* An emphasis on problem solving and critical thinking, key to helping students successfully meet the science and technology needs of the future. * Coverage of topics in green chemistry, nanotechnology, and biochemistry to introduce students to exciting and important frontiers of organic chemistry.

1 The Basics: Bonding and Molecular Structure 1 2 Families of Carbon Compounds: Functional Groups Intermolecular Forces, and Infrared (IR) Spectroscopy 55 3 Acids and Bases: A Introduction to Organic Reactions and Their Mechanisms 104 4 Nomenclature and Corformations of Alkanes and Cycloalkanes 142 5 Stereochemistry: Chiral Molecules 191 6 Ionic Reactions: Nucleophilic Substitution and Elimination Reactions of Alkyl Halides 239 7 Alkenes and Alkynes I: Properties and Synthesis, Elimination Reactions of Alkyl Halides 291 8 Alkenes and Alkynes II: Addition Reactions 337 9 Nuclear Magnetic Resonance and Mass Spectrometry: Tools for Structure Determination 391 10 Radical Reactions 457 11 Alcohols and Ethers: Synthesis and Reactions 498 12 Alcohols from Carbonyl Compounds: Oxidation-Reduction and Organometallic Compounds 542 13 Conjugated Unsaturated Systems 581 14 Aromatic Compounds 626 15 Reactions of Aromatic Compounds 669 16 Aldehydes and Ketones: Nucleophilic Addition to the Carbonyl Group 720 17 Carboxylic Acids and Their Derivatives: Nucleophilic Addition-Elimination at the Acyl Carbon 771 18 Reactions at the alpha Carbon of Carbonyl Compounds: Enols and Enolates 821 19 Condensation and Conjugate Addition Reactions of Carbonyl Compounds: More Chemistry of Enolates 858 20 Amines 897 21 Phenols and Aryl Halides: Nucleophilic Aromatic Substitution 944 22 Carbohydrates 979 23 Lipids 1027 24 Amino Acids and Proteins 1060 25 Nucleic Acids and Protein Synthesis 1105 Answers to Selected Problems A-1 Glossary GL-1 Index I-1