Advanced Organic Chemistry: Part A: Structure and Mechanisms"This essential new work, certain to become the standard text for advanced organic chemistry, offers a clearly written and well-organized treatment of all aspects of organic chemistry for the advanced undergraduate and beginning graduate student. Part A: Structure and Mechanisms develops the concepts which are applied and illustrated in its companion text, Part B: Reactions and Synthesis- together providing a sound basis for a complete one-year course. Each chapter contains numerous problems, taken from the literature, elaborating the principles developed and permitting the student to compare his conclusions with the published results. Extensively referenced, and containing an exhaustive bibliography and numerous tables and schemes. Advanced Organic Chemistry also serves as a reference source and provides an excellent foundation for classroom discussion and analysis, as well as directed self-study. The book's detailed coverage of major new reactions and synthetic methods is particularly valuable to the practicing chemist who wishes to review the most up-to-date development in the field. Part B: Reactions and Synthesis emphasizes the synthetic application of organic reactions and includes sufficient discussion of mechanisms to clearly reveal the basis for the selectivity of reactions and their stereochemistry. Covering most of the important reactions presently used in organic synthesis, this text incorporates a multitude of schemes and tables illustrating specific synthetic transformations and their yields. The book is organized for easy didactic use according to reaction types rather than functional groups, and considers synthetic tactics and strategies as well as special features of macromolecular synthesis. Areas covered include: alkylation and condensation reactions of enolates and other carbon nucleophiles; addition reactions of alkenes; synthesis via organometallic compounds; reactions involving carbenes, nitrenes, and other electron-deficient intermediates; aromatic substitution; oxidation; reduction methods."-Publisher |
Contents
Chemical Bonding and Molecular Structure | 1 |
Stereochemical Principles | 40 |
Conformational and Other Steric Effects | 72 |
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acetate acid addition alcohols alkenes alkyl anion anti axial barrier benzene bond lengths bromine C-H bond calculations carbanion carbon atom carbonium ion carbonyl carbonyl compounds catalysis cation CH₂ CHAPTER 5 NUCLEOPHILIC Chem chemical chiral chloride CO₂H constant cyclohexane delocalization double bond electron ELECTROPHILIC AROMATIC SUBSTITUTION ELIMINATION REACTIONS enol equatorial equilibrium ester example formation free energy G. A. Olah geometry H H H H,C H H₂O halide hydrocarbons hydrogen hydrolysis interaction intermediate involved ion pair ionization isotope effect kcal/mol ketones kinetic leaving group mechanistic methanol methyl molecular orbital molecule nucleophilic substitution nucleophilic substitution reactions observed olefin ORGANIC REACTION oxygen planar proton racemization rate-determining step reactants REACTION MECHANISMS reactivity rearrangement relative repulsion resonance ring rotation SECTION solvation solvent solvolysis species stability stereochemical stereochemistry stereoisomers STERIC EFFECTS strain Streitwieser structure studies substituent substrate Table tetrahedral tion torsional tosylate transition Waals York