Advanced Organic Chemistry: Structure and mechanisms, Part 1
Since its original appearance in 1977, this textbook has found wide use as a work providing broad coverage of the structure, reactivity and synthesis of organic compounds. This fourth edition provides updated material but continues the essential elements of the previous edition. The material in Part A is organized on the basis of fundamental structural topics such as stereochemistry, conformation and aromaticity and basic mechanistic types, including nucleophilic substitution, addition reactions, carbonyl chemistry, aromatic substitution and free radical reactions. The material in Part B is organized on the basis of reaction type with emphasis on reactions of importance in laboratory synthesis. As in the earlier editions, the text contains extensive references to both the primary and review literature and provides examples of data and reactions that illustrate and document the generalizations. While the text assumes completion of an introductory course in organic chemistry, it reviews the fundamental concepts for each topic that is discussed.
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Chemical Bonding and Structure
Principles of Stereochemistry
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acetic acid addition alcohols alkenes alkyl allyl anion anti axial benzene benzyl bromination carbanions carbonyl carbonyl compounds carbonyl group catalysis cation CH3 CH3 CHAPTER Chem chemical Chemistry chiral chloride conformation conjugated correlation cyclic cyclohexane cyclopropane diagram dissociation double bond electron electronegativity electrophilic elimination ELIMINATION REACTIONS enolate equatorial equilibrium esters example favorable formation free energy G. A. Olah geometry halide halogen hydrocarbons hydrogen hydrolysis indicate interaction intermediate inversion involved ionization isomer isomeric isotope effect K. B. Wiberg kcal/mol ketones kinetic leaving group mechanistic methyl molecular molecule nucleophilic substitution occurs orbitals ORGANIC REACTION oxygen Phys polar proton racemization radical rate-determining react reactant REACTION MECHANISMS reactivity reagents rearrangement relationship relative resonance result ring rotation Schleyer SECTION solution solvation solvent solvolysis species stabilization stereochemical stereochemistry STEREOELECTRONIC EFFECTS steric strain structure studies substituent substituent effects symmetry Table tetrahedral Tetrahedron Lett thermodynamic transition values York