BRIEF CONTENT S 1 CHEMICAL BONDING 2 ALKANES 3 CONFORMATIONS OF ALKANES AND CYCLOALKANES 739 4 ALCOHOLS AND ALKYL HALIDES 5 STRUCTURE AND PREPARATION OF ALKENES: ELIMINATION REACTIONS 167 6 REACTIONS OF ALKENES: ADDITION REACTIONS 7 STEREOCHEMISTRY 8 NUCLEOPHILIC SUBSTITUTION 9 ALKYNES 0 CONJUGATION IN ALKADIENES AND ALLYLIC SYSTEMS 11 ARENES AND AROMATICITY 398 12 REACTIONS OF ARENES: ELECTROPHILIC AROMATIC SUBSTITUTION 13 SPECTROSCOPY 14 ORGANOMETALLIC COMPOUNDS 15 ALCOHOLS DIOLS AND THIOLS 16 ETHERS EPOXIDES AND SULFIDES 17 ALDEHYDES AND KETONES: NUCLEOPHILIC ADDITION TO THE CARBONYL GROUP 654 18 ENOLS AND ENOLATES 19 CARBOXYLIC ACIDS 20 CARBOXYLIC ACID DERIVATIVES: NUCLEOPHILIC ACYL SUBSTITUTION 21 ESTER ENOLATES 22 AMINES 23 ARYL HALIDES 24 PHENOLS 25 CARBOHYDRATE 27 AMINO ACIDS. PEPTIDES AND PROTEINS. NUCLEIC ACIDS APPENDIX 1 PHYSICAL PROPERTIES A-1 APPENDIX 2 ANSWERS TO IN-TEXT PROBLEMS A-9 APPENDIX 3 LEARNING CHEMISTRY WITH MOLECULAR MODELS. Using Spartan Build and Spartan View GLOSSARY G-1 CREDITS C-1 INDEX -1 Forward Main Menu TOC Study Guide Toc Student OLCMHHE Websiteix BRIEF CONTENTS Preface xxv Introduction 1 1 CHEMICAL BONDING 7 2 ALKANES 53 3 CONFORMATIONS OF ALKANES AND CYCLOALKANES 89 4 ALCOHOLS AND ALKYL HALIDES 126 5 STRUCTURE AND PREPARATION OF ALKENES: ELIMINATION REACTIONS 167 6 REACTIONS OF ALKENES: ADDITION REACTIONS 208 7 STEREOCHEMISTRY 259 8 NUCLEOPHILIC SUBSTITUTION 302 9 ALKYNES 339 10 CONJUGATION IN ALKADIENES AND ALLYLIC SYSTEMS 365 11 ARENES AND AROMATICITY 398 12 REACTIONS OF ARENES: ELECTROPHILIC AROMATIC SUBSTITUTION 443 13 SPECTROSCOPY 487 14 ORGANOMETALLIC COMPOUNDS 546 15 ALCOHOLS, DIOLS, AND THIOLS 579 16 ETHERS, EPOXIDES, AND SULFIDES 619 17 ALDEHYDES AND KETONES: NUCLEOPHILIC ADDITION TO THE CARBONYL GROUP 654 18 ENOLS AND ENOLATES 701 19 CARBOXYLIC ACIDS 736 20 CARBOXYLIC ACID DERIVATIVES: NUCLEOPHILIC ACYL SUBSTITUTION 774 21 ESTER ENOLATES 831 22 AMINES 858 23 ARYL HALIDES 917 24 PHENOLS 939 25 CARBOHYDRATES 972 26 LIPIDS 1015 27 AMINO ACIDS, PEPTIDES, AND PROTEINS. NUCLEIC ACIDS 1051 APPENDIX 1 PHYSICAL PROPERTIES A-1 APPENDIX 2 ANSWERS TO IN-TEXT PROBLEMS A-9 APPENDIX 3 LEARNING CHEMISTRY WITH MOLECULAR MODELS: Using SpartanBuild and SpartanView A-64 GLOSSARY G-1 CREDITS C-1 INDEX I-1