(aq) + H_2O(l)$ $C_{18}H_{21}O_3N(aq) + H_3O^+(aq)$ $pKb = 7.95$

Work Step by Step

1. Write a reaction where protonated codeine acts like an acid: $C_{18}H_{21}O_3NH^+(aq) + H_2O(l)$ $C_{18}H_{21}O_3N(aq) + H_3O^+(aq)$ ** It needs to be donating one proton. 2. As we can see, codeine and protonated codeine are a conjugate acid-base pair, therefore: $pKa + pKb = pKw = 14$ $6.05 + pKb = 14$ $pKb = 7.95$
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