
Organic Chemistry, Second Edition
Hardcover | 1 January 2006 | Edition Number 2
At a Glance
1066 Pages
Revised
25.4 x 22.23 x 5.72
Hardcover
$283.99
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"Sorrell's Organic Chemistry is a breath of fresh air. It is a truly distinctive approach to the discipline that emphasizes the mechanistic similarities of processes rather than presenting them in the standard functional group approach."--Peter Dibble
"Student response to the first edition of Sorrell's Organic Chemistry has been overwhelmingly positive. I expect response to the streamlined second edition to be even better."--Rene Boere, The University of Lethbridge
"The Second Edition of Sorrell's Organic Chemistry is working well for our course on organic chemistry with a biological emphasis. It is a great combination of rigor and easy reading."--Martin Semmelhack, Princeton University
"This new edition of Sorrell's Organic Chemistry is a great contribution to those interested in teaching organic with an eye toward biochemistry. Students very much appreciated the clarity of the writing and pertinent biological examples."--Josh Rabinowitz, Princeton University
| Preface | p. xvii |
| To the Student | p. xix |
| To the Instructor | p. xxi |
| Acknowledgments | p. xxiii |
| The Structures of Organic Molecules | p. 1 |
| Structural Components of Organic Molecules | p. 2 |
| Structural Formulas and Condensed Structures | p. 3 |
| Systematic Nomenclature: IUPAC Names | p. 9 |
| Constitutional Isomers and Hydrocarbon Substituents | p. 18 |
| Naming Organic Compounds | p. 25 |
| Chapter Summary | p. 29 |
| Bonding in Organic Molecules | p. 35 |
| Lewis Structures | p. 35 |
| Bond Properties | p. 40 |
| Resonance Structures | p. 43 |
| The Formation of Bonds | p. 49 |
| Hybrid Orbitals and Shapes of Molecules | p. 51 |
| Bonus with Herteroatoms | p. 60 |
| Delocauzed 71 Electron Systems | p. 63 |
| Noncovalent Interactions | p. 66 |
| Chapter Summary | p. 70 |
| The Conformations of Organic Molecules | p. 77 |
| Conformations of Acyclic Compounds | p. 77 |
| Conformations of Cyclic Compounds | p. 82 |
| Conformations of Substituted Cyclohexanes | p. 87 |
| Conformations of Other Cyclic Compounds | p. 97 |
| Chapter Summary | p. 100 |
| The Stereochemistry of Organic Molecules | p. 105 |
| Geometric Isomers of Alkenes | p. 105 |
| Chirality and Enantiomers | p. 110 |
| Diastereomers | p. 123 |
| Fischer Projections | p. 127 |
| Reaction Stereochemistry: A Preview | p. 129 |
| Chapter Summary | p. 130 |
| Chemical Reactions and Mechanisms | p. 737 |
| General Aspects of Reactions | p. 137 |
| Acid-Base Reactions | p. 143 |
| Reaction Mechanisms | p. 154 |
| Reaction Coordinate Diagrams | p. 159 |
| Reactions in Biological Systems | p. 165 |
| Chapter Summary | p. 171 |
| Substitution Reactions of Alkyl Halides | p. 177 |
| Fundamental Aspects of Substitution Reactions | p. 177 |
| The SN1 Reaction of Alkyl Halides | p. 183 |
| The SN2 Reaction of Alkyl Halides | p. 196 |
| A Comparison of the SN1 and SN2 Mechanisms | p. 204 |
| Chapter Summary | p. 205 |
| Substitution Reactions of Alcohols and Related Compounds | p. 277 |
| Substitution Reactions of Alcohols | p. 211 |
| Substitution Reactions of Ethers and Epoxides | p. 218 |
| Substitution Reactions of Thiols and Thioethers | p. 226 |
| Substitution Reactions in Biochemical Systems | p. 228 |
| Chapter Summary | p. 231 |
| Elimination Reactions of Alkyl Halides, Alcohols, and Related Compounds | p. 239 |
| The E1 Reaction | p. 240 |
| The E2 Reaction | p. 246 |
| Substitution Versus Elimination | p. 253 |
| Elimination Reactions in Biology | p. 257 |
| Chapter Summary | p. 259 |
| Addition Reactions of Alkenes and Alkynes | p. 267 |
| Electrophilic Addition Reactions of Alkenes | p. 267 |
| Electrophilic Addition Reactions of Alkynes | p. 276 |
| The Formation of Carbon-Carbon Bonds | p. 279 |
| Hydroboration Reactions of [Pi] Bonds | p. 285 |
| The Addition of Carbenes to [Pi] Bonds | p. 293 |
| Chapter Summary | p. 295 |
| Addition Reactions of Conjugated Dienes | p. 303 |
| The Structures of Dienes | p. 303 |
| Bonding in Conjugated Dienes | p. 307 |
| Electrophilic Addition to Conjugated Dienes | p. 313 |
| The Diels-Alder Reaction | p. 317 |
| Chapter Summary | p. 324 |
| Oxidation and Reduction Reactions | p. 331 |
| Oxidation States in Organic Molecules | p. 331 |
| Hydrogenation Reactions | p. 334 |
| Oxidation Reactions of Alkenes | p. 338 |
| Oxidation Reactions of Alcohols | p. 346 |
| Oxidation Reactions of Amines | p. 353 |
| Chapter Summary | p. 355 |
| Free Radical Reactions | p. 363 |
| Free Radical Halogenation Reactions | p. 363 |
| Reduction via Radical Intermediates | p. 374 |
| Free Radical Addition Reactions | p. 378 |
| Oxidation via Radical Intermediates | p. 382 |
| Chapter Summary | p. 389 |
| Proton and Carbon NMR Spectroscopy | p. 397 |
| Chemical Shifts and Proton Equivalence | p. 398 |
| Spin Coupling in Simple Systems | p. 408 |
| Interpreting and Predicting 1h NMR Spectra | p. 413 |
| Spin Coupling in More Complex Systems | p. 420 |
| Carbon NMR Spectra | p. 426 |
| Interpreting 13C NMR Spectra | p. 430 |
| Chapter Summary | p. 435 |
| Determining the Structures of Organic Molecules | p. 445 |
| Analytical Data in Structure Determinations | p. 445 |
| Mass Spectrometry | p. 449 |
| Infrared Spectroscopy | p. 458 |
| Combined Structure Determination Exercises | p. 470 |
| Chapter Summary | p. 478 |
| Organometallic Reagents and Chemical Synthesis | p. 487 |
| Carbon-Carbon Bond Formation | p. 487 |
| Organomagnesium and Lithium Compounds | p. 489 |
| Transition Metal Organometallic Compounds | p. 498 |
| Retrosynthesis | p. 506 |
| Selectivity Criteria in Synthesis | p. 511 |
| Chapter Summary | p. 516 |
| Asymmetric Reactions and Synthesis | p. 525 |
| Chiral Compounds | p. 525 |
| Enantiomeric Resolution | p. 528 |
| Asymmetric Synthesis | p. 530 |
| Enantioselective Addition Reactions | p. 538 |
| Synthetic Design of Chiral Molecules | p. 548 |
| Chapter Summary | p. 554 |
| The Chemistry of Benzene and Its Derivatives | p. 567 |
| Structural Aspects of Aromatic Molecules | p. 562 |
| Electrophilic Substitution Reactions of Benzene | p. 569 |
| Electrophilic Substitution Reactions of Benzene Derivatives | p. 574 |
| Other Reactions of Benzene and Its Derivatives | p. 587 |
| Chapter Summary | p. 594 |
| Nucleophilic Addition Reactions of Aldehydes and Ketones | p. 605 |
| General Aspects of Nucleophilic Addition Reactions | p. 606 |
| Nucleophilic Addition Reactions | p. 608 |
| Reduction Reactions of Aldehydes and Ketones | p. 612 |
| Oxidation Reactions of Aldehydes and Ketones | p. 622 |
| Chapter Summary | p. 625 |
| Addition-Substitution Reactions of Aldehydes and Ketones: Carbohydrate Chemistry | p. 635 |
| Hemiacetals and Acetals | p. 636 |
| Acetals as Protecting Groups | p. 640 |
| Carbohydrates | p. 643 |
| Glycosides | p. 651 |
| Oxidation and Reduction Reactions of Carbohydrates | p. 658 |
| Chapter Summary | p. 661 |
| Addition-Elimination Reactions of Aldehydes and Ketones | p. 669 |
| Compounds with Carbon-Nitrogen Double Bonds | p. 669 |
| Imine Chemistry and Biochemistry | p. 675 |
| Enamines | p. 682 |
| Ylides | p. 684 |
| Chapter Summary | p. 691 |
| Addition-Elimination Reactions of Carboxylic Acids and Derivatives | p. 701 |
| General Aspects of Structure and Reactivity | p. 702 |
| Reactions of Carboxylic Acids | p. 706 |
| The Chemistry of Acid Chlorides, Thioesters, and Anhydrides | p. 710 |
| The Chemistry of Esters | p. 715 |
| The Chemistry of Amides | p. 719 |
| The Chemistry of Nitriles | p. 724 |
| Reactions with Organometallic Compounds | p. 725 |
| Reduction Reactions of Carboxylic Acids and Derivatives | p. 728 |
| Chapter Summary | p. 731 |
| The Acid-Base Chemistry of Carbonyl Compounds | p. 745 |
| Acidity of Carbonyl Compounds | p. 745 |
| Enols and Enolate Ions | p. 751 |
| Reactions of Enolate Ions | p. 759 |
| Dicarbonyl Compounds | p. 766 |
| Reactions of Amide and Imide Ions | p. 772 |
| Chapter Summary | p. 775 |
| The Nucleophilic Addition Reactions of Enolate Ions | p. 787 |
| The Aldol Reaction | p. 787 |
| Crossed-Aldol Reactions | p. 791 |
| The Claisen Condensation | p. 802 |
| Crossed-Claisen Condensations | p. 806 |
| Chapter Summary | p. 816 |
| Conjugate Addition Reactions of Unsaturated Carbonyl Compounds | p. 823 |
| [alpha],[Beta]-Unsaturated Carbonyl Compounds | p. 824 |
| Conjugate Addition Reactions | p. 827 |
| Conjugate Addition Reactions of Carbanions | p. 834 |
| Reduction Reactions | p. 843 |
| Chapter Summary | p. 848 |
| The Chemistry of Polycyclic and Heterocyclic Arenes | p. 559 |
| Polycyclic Aromatic Compounds | p. 859 |
| Pyridine and Related Heterocycles | p. 864 |
| Pyrrole and Related Heterocycles | p. 873 |
| Azoles | p. 879 |
| Chapter Summary | p. 886 |
| Polymers and Polymerization | p. 893 |
| Polymers and Their Properties | p. 893 |
| Chain-Growth Polymerization | p. 898 |
| Step-Growth Polymerization | p. 904 |
| Modification of Polymers | p. 911 |
| Chapter Summary | p. 914 |
| Amino Acids, Peptides, and Proteins | p. 921 |
| Amino Acids | p. 921 |
| Chemical Synthesis of Amino Acids | p. 927 |
| Asymmetric Synthesis of Amino Acids | p. 930 |
| Peptide Synthesis and Analysis | p. 935 |
| Protein Structures | p. 942 |
| Chapter Summary | p. 947 |
| Nucleic Acids and Molecular Recognition | p. 953 |
| Nucleosides and Nucleotides | p. 953 |
| Nucleic Acid Structures | p. 961 |
| Molecular Recognition | p. 969 |
| Crown Ethers and Cryptands | p. 969 |
| Cavity-Containing Molecules | p. 974 |
| Recognition Using Hydrogen Bonds | p. 977 |
| Chapter Summary | p. 982 |
| Appendix | p. A-1 |
| Glossary | p. G-1 |
| Index | p. i-1 |
| Table of Contents provided by Ingram. All Rights Reserved. |
ISBN: 9781891389382
ISBN-10: 1891389386
Published: 1st January 2006
Format: Hardcover
Language: English
Number of Pages: 1066
Audience: Professional and Scholarly
Publisher: UNIV SCIENCE BOOKS
Country of Publication: US
Edition Number: 2
Edition Type: Revised
Dimensions (cm): 25.4 x 22.23 x 5.72
Weight (kg): 2.43
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