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Copyright © 2013, 2010, 2006, 2003, 1999, 1995, 1991, 1987 Pearson Education, Inc. To obtain permission(s) to use material from this work, please submit a written request to Pearson Education, Inc., Permissions Department, 1900 E. For information regarding permissions, call (847) 486-2635. Modern methods of oxidizing alcohols like Dess- Martin and Swern oxidations are explained by a unifying mechanism that covers the major methods to oxidize alcohols to aldehydes and ketones (Chapter 11).

Компания «Эспарма Гмб Х» — немецкий фармацевтический производитель, который поставляет на рынок лекарств широко применяемые в различных областях медицины препараты.Высочайшее качество, безопасность и эффективность препаратов компании «Эспарма Гмб Х» сделали их популярными и востребованными во многих странах мира.ISBN-10: 0-321-81139-9; ISBN-13: 978-0-321-81139-4 If you purchased this book within the United States or Canada you should be aware that it has been imported without the approval of the Publisher or the Author. Nomenclature has been updated selectively to reflect the latest IUPAC naming convention standards.Credits and acknowledgments borrowed from other sources and reproduced, with permission, in this textbook appear on the appropriate page within the text. This publication is protected by Copyright, and permission should be obtained from the publisher prior to any prohibited reproduction, storage in a retrieval system, or transmission in any form or by any means, electronic, mechanical, photocopying, recording, or likewise. A new visual format throughout ensures consistency in the art, helping students make visual connections between concepts and enhancing their accurate understanding of the figures.Copyright © 2013, 2010, 2006, 2003, 1999, 1995, 1991, 1987 Pearson Education, Inc. To obtain permission(s) to use material from this work, please submit a written request to Pearson Education, Inc., Permissions Department, 1900 E. For information regarding permissions, call (847) 486-2635. Approximately 100 new problems have been added, both within the chapters and in the Study Problems at the ends of the chapters.1 2 3 4 5 6 7 8 9 10—CRK—15 14 13 12 11 Editor in Chief: Adam Jaworski Executive Editor: Jeanne Zalesky Senior Marketing Manager: Jonathan Cottrell Senior Project Editor: Jennifer Hart VP/Executive Director, Development: Carol Trueheart Development Editor: John Murdzek Assistant Editor: Coleen Mc Donald Editorial Assistant: Lisa Tarabokjia Senior Media Producer: Angela Bernhardt Marketing Assistant: Nicola Houston Managing Editor, Chemistry and Geosciences: Gina M. New sections and notes of interest to biology majors and premedical students have been added throughout, including a new section on clinical analysis, as well as numerous applications relating to cancer and toxicology, green chemistry, biochemistry, and medicine.

Cheselka Senior Project Manager, Production: Shari Toron Compositor: GEX Publishing Services Senior Technical Art Specialist: Connie Long Illustrator: Precision Graphics Photo Manager: Maya Melenchuk Photo Researcher: Eric Schrader Text Research Manager: Beth Wollar Text Researchers: Melissa Flamson and Natalie Giboney Turner Design Manager: Mark Ong Interior Design: Gary Hespenheide Cover Design: Jodi Notowitz Operations Specialist: Jeff Sargent Spectra: ©Sigma-Aldrich Co. W H I T M A N C O L L E G E Boston Columbus Indianapolis New York San Francisco Upper Saddle River Amsterdam Cape Town Dubai London Madrid Milan Munich Paris Montréal Toronto Delhi Mexico City São Paulo Sydney Hong Kong Seoul Singapore Taipei Tokyo ISBN-10: 0-321-76841-8; ISBN-13: 978-0-321-76841-4 in Chief: Adam Jaworski Executive Editor: Jeanne Zalesky Senior Marketing Manager: Jonathan Cottrell Senior Project Editor: Jennifer Hart VP/Executive Director, Development: Carol Trueheart Development Editor: John Murdzek Assistant Editor: Coleen Mc Donald Editorial Assistant: Lisa Tarabokjia Senior Media Producer: Angela Bernhardt Marketing Assistant: Nicola Houston Managing Editor, Chemistry and Geosciences: Gina M. xxiv xxv Preface To the Student As you begin your study of organic chemistry, you might feel overwhelmed by the number of compounds, names, reactions, and mechanisms that confront you.

Cover Photo Credit: Photo Disc O R G A N I C C H E M I S T R Y E I G H T H E D I T I O N L . Cheselka Senior Project Manager, Production: Shari Toron Compositor: GEX Publishing Services Senior Technical Art Specialist: Connie Long Illustrator: Precision Graphics Photo Manager: Maya Melenchuk Photo Researcher: Eric Schrader Text Research Manager: Beth Wollar Text Researchers: Melissa Flamson and Natalie Giboney Turner Design Manager: Mark Ong Interior and Cover Design: Gary Hespenheide Operations Specialist: Jeff Sargent Cover Photo Credit: Don Paulson Photography/ Purestock/Alamy Spectra: ©Sigma-Aldrich Co. You might even won- der whether you can learn all this material in a single year.

Library of Congress Cataloging-in-Publication Data Wade, L. The most important function of a textbook is to organize the material to show that most of organic chemistry consists of a few basic principles and many extensions and applications of these principles.

Chapter Goals (Learning Outcomes) added to each chapter align with the Essential Problem- Solving Skills at the end of each chapter as well as the Study Problems in the text and in Mastering Chemistry.

A new section on colored compounds is added in Chapter 15, including natural and synthetic dyes, and also a new section on biochemical and clinical applications of UV-visible spectroscopy.

1 2 3 4 5 6 7 8 9 10—CRK—15 14 13 12 11 To my students and colleagues at Whitman College About the Author L. “Skip” Wade decided to become a chemistry major during his sophomore year at Rice University, while taking organic chemistry from Professor Ronald M. Additional coverage on silyl ethers addresses their use as protecting groups for alcohols and carbohydrates.

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