Organic Chemistry

by Clayden, Jonathan; Greeves, Nick; Warren, Stuart; Wothers, Peter

• ISBN13: 9780198503460
• ISBN10: 0198503466
• Edition: 1st
• Format: Paperback
• Copyright: 2000-08-31
• Publisher: Oxford University Press

Summary

This new and innovative text helps students develop a deeper understanding of organic chemistry. It treats the subject as a coherent whole, complete with numerous logical connections, consequences, and an underlying structure and "language." Employing an approach based on mechanism and reaction type, the book empasizes understanding ideas rather than merely memorizing facts. It shows students how to realistically draw molecules and mechanisms to reveal the fundamental chemistry. Using a fresh, accessible writing style as well as examples from everyday life, the authors explain the basics of organic chemistry carefully and thoroughly. A special focus on mechanism, orbitals, and stereochemistry helps students gain a solid comprehension of important factors common to all reactions. The book's innovative design enhances clarity and instruction with boxes that separate summary information and other material from the main text; a variety of colors that draw attention to items such as atoms, molecules, and orbitals; and figures that are drawn in red with significant parts emphasized in black. Early chapters feature carbonyl group reactions, and later chapters systematically develop the chemistry through discussions of spectroscopy, stereochemistry, and chemical reactions. Each chapter opens with a "Connections" box, divided into three columns: · Building on: Details material from previous chapters that relate to the current chapter · Arriving at: Provides a guide to the content of the chapter · Looking forward to: Previews later chapters, which develop and expand the current material

Table of Contents

What is organic chemistry?	1	(18)
Organic chemistry and this book	15	(4)
Organic structures	19	(28)
Determining organic structures	47	(34)
Structure of molecules	81	(32)
Organic reactions	113	(22)
Nucleophilic addition to the carbonyl group	135	(16)
Delocalization and conjugation	151	(30)
Acidity, basicity, and pKa	181	(28)
Using organometallic reagents to make C-C bonds	209	(18)
Conjugate addition	227	(16)
Proton nuclear magnetic resonance	243	(36)
Nucleophilic substitution at the carbonyl (C=O) group	279	(26)
Equilibria, rates, and mechanisms: summary of mechanistic principles	305	(34)
Nucleophilic substitution at C=O with loss of carbonyl oxygen	339	(22)
Review of spectroscopic methods	361	(20)
Stereochemistry	381	(26)
Nucleophilic substitution at saturated carbon	407	(40)
Conformational analysis	447	(30)
Elimination reactions	477	(26)
Electrophilic addition to alkenes	503	(20)
Formation and reactions of enols and enolates	523	(24)
Electrophilic aromatic substitution	547	(34)
Electrophilic alkenes	581	(34)
Chemoselectivity: selective reactions and protection	615	(28)
Synthesis in action	643	(20)
Alkylation of enolates	663	(26)
Reactions of enolates with aldehydes and ketones: the aldol reaction	689	(34)
Acylation at carbon	723	(26)
Conjugate addition of enolates	749	(22)
Retrosynthetic analysis	771	(32)
Controlling the geometry of double bonds	803	(20)
Determination of stereochemistry by spectroscopic methods	823	(28)
Stereoselective reactions of cyclic compounds	851	(30)
Diastereoselectivity	881	(24)
Pericyclic reactions 1: cycloadditions	905	(38)
Pericyclic reactions 2: sigmatropic and electrocyclic reactions	943	(26)
Rearrangements	969	(34)
Fragmentation	1003	(16)
Radical reactions	1019	(34)
Synthesis and reactions of carbenes	1053	(26)
Determining reaction mechanisms	1079	(42)
Saturated heterocycles and stereoelectronics	1121	(26)
Aromatic heterocycles 1: structures and reactions	1147	(38)
Aromatic heterocycles 2: synthesis	1185	(34)
Asymmetric synthesis	1219	(28)
Organo-main-group chemistry I: sulfur	1247	(30)
Organo-main-group chemistry II: boron, silicon, and tin	1277	(34)
Organometallic chemistry	1311	(34)
The chemistry of life	1345	(36)
Mechanisms in biological chemistry	1381	(32)
Natural products	1413	(38)
Polymerization	1451	(30)
Organic chemistry today	1481	(10)
Index	1491