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Adopting a bio-organic emphasis, this textbook introduces functional groups early in the text, providing an overview of and preparation for subsequent discussions. This edition includes increased coverage of Carbon 13 spectra; an expanded treatment of conformational effects of molecules, with two sections covering basic geometries of molecules and an in-depth overview of the subject; plus new material on transition metal chemistry and carbohydrate metabolism. Worked examples have been added to chapters on synthesis, and end-of-chapter problems have been expanded by more than 200. The text also includes graphics illustrating conformational effects and general stereochemical properties of organic substances.
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Table of Contents

Carbon Compounds and Chemical Bonds; Some Representative Carbon Compounds; Alkanes and Cycloalkanes, General Principles of Nomenclature Stereochemistry I: Conformational Analysis; Stereochemistry II: Chiral Molecules; Chemical Reactivity I: Ionic Reactions; Nucleophilic Substitution and Elimination Reactions of Alkyl Halides; Alkenes and Alkynes I; Properties and Synthesis; Alkenes and Alkynes II; Addition Reactions of Carbon-Carbon Multiple Bonds; Alcohols and Ethers; Chemical Reactivity II; Free Radical Reactions; Conjugated Unsaturated Systems; Aromatic Compounds I: The Phenomenon of Aromaticity; Aromatic Compounds II: Reactions of Aromatic Compounds with Electrophiles; Spectroscopic Methods of Structure Determination; Phenols and Aryl Halides; Nucleophilic Aromatic Substitution; Organic Oxidation and Reduction Reactions; Organometallic Compounds; Aldehydes and Ketones I; Nucleophilic Additions to the Carbonyl Group; Aldehydes and Ketones II; Reactions at the A-Carbon; Aldol Reactions; Carboxylic Acids and Their Derivatives: Nucleophilic Substitution at Acyl Carbon; Amines; Synthesis and Reactions of B-Dicarbonyl Compounds: More Chemistry of Enolate Ions; Carbohydrates; Lipids; Amino Acids, Proteins, and Nucleoproteins; Nucleic Acids and Protein Synthesis.

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