Introduction 1
1 STRUCTURE DETERMINES PROPERTIES 7
2 HYDROCARBON FRAMEWORKS. ALKANES 57
3 CONFORMATIONS OF ALKANES AND CYCLOALKANES 104
4 ALCOHOLS AND ALKYL HALIDES 142
5 STRUCTURE AND PREPARATION OF ALKENES: ELIMINATION REACTIONS 187
6 REACTIONS OF ALKENES: ADDITION REACTIONS 230
7 STEREOCHEMISTRY 281
8 NUCLEOPHILIC SUBSTITUTION 326
9 ALKYNES 363
10 CONJUGATION IN ALKADIENES AND ALLYLIC SYSTEMS 390
11 ARENES AND AROMATICITY 423
12 REACTIONS OF ARENES: ELECTROPHILIC AROMATIC SUBSTITUTION 473
13 SPECTROSCOPY 519
14 ORGANOMETALLIC COMPOUNDS 587
15 ALCOHOLS, DIOLS, AND THIOLS 623
16 ETHERS, EPOXIDES, AND SULFIDES 665
17 ALDEHYDES AND KETONES: NUCLEOPHILIC ADDITION TO THE CARBONYL GROUP 703
18 ENOLS AND ENOLATES 755
19 CARBOXYLIC ACIDS 791
20 CARBOXYLIC ACID DERIVATIVES: NUCLEOPHILIC ACYL SUBSTITUTION 830
21 ESTER ENOLATES 886
22 AMINES 913
23 ARYL HALIDES 971
24 PHENOLS 993
25 CARBOHYDRATES 1026
26 LIPIDS 1069
27 AMINO ACIDS, PEPTIDES, AND PROTEINS 1109
28 NUCLEOSIDES, NUCLEOTIDES, AND NUCLEIC ACIDS 1155