Organic Chemistry

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  • Edition: 7th
  • Format: Hardcover
  • Copyright: 2007-01-09
  • Publisher: McGraw-Hill Science/Engineering/Math
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Throughout all seven editions, Organic Chemistry has been designed to meet the needs of the "mainstream," two-semester, undergraduate organic chemistry course. This best-selling text gives students a solid understanding of organic chemistry by stressing how fundamental reaction mechanisms function and reactions occur. With the addition of handwritten solutions, new cutting-edge molecular illustrations, updated spectroscopy coverage, seamless integration of molecular modeling exercises, and state-of-the-art multimedia tools, the 7th edition of Organic Chemistry clearly offers the most up-to-date approach to the study of organic chemistry.

Table of Contents

Structure Determines Properties
Atoms, Electrons, and Orbitals
Ionic Bonds
Covalent Bonds, Lewis Structures, and the Ocelet Rule
Double Bonds and Triple Bonds
Polar Covalent Bonds and Electronegativity Electrostatic Potential Maps
Structural Formuala of Organic Molecules
Formal Charge
The Shape of Some Simple Molecules Molecular Modeling
Molecular Dipole Moments
Curved Arrows and Chemical Reactions
Acids and Bases: The Arrhenius View
Acids and Bases: The Brønsted-Lowry View
What Happened to pKb?
How Structure Affects Acid Strength
Acid-Base Equilibria
Lewis Acids and Lewis Bases
Summary Problems Descriptive Passage and Interpretive Problems 1: Amide Lewis Structures
Alkanes and Cycloakanes: Introduction to Hydrocarbons
Classes of Hydrocarbons
Electron Waves and Chemical Bonds
Bonding in H2: The Valence Bond Model
Bonding in H2: The Molecular Orbital Model
Introduction to Alkanes: Methane, Ethane, and Propane Methane and the Biosphere
sp3 Hybridization and Bonding in Methane
Bonding in Ethane
Isomeric Alkanes: The Butanes
Higher n -Alkanes
The C5H12 Isomers
IUPAC Nomenclature of Unbranched Alkanes What''s in a Name? Organic Nonmenclature
Applying the IUPAC Rules: The Names of the C6H14 Isomers
Alkyl Groups
IUPAC Names of Highly Branched Alkanes
Cycloalkane Nomenclature
Sources of Alkanes and Cycloalkanes
Physical Properties of Alkanes and Cycloalkanes
Chemical Properties. Combustion of Alkanes
Oxidation-Reduction in Organic Chemistry Thermochemistry
sp2 Hybridization and Bonding in Ethylene
sp Hybridization and Bonding in Acetylene
Which Theory of Chemical Bonding is Best?
Summary Problems Descriptive Passage and Interpretive Problems 2: Some Biochemical Reactions of Alkanes
Alkanes andCycloalkanes: Conformations and cis-trans Stereoisomers
Conformational Analysis of Ethane
Conformational Analysis of Butane Molecular Mechanics Applied to Alkanes and Cycloalkanes
Conformations of Higher Alkanes
The Shapes of Cycloalkanes: Planar or Nonplanar
Small Rings: Cyclopropane and Cyclobutane
Conformations of Cyclohexane
Axial and Equatorial Bonds in Cyclohexane
Conformational Inversion (Ring Flipping) in Cyclohexane
Conformational Analysis of Monosubstituted Cyclohexanes
Disubstituted Cycloalkanes. Stereoisomers Enthalpy, Free Energy, and Equilibrium Constant
Conformational Analysis of Disubstituted Cyclohexanes
Medium and Large Rings
Polycyclic Ring Systems
Heterocyclic Compounds
Summary Problems Descriptive Passage and Interpretive Problems 3: Cylic Forms of Carbohydrates
Alcohols and Alkyl Halides
Functional Groups
IUPAC Nomenclature of Alkyl Halides
IUPAC Nomenclature of Alcohols
Classes of Alcohols and Alkyl Halides
Bonding in Alcohols and Alkyl Halides
Physical Properties of Alcohols and Alkyl Halides: Intermolecular Forces
Preparation of Alkyl Halides From Alcohols and Hydrogen Halides
Mechanism of the Reaction of Alcohols with Hydrogen Halides
Potential Energy Diagrams for Multistep Reactions. The SN1 Mechanism
Structure, Bonding, and Stability of Carbocations
Effect of Alcohol Structure on Reaction Rate
Reaction of Primary Alcohols with Hydrogen Halides. The SN2 Mechanism
Other Methods for Converting Alcohols to Alkyl Halides
Halogenation of Alkanes
Chlorination of Methane
Structure and Stability of Free Radicals
Mechanism of Methane Chlorination
Halogenation of Higher Alkanes From Bond Enthalpies to Heats of Reaction
Summary Problems Descriptive Passage and Interpretive Problems 4: More About Potential Energy Diagrams
Structure and Preparation of Alkenes: Elimination Reactions
Alkene Nomenclature
Structure and Bonding in Alkenes Ethylene
Isomerism in Alkenes
Naming Stereoisomeric Alkenes by the E-Z Notational System
Physical Properties on Alkenes
Relative Stabilities of Alkenes
Preparations of Alkenes: Elimination Reactions
Dehydration of Alcohols
Regioselectivity in Alcohol Dehydration: The Zaitsev Rule
Stereoselectivity in Alcohol Dehydration
The E1 and E2 Mechanisms of Alcohol Dehydration
Rearrangements in Alcohol Dehydration
Dehydrohalogenation of Alkyl Halides
The E2 Mechanism of Dehydrohalogenation of Alkyl Halides
Anti Elimination in E2 Reactions: Stereoelectronic Effects
Isotope Effects and the E2 Mechanism
The E1 Mechanism of Dehydrohalogenation of Alkyl Halides
Summary Problems Descriptive Passage and Interpretive Problems 5: A Mechanistic Preview of Addition Reactions
Reactions of Alkenes
Hydrogenation of Alkenes
Heats of Hydrogenation
Stereochemistry of Alkene Hydrogenation
Electrophilic Addition of Hydrogen Halides to Alkenes
Regioselectivity of Hydrogen Halide Addition: Markovnikov''s Rule
Mechanistic Basis for Markovnikov''s Rule Rules, Laws, Theories, and the Scientific Method
Carbocation Rearrangements in Hydrogen Halide Addition to Alkenes
Free-Radical Addition of Hydrogen Bromide to Alkenes
Addition of Sulfuric Acid to Alkenes
Acid-Catalyzed Hydration of Alkenes
Thermodynamics of Addition - Elimination Equilibria
Hydroboration-Oxidation of Alkenes
Stereochemistry of Hydroboration-Oxidation
Mechanism of Hydroboration-Oxidation
Addition of Halogens to Alkenes
Stereochemistry of Halogen Addition
Mechanism of Halogen Addition to Alkenes: Halonium Ions
Conversion of Alkenes to Vicinal Halohydrins
Epoxidation of Alkenes
Ozonolysis of Alkenes
Introduction to Organic Chemical Synthesis
Reactions of Alkenes with Alkenes: Polymerization Ethylene and Propane: The Most Important Industrial Organic Chemicals
Summary Problems Descriptive Passage and Interpretive Problems 6: Some Unusual Electrophilic Additions
Molecular Chirality: Enantiomers
The Chirality Center
Symmetry in Achiral Structures
Optical Activity
Absolute and Relative Configuration
The Cahn-Ingold-Prelog R-S Notation System
Fischer Projections
Properties of Enantiomers Chiral Drugs
Reactions That Create a Chirality Center
Chiral Molecules With Two Chirality Centers
Achiral Molecules With Two Chirality Centers
Molecules With Multiple Chirality Centers Chirality of Disubstituted Cyclohexanes
Reactions That Produce Diastereomers
Resolution of Enantiomers
Stereoregular Polymers
Chirality Centers Other Than Carbon
Summary Problems Descriptive Passage and Interpretive Problems 7: Prochirality
Nucleophilic Substitution
Functional Group Transformation by Nucleophilic Substitution
Relative Reactivity of Halide Leaving Groups
The SN2 Mechanism of Nucleophilic Substitution
Steric Effects and SN2 Reaction Rates
Nucleophiles and Nucleophilicity
The SN1 Mechanism of Nucleophilic Substitution Enzyme-Catalyzed Nucleophilic Substitution of Alkyl Halides
Carbocation Stability and SN1 Reaction Rates
Table of Contents provided by Publisher. All Rights Reserved.

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