Student Study Guide/Solutions Manual
to accompany
Organic Chemistry
Sixth Edition
Prepared by
Janice Gorzynski Smith
and
Erin R. Smith
,Student Study Guide/Solutions Manual TO ACCOMPANY
Organic Chemistry, sixth EDITION
Published by McGraw-Hill Education, 2 Penn Plaza, New York, NY 10121. Copyright © 2019 by McGraw-Hill Education. All rights reserved. Printed in
the United States of America. 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 Education, 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 loV 22 21 20 19 18
ISBN 978-1-260-47567-8
MHID 1-260-47567-0
Cover image: ©Michael Lawrence/Lonely Planet Images/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 Education, and McGraw-Hill Education does not guarantee the accuracy of the information presented at these sites.
mheducation.com/highered
,Contents
Chapter 1 Structure and Bonding 1-1
Chapter 2 Acids and Bases 2-1
Chapter 3 Introduction to Organic Molecules and Functional Groups 3-1
Chapter 4 Alkanes 4-1
Chapter 5 Stereochemistry 5-1
Chapter 6 Understanding Organic Reactions 6-1
Chapter 7 Alkyl Halides and Nucleophilic Substitution 7-1
Chapter 8 Alkyl Halides and Elimination Reactions 8-1
Chapter 9 Alcohols, Ethers, and Related Compounds 9-1
Chapter 10 Alkenes 10-1
Chapter 11 Alkynes 11-1
Chapter 12 Oxidation and Reduction 12-1
Spectroscopy A Mass Spectrometry A-1
Spectroscopy B Infrared Spectroscopy B-1
Spectroscopy C Nuclear Magnetic Resonance Spectroscopy C-1
Chapter 13 Radical Reactions 13-1
Chapter 14 Conjugation, Resonance, and Dienes 14-1
Chapter 15 Benzene and Aromatic Compounds 15-1
Chapter 16 Reactions of Aromatic Compounds 16-1
Chapter 17 Introduction to Carbonyl Chemistry; Organometallic Reagents;
Oxidation and Reduction 17-1
Chapter 18 Aldehydes and Ketones—Nucleophilic Addition 18-1
Chapter 19 Carboxylic Acids and Nitriles 19-1
Chapter 20 Carboxylic Acids and Their Derivatives—Nucleophilic Acyl Substitution 20-1
Chapter 21 Substitution Reactions of Carbonyl Compounds at the α Carbon 21-1
Chapter 22 Carbonyl Condensation Reactions 22-1
Chapter 23 Amines 23-1
Chapter 24 Carbon–Carbon Bond-Forming Reactions in Organic Synthesis 24-1
Chapter 25 Pericyclic Reactions 25-1
Chapter 26 Carbohydrates 26-1
Chapter 27 Amino Acids and Proteins 27-1
Chapter 28 Synthetic Polymers 28-1
Chapter 29 Lipids (Online Only) 29-1
,
to accompany
Organic Chemistry
Sixth Edition
Prepared by
Janice Gorzynski Smith
and
Erin R. Smith
,Student Study Guide/Solutions Manual TO ACCOMPANY
Organic Chemistry, sixth EDITION
Published by McGraw-Hill Education, 2 Penn Plaza, New York, NY 10121. Copyright © 2019 by McGraw-Hill Education. All rights reserved. Printed in
the United States of America. 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 Education, 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 loV 22 21 20 19 18
ISBN 978-1-260-47567-8
MHID 1-260-47567-0
Cover image: ©Michael Lawrence/Lonely Planet Images/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 Education, and McGraw-Hill Education does not guarantee the accuracy of the information presented at these sites.
mheducation.com/highered
,Contents
Chapter 1 Structure and Bonding 1-1
Chapter 2 Acids and Bases 2-1
Chapter 3 Introduction to Organic Molecules and Functional Groups 3-1
Chapter 4 Alkanes 4-1
Chapter 5 Stereochemistry 5-1
Chapter 6 Understanding Organic Reactions 6-1
Chapter 7 Alkyl Halides and Nucleophilic Substitution 7-1
Chapter 8 Alkyl Halides and Elimination Reactions 8-1
Chapter 9 Alcohols, Ethers, and Related Compounds 9-1
Chapter 10 Alkenes 10-1
Chapter 11 Alkynes 11-1
Chapter 12 Oxidation and Reduction 12-1
Spectroscopy A Mass Spectrometry A-1
Spectroscopy B Infrared Spectroscopy B-1
Spectroscopy C Nuclear Magnetic Resonance Spectroscopy C-1
Chapter 13 Radical Reactions 13-1
Chapter 14 Conjugation, Resonance, and Dienes 14-1
Chapter 15 Benzene and Aromatic Compounds 15-1
Chapter 16 Reactions of Aromatic Compounds 16-1
Chapter 17 Introduction to Carbonyl Chemistry; Organometallic Reagents;
Oxidation and Reduction 17-1
Chapter 18 Aldehydes and Ketones—Nucleophilic Addition 18-1
Chapter 19 Carboxylic Acids and Nitriles 19-1
Chapter 20 Carboxylic Acids and Their Derivatives—Nucleophilic Acyl Substitution 20-1
Chapter 21 Substitution Reactions of Carbonyl Compounds at the α Carbon 21-1
Chapter 22 Carbonyl Condensation Reactions 22-1
Chapter 23 Amines 23-1
Chapter 24 Carbon–Carbon Bond-Forming Reactions in Organic Synthesis 24-1
Chapter 25 Pericyclic Reactions 25-1
Chapter 26 Carbohydrates 26-1
Chapter 27 Amino Acids and Proteins 27-1
Chapter 28 Synthetic Polymers 28-1
Chapter 29 Lipids (Online Only) 29-1
,
