SOLUTIONS MANUAL FOR ORGANIC CHEMISTRY: AN ACID-BASE APPROACH, SECOND EDITION by Michael B. Smith

SOLUTIONS MANUAL FOR
ORGANIC
CHEMISTRY:
AN ACID-BASE
APPROACH, SECOND
EDITION
by

Michael B. Smith

, SOLUTIONS MANUAL FOR
ORGANIC CHEMISTRY:
AN ACID-BASE
APPROACH, SECOND
EDITION

by
Michael B. Smith




Boca Raton London New York

CRC Press is an imprint of the
Taylor & Francis Group, an informa business

,CRC Press
Taylor & Francis Group
6000 Broken Sound Parkway NW, Suite 300
Boca Raton, FL 33487-2742
© 2016 by Taylor & Francis Group, LLC
CRC Press is an imprint of Taylor & Francis Group, an Informa business

No claim to original U.S. Government works

Printed on acid-free paper
Version Date: 20151027

International Standard Book Number-13: 978-1-4822-3827-3 (Ancillary)

This book contains information obtained from authentic and highly regarded sources. Reasonable efforts have been made to publish reliable data and
information, but the author and publisher cannot assume responsibility for the validity of all materials or the consequences of their use. The authors and
publishers have attempted to trace the copyright holders of all material reproduced in this publication and apologize to copyright holders if permission
to publish in this form has not been obtained. If any copyright material has not been acknowledged please write and let us know so we may rectify in any
future reprint.

Except as permitted under U.S. Copyright Law, no part of this book may be reprinted, reproduced, transmitted, or utilized in any form by any electronic,
mechanical, or other means, now known or hereafter invented, including photocopying, microfilming, and recording, or in any information storage or
retrieval system, without written permission from the publishers.

For permission to photocopy or use material electronically from this work, please access www.copyright.com (http://www.copyright.com/) or contact
the Copyright Clearance Center, Inc. (CCC), 222 Rosewood Drive, Danvers, MA 01923, 978-750-8400. CCC is a not-for-profit organization that provides
licenses and registration for a variety of users. For organizations that have been granted a photocopy license by the CCC, a separate system of payment
has been arranged.

Trademark Notice: Product or corporate names may be trademarks or registered trademarks, and are used only for identification and explanation
without intent to infringe.
Visit the Taylor & Francis Web site at
http://www.taylorandfrancis.com
and the CRC Press Web site at
http://www.crcpress.com

, Chapter 02
Solutions Manual
Organic Chemistry. An Acid-Base Approach 2nd Edition
27. (a)
O H O
N O OH2 N O H3O+
O O
Ka = [NO3–] [H3O+]
[HNO3] [H2O]

Nitric acid is a stronger acid than water, so water is the base and nitric acid is the acid in this
reaction to generate the nitrate anion (conjugate base) and the hydronium ion (conjugate acid).
(b)
H H H
NH3 O H-NH3
O

Ka = [HO–] NH4+]
[H2O] [NH3]
Water is a stronger acid than ammonia, so ammonia is the base and water is the acid in this
reaction. The reaction products are hydroxide anion (conjugate base) and the ammonium ion (conjugate
acid).
(c)
Br H-NH3
Br H
NH3

Ka = [Br–] [NH4+]
[HBr] [NH3]
Hydrobromic acid is a stronger acid than ammonia, so ammonia is the base and HBr is the acid
in this reaction to generate the bromide anion (conjugate base) and the ammonium ion (conjugate acid).
(d)

Cl H OH2 Cl- H3O+


[Cl -] [H 3O+]
Ka =
[HCl] [H 2O]
Hydrochloric acid is a stronger acid than water, so water is the base and HCl is the acid in this
reaction to generate the chloride anion (conjugate base) and the hydronium ion (conjugate acid).
(e)