Janice Gorzynski Smith - General, Organic, & Biological Chemistry

page i General, Organic, & Biological CHEMISTRY Fifth Edition Janice Gorzynski Smith University of Hawaii at Ma-noa GENERAL, ORGANIC, & BIOLOGICAL CHEMISTRY Published by McGraw Hill LLC, 1325 Avenue of the Americas, New York, NY 10121. Copyright 2022 by McGraw Hill LLC. All rights reserved. Printed in the United States of America. Previous editions 2019, 2016, and 2013. No part of this publication may be reproduced or distributed in any form or by any means, or stored in a database or retrieval system, without the prior written consent of McGraw Hill LLC, including, but not limited to, in any network or other electronic storage or transmission, or broadcast for distance learning.

Some ancillaries, including electronic and print components, may not be available to customers outside the United States. This book is printed on acid-free paper. 1 2 3 4 5 6 7 8 9 LWI 24 23 22 21 ISBN 978-1-264-64741-5 MHID 1-264-64741-7 Cover Image: Douglas Klug/Getty Images All credits appearing on page or at the end of the book are considered to be an extension of the copyright page. The Internet addresses listed in the text were accurate at the time of publication. The inclusion of a website does not indicate an endorsement by the authors or McGraw Hill LLC, and McGraw Hill LLC does not guarantee the accuracy of the information presented at these sites. mheducation.com/highered page iii About the Author Daniel C.

Smith Janice Gorzynski Smith was born in Schenectady, New York. She received an A.B. degree summa cum laude in chemistry at Cornell University and a Ph.D. in Organic Chemistry from Harvard University under the direction of Nobel Laureate E. J. Corey.

During her tenure with the Corey group, she completed the total synthesis of the plant growth hormone gibberellic acid. Following her postdoctoral work, Jan joined the faculty of Mount Holyoke College where she was employed for 21 years. During this time she was active in teaching chemistry lecture and lab courses, conducting a research program in organic synthesis, and serving as department chair. Her organic chemistry class was named one of Mount Holyokes Dont-miss courses in a survey by Boston magazine. After spending two sabbaticals amidst the natural beauty and diversity in Hawaii in the 1990s, Jan and her family moved there permanently in 2000. Most recently, she has served as a faculty member at the University of Hawaii at Mnoa.

In 2003, she received the Chancellors Citation for Meritorious Teaching. Jan resides in Hawaii with her husband Dan, an emergency medicine physician, pictured with her hiking in Laos in 2019. She has four children and nine grandchildren. When not teaching, writing, or enjoying her family, Jan bikes, hikes, snorkels, and scuba dives in sunny Hawaii, and time permitting, enjoys travel and Hawaiian quilting. D edicated to my family, especially Max, Oliver, Alijah, Koa, Logan, Elliott, Penelope, Otis, and Isabelle About the cover Giant kelp, a type of marine algae that grows in dense forests in cold ocean waters, is a source of atmospheric chloromethane (CHCl), a simple organic compound that contains the halogen chlorine. Chloromethane, a colorless gas with a faint odor, is also formed in forests by wood-rotting fungi and is released during volcanic eruptions.

Because it is a key compound in the manufacture of polymers and drugs, chloromethane is extensively produced by the chemical industry, but most of the chloromethane in the atmosphere is natural in origin. In General, Organic, & Biological Chemistry, we learn about the chemical properties of compounds like chloromethane. page iv Brief Contents Available online only in McGraw-Hill Connect and Create TM page v Contents Daniel C. Smith Daniel C. Smith page vi Mark Dierker/McGraw-Hill Buttchi 3 Sha Life/Shutterstock page vii Jill Braaten page viii Smereka/Shutterstock Daniel C. Smith page ix Science Photo Library/Alamy Stock Photo page x Mark Dierker/McGraw-Hill ClarkandCompany/Getty Images page xi Kzenon/Alamy stock Photo Daniel C.

Smith page xii Hin255/iStock/Getty Images page xiii Ed Reschke PeskyMonkey/Getty Images page xiv Alessandro0770/Getty Images Likit Supasai/Shutterstock page xv Daniel C. Smith page xvi Fcafotodigital/iStock/Getty Images