Organic Chemistry: An Intermediate Text

Hardcover | April 30, 1999

byRobert V. Hoffman

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Organic Chemistry: An Intermediate Text provides a focused yet rigorous presentation of organic chemistry which bridges the gap between introductory undergraduate texts and advanced graduate level texts. Instead of a functional group approach, the material is presented from a structural andmechanistic point of view. The first five chapters discuss basic principles which are fundamental in understanding organic reactions and reactivity of all types. These principles include structure and bonding, oxidation levels, acidity and basicity, curved arrow notation, and stereochemistry andconformation. Subsequent topics are based on these fundamental principles and include functional group manipulation, strategies and methods for forming carbon-carbon bonds, and retrosynthetic analysis. Chapters on methods for determining reaction mechanisms and methods for organic structuredetermination round out the subject matter and provide additional insight into modern ways to investigate organic transformations. A large number of practice problems are included at the end of each chapter so that students may effectively learn and organize the information presented in the text. Clearly written and logically organized, this unique textbook provides senior undergraduate chemistry students and beginning graduate students with the advanced organic foundation necessary to move confidently into advanced graduate level courses or directly into the workplace.

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Organic Chemistry: An Intermediate Text provides a focused yet rigorous presentation of organic chemistry which bridges the gap between introductory undergraduate texts and advanced graduate level texts. Instead of a functional group approach, the material is presented from a structural andmechanistic point of view. The first five chap...

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Organic Chemistry: An Intermediate Text provides a focused yet rigorous presentation of organic chemistry which bridges the gap between sophomore level texts and advanced graduate level texts. Instead of a functional group approach, the material is presented from a structural and mechanistic point of view. The first five chapters discu...

Robert V. Hoffman is at New Mexico State University.

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Format:HardcoverDimensions:336 pages, 6.61 × 9.49 × 0.79 inPublished:April 30, 1999Publisher:Oxford University Press

The following ISBNs are associated with this title:

ISBN - 10:0195096185

ISBN - 13:9780195096187

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Table of Contents

Preface1. Functional Groups and Chemical BondingFunctional GroupsOrbitalsBonding SchemesAntibonding OrbitalsConjugated pi SymbolsAromaticity2. Oxidation States of Organic CompoundsOxidation LevelsOxidation States in AlkanesOxidation States in AlkenesOxidation States in Other Common Functional GroupsOxidation Level Changes During Reactions3. Acidity and BasicityBronsted and Lewis Acids and BasesAcid StrengthAcid-Base EquilibriaAmphoteric CompoundsStructural Effects on Acidity4. Curved Arrow NotationElectron MovementHeterolytic Bond CleavagesHeterolytic Bond FormationHomolytic Bond Breaking and Bond MakingResonance StructuresDepiction of Mechanism5. Stereochemistry and ConformationStereochemical StructuresChiralityConfiguration of Chiral CentersMultiple StereocentersOptical ActivityAbsolute ConfigurationPhysical Properties of EnantiomersResolution of EnantiomersStereoselective ReactionsFormation of EnantiomersFormation of DisastereomersConformational AnalysisConformational EnergiesA ValuesStereoelectronic Effects6. Functional Group SynthesisFunctional Group ManipulationCarboxylic AcidsEstersAmidesAcid ChloridesAldehydesKetonesImines and Imine DerivativesAlcoholsAminesAlkenesAlkanes7. Carbon-Carbon Bond Formation Between Carbon Nucleophiles and Carbon ElectrophilesSynthetic StrategyNucleophilic CarbonElectrophilic CarbonReactivity MatchingGeneration of Nucleophilic Carbon ReagentsGeneration of Electrophilic Carbon ReagentsMatching Nucleophiles with ElectrophilesEnolatesEnolate RegioisomersDiastereoselection in Aldol ReactionsOrganometallic CompoundsNeutral Carbon NucleophilesC=C FormationCyclopropanation Reactions8. Carbon-Carbon Bond Formation by Nonpolar Reactions: Free Radicals and CycloadditionsFree Radical ReactionsFree Radical PolymerizationNonpolymerization ReactionsFree Radical InitiationFree Radical CyclizationDiels-Alder ReactionHOMO-LUMO InteractionsStereoelectronic Factors1,3-Dipolar Cycloaddition Reactions9. Planning Organic SynthesesRetrosynthetic AnalysisCarbon Skeleton SynthesisUmpolung SynthonsAcetylide NucleophilesRing ConstructionRobinson AnnulationDiels-Alder Reaction10. Mechanisms of Organic ReactionsActivation EnergyActivated ComplexReaction EnergeticsStructure of the Activated ComplexThe Hammond PostulateReaction KineticsDetermining Activation EnergiesIsotope EffectsElectronic EffectsThe Hammett EquationStereochemistry11. Structure Determination of Organic CompoundsStructure DeterminationChromatographic PurificationInstrumental MethodsNuclear Magnetic Resonance SpectroscopyInfrared SpectroscopyMass SpectrometryFragmentation ProcessesIndexEach chapter ends with a Bibliography and Problems