Table of Contents

1 Structure Determines Properties2 Alkanes and Cycloakanes: Introduction to Hydrocarbons3 Alkanes and Cycloalkanes: Introduction to StereoChemistry4 Alcohols and Alkyl Halides: Introduction to Reaction Mechanisms5 Structure and Preparation of Alkenes: Elimination Reactions6 Addition Reactions of Alkenes7 Chirality8 Nucleophilic Substitution9 Alkynes10 Conjugation in Alkadienes and Allylic Systems 11 Arenes and Aromaticity12 Electrophilic and Nucleophilic Aromatic Substitution13 Spectroscopy14 Organometallic Compounds15 Alcohols, Diols, and Thiols16 Ethers, Epoxides, and Sulfides17 Aldehydes and Ketones: Nucleophilic Addition to the Carbonyl Group18 Carboxylic Acids19 Acid Derivatives 20 Enols and Enolates21 Amines22 Phenols 23 Carbohydrates24 Lipids25 Amino Acids, Peptides, and Proteins26 Nucleosides, Nucleotides, and Nucleic Acids27 Synthetic PolymersAppendix 1 Physical PropertiesAppendix 2 Answers to In-Text ProblemsGLOSSARY CREDITS INDEX

About the Author

Francis A. Carey is a native of Pennsylvania, educated in the public schools of Philadelphia, at Drexel University (B.S. in chemistry, 1959), and at Penn State (Ph.D. 1963). Following postdoctoral work at Harvard and military service, he was appointed to the chemistry faculty of the University of Virginia in 1966. Prior to retiring in 2000, he regularly taught the two-semester lecture courses in general chemistry and organic chemistry. With his students, Professor Carey has published over forty research papers in synthetic and mechanistic organic chemistry. In addition to this text, he is coauthor (with Robert C. Atkins) of Organic Chemistry: A Brief Course and (with Richard J. Sundberg) of Advanced Organic Chemistry, a two-volume treatment designed for graduate students and advanced undergraduates. He was a member of the Committee of Examiners of The Graduate Record Examination in Chemistry from 1993-2000. Frank and his wife Jill, who is a teacher/director of a preschool and a church organist, are the parents of Andy, Bob, and Bill and the grandparents of Riyad and Ava. Robert M. Giuliano