Table of Contents: Organic Chemistry.

Organic Chemistry.

Bibliographic Details
Main Author:	McMurry, John E.
Format:	eBook
Language:	English
Published:	Mason, OH : Cengage, 2016.
Edition:	9th ed.
Subjects:	Chemistry, Organic-Textbooks. Electronic books.
Online Access:	View fulltext via EzAccess

Table of Contents:

Intro
Brief Contents
Detailed Contents
Preface
Ch 1: Structure and Bonding
1-1: Atomic Structure: The Nucleus
1-2: Atomic Structure: Orbitals
1-3: Atomic Structure: Electron Configurations
1-4: Development of Chemical Bonding Theory
1-5: Describing Chemical Bonds: Valence Bond Theory
1-6: sp3 Hybrid Orbitals and the Structure of Methane
1-7: sp3 Hybrid Orbitals and the Structure of Ethane
1-8: sp2 Hybrid Orbitals and the Structure of Ethylene
1-9: sp Hybrid Orbitals and the Structure of Acetylene
1-10: Hybridization of Nitrogen, Oxygen, Phosphorus, and Sulfur
1-11: Describing Chemical Bonds: Molecular Orbital Theory
1-12: Drawing Chemical Structures
Summary
Ch 2: Polar Covalent Bonds
Acids and Bases
2-1: Polar Covalent Bonds: Electronegativity
2-2: Polar Covalent Bonds: Dipole Moments
2-3: Formal Charges
2-4: Resonance
2-5: Rules for Resonance Forms
2-6: Drawing Resonance Forms
2-7: Acids and Bases: The Bronsted-Lowry Definition
2-8: Acid and Base Strength
2-9: Predicting Acid-Base Reactions from pKa Values
2-10: Organic Acids and Organic Bases
2-11: Acids and Bases: The Lewis Definition
2-12: Noncovalent Interactions between Molecules
Summary
Ch 3: Organic Compounds: Alkanes and Their Stereochemistry
3-1: Functional Groups
3-2: Alkanes and Alkane Isomers
3-3: Alkyl Groups
3-4: Naming Alkanes
3-5: Properties of Alkanes
3-6: Conformations of Ethane
3-7: Conformations of Other Alkanes
Summary
Ch 4: Organic Compounds: Cycloalkanes and Their Stereochemistry
4-1: Naming Cycloalkanes
4-2: Cis-Trans Isomerism in Cycloalkanes
4-3: Stability of Cycloalkanes: Ring Strain
4-4: Conformations of Cycloalkanes
4-5: Conformations of Cyclohexane
4-6: Axial and Equatorial Bonds in Cyclohexane.
4-7: Conformations of Monosubstituted Cyclohexanes
4-8: Conformations of Disubstituted Cyclohexanes
4-9: Conformations of Polycyclic Molecules
Summary
Ch 5: Stereochemistry at Tetrahedral Centers
5-1: Enantiomers and the Tetrahedral Carbon
5-2: The Reason for Handedness in Molecules: Chirality
5-3: Optical Activity
5-4: Pasteur's Discovery of Enantiomers
5-5: Sequence Rules for Specifying Configuration
5-6: Diastereomers
5-7: Meso Compounds
5-8: Racemic Mixtures and the Resolution of Enantiomers
5-9: A Review of Isomerism
5-10: Chirality at Nitrogen, Phosphorus, and Sulfur
5-11: Prochirality
5-12: Chirality in Nature and Chiral Environments
Summary
Ch 6: An Overview of Organic Reactions
6-1: Kinds of Organic Reactions
6-2: How Organic Reactions Occur: Mechanisms
6-3: Radical Reactions
6-4: Polar Reactions
6-5: An Example of a Polar Reaction: Addition of HBr to Ethylene
6-6: Using Curved Arrows in Polar Reaction Mechanisms
6-7: Describing a Reaction: Equilibria, Rates, and Energy Changes
6-8: Describing a Reaction: Bond Dissociation Energies
6-9: Describing a Reaction: Energy Diagrams and Transition States
6-10: Describing a Reaction: Intermediates
6-11: A Comparison between Biological Reactions and Laboratory Reactions
Summary
Practice Your Scientific Analysis and Reasoning I: The Chiral Drug Thalidomide
Ch 7: Alkenes: Structure and Reactivity
7-1: Industrial Preparation and Use of Alkenes
7-2: Calculating Degree of Unsaturation
7-3: Naming Alkenes
7-4: Cis-Trans Isomerism in Alkenes
7-5: Alkene Stereochemistry and the E,Z Designation
7-6: Stability of Alkenes
7-7: Electrophilic Addition Reactions of Alkenes
7-8: Orientation of Electrophilic Additions: Markovnikov's Rule
7-9: Carbocation Structure and Stability.
7-10: The Hammond Postulate
7-11: Evidence for the Mechanism of Electrophilic Additions: Carbocation Rearrangements
Summary
Ch 8: Alkenes: Reactions and Synthesis
8-1: Preparing Alkenes: A Preview of Elimination Reactions
8-2: Halogenation of Alkenes: Addition of X2
8-3: Halohydrins from Alkenes: Addition of HOX
8-4: Hydration of Alkenes: Addition of H2O by Oxymercuration
8-5: Hydration of Alkenes: Addition of H2O by Hydroboration
8-6: Reduction of Alkenes: Hydrogenation
8-7: Oxidation of Alkenes: Epoxidation and Hydroxylation
8-8: Oxidation of Alkenes: Cleavage to Carbonyl Compounds
8-9: Addition of Carbenes to Alkenes: Cyclopropane Synthesis
8-10: Radical Additions to Alkenes: Chain-Growth Polymers
8-11: Biological Additions of Radicals to Alkenes
8-12: Reaction Stereochemistry: Addition of H2O to an Achiral Alkene
8-13: Reaction Stereochemistry: Addition of H2O to a Chiral Alkene
Summary
Ch 9: Alkynes: An Introduction to Organic Synthesis
9-1: Naming Alkynes
9-2: Preparation of Alkynes: Elimination Reactions of Dihalides
9-3: Reactions of Alkynes: Addition of HX and X2
9-4: Hydration of Alkynes
9-5: Reduction of Alkynes
9-6: Oxidative Cleavage of Alkynes
9-7: Alkyne Acidity: Formation of Acetylide Anions
9-8: Alkylation of Acetylide Anions
9-9: An Introduction to Organic Synthesis
Summary
Ch 10: Organohalides
10-1: Names and Structures of Alkyl Halides
10-2: Preparing Alkyl Halides from Alkanes: Radical Halogenation
10-3: Preparing Alkyl Halides from Alkenes: Allylic Bromination
10-4: Stability of the Allyl Radical: Resonance Revisited
10-5: Preparing Alkyl Halides from Alcohols
10-6: Reactions of Alkyl Halides: Grignard Reagents
10-7: Organometallic Coupling Reactions
10-8: Oxidation and Reduction in Organic Chemistry
Summary.
Ch 11: Reactions of Alkyl Halides: Nucleophilic Substitutions and Eliminations
11-1: The Discovery of Nucleophilic Substitution Reactions
11-2: The SN2 Reaction
11-3: Characteristics of the SN2 Reaction
11-4: The SN1 Reaction
11-5: Characteristics of the SN1 Reaction
11-6: Biological Substitution Reactions
11-7: Elimination Reactions: Zaitsev's Rule
11-8: The E2 Reaction and the Deuterium Isotope Effect
11-9: The E2 Reaction and Cyclohexane Conformation
11-10: The E1 and E1cB Reactions
11-11: Biological Elimination Reactions
11-12: A Summary of Reactivity: SN1, SN2, E1, E1cB, and E2
Summary
Practice Your Scientific Analysis and Reasoning II: From Mustard Gas to Alkylating Anticancer Drugs
Ch 12: Structure Determination: Mass Spectrometry and Infrared Spectroscopy
12-1: Mass Spectrometry of Small Molecules: Magnetic-Sector Instruments
12-2: Interpreting Mass Spectra
12-3: Mass Spectrometry of Some Common Functional Groups
12-4: Mass Spectrometry in Biological Chemistry: Time-of-Flight (TOF) Instruments
12-5: Spectroscopy and the Electromagnetic Spectrum
12-6: Infrared Spectroscopy
12-7: Interpreting Infrared Spectra
12-8: Infrared Spectra of Some Common Functional Groups
Summary
Ch 13: Structure Determination: Nuclear Magnetic Resonance Spectroscopy
13-1: Nuclear Magnetic Resonance Spectroscopy
13-2: The Nature of NMR Absorptions
13-3: The Chemical Shift
13-4: Chemical Shifts in 1H NMR Spectroscopy
13-5: Integration of 1H NMR Absorptions: Proton Counting
13-6: Spin-Spin Splitting in 1H NMR Spectra
13-7: 1H NMR Spectroscopy and Proton Equivalence
13-8: More Complex Spin-Spin Splitting Patterns
13-9: Uses of 1H NMR Spectroscopy
13-10: 13C NMR Spectroscopy: Signal Averaging and FT-NMR
13-11: Characteristics of 13C NMR Spectroscopy.
13-12: DEPT 13C NMR Spectroscopy
13-13: Uses of 13C NMR Spectroscopy
Summary
Ch 14: Conjugated Compounds and Ultraviolet Spectroscopy
14-1: Stability of Conjugated Dienes: Molecular Orbital Theory
14-2: Electrophilic Additions to Conjugated Dienes: Allylic Carbocations
14-3: Kinetic versus Thermodynamic Control of Reactions
14-4: The Diels-Alder Cycloaddition Reaction
14-5: Characteristics of the Diels-Alder Reaction
14-6: Diene Polymers: Natural and Synthetic Rubbers
14-7: Ultraviolet Spectroscopy
14-8: Interpreting Ultraviolet Spectra: The Effect of Conjugation
14-9: Conjugation, Color, and the Chemistry of Vision
Summary
Practice Your Scientific Analysis and Reasoning III: Photodynamic Therapy (PDT)
Ch 15: Benzene and Aromaticity
15-1: Naming Aromatic Compounds
15-2: Structure and Stability of Benzene
15-3: Aromaticity and the Huckel 4n + 2 Rule
15-4: Aromatic Ions
15-5: Aromatic Heterocycles: Pyridine and Pyrrole
15-6: Polycyclic Aromatic Compounds
15-7: Spectroscopy of Aromatic Compounds
Summary
Ch 16: Chemistry of Benzene: Electrophilic Aromatic Substitution
16-1: Electrophilic Aromatic Substitution Reactions: Bromination
16-2: Other Aromatic Substitutions
16-3: Alkylation and Acylation of Aromatic Rings: The Friedel-Crafts Reaction
16-4: Substituent Effects in Electrophilic Substitutions
16-5: Trisubstituted Benzenes: Additivity of Effects
16-6: Nucleophilic Aromatic Substitution
16-7: Benzyne
16-8: Oxidation of Aromatic Compounds
16-9: Reduction of Aromatic Compounds
16-10: Synthesis of Polysubstituted Benzenes
Summary
Ch 17: Alcohols and Phenols
17-1: Naming Alcohols and Phenols
17-2: Properties of Alcohols and Phenols
17-3: Preparation of Alcohols: A Review
17-4: Alcohols from Carbonyl Compounds: Reduction.
17-5: Alcohols from Carbonyl Compounds: Grignard Reaction.

Organic Chemistry.

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