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McMurry makes bestselling chemistry text free in memory of son // Super wonderful. Prof. McMurry was my orgo prof. We used the first edition of his book the first time he taught from it. He's honoring his son, Peter, who worked on Excel in his first job.
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2/2 Here's the book, first edition, first printing. On the first day of class Prof. McMurry said "I spent a decade writing this book so this is how I'll teach Organic." We knew he was serious when he got to sequence rules and verbatim told the joke/mnemonic.
book cover
Brooks/Cole Publishing Company
A Division of Wadsworth, Inc.
O 1984 by Wadsworth, Inc, Belmont, California 94002. All rights reserved. No part of this book may be reproduced, stored in a retrieval system, or transcribed, in any form or by any means--electronic, mechanical, photocopying, recording, or otherwise--without the prior written permission of the publisher, Brooks/Cole Publishing Company, Monteney, California 93940, a division of Wadaworth, Inc.
Printed in the United States of America
10 9 8 766132 1
Library of Congress Cataloging in Publication Data
McMurry, John.
Organic chemistry.
(The Brooks/Cole series in chemistry)
Includes index.
1. Chemistry, Organic. I. Title. Il. Series.
QD251.2.M43 1984
547
83-7744
ISBN 0-534-01204-3
Sponsoring Editor: Michael Needham
Production Service: Phyllis Niklas
Production Coordinator: Joan Marsh
Manuscript Editor: Gloria Joyce
Interior and Cover Design: Stan Rice
Interior Illustration: Vantage Art, Inc.
Typesetting: Jonathan Peck Typographers
Sequence rules: the E, Z designation
In the discussion of isomerism in the 2-butenes, we used the terms cis and trans to denote alkenes whose substituents were on the same side and opposite side of a double bond, respectively. This cis-trans nomenclature is unambiguous and quite acceptable for all disubstituted alkenes. But how do we denote the geometry of trisubstituted and tetrasubstituted double bonds?
The answer is provided by the E, system of nomenclature, which uses a system of sequence rules to assign priorities to the substituent groups on the double-bond carbons. Considering each of the double-bond carbons separately, we use the sequence rules to decide which of the two substituent groups on each carbon is higher in priority. As Figure 5.9 shows, if the groups of higher priority on the two alkene carbons are on the same side of the double bond, the alkene is designated Z (for the German word zusam-men, "together"). If the higher-priority groups are on opposite sides, the alken
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