A Guidebook to Mechanism in Organic Chemistry

(Barry) #1
Index

1


Sandmeyer reaction, 255
Saytzeff elimination, 196
Second order reaction, 59
obonds, 4
S/vl mechanism, 59, 68
SAT 2 (aromatic) mechanism, 132
Sn2 mechanism, 59, 66
SJV2' mechanism, 87
Sm mechanism, 69
Solvolysis, 60
sp^1 hybrids, 7
sp hybrids, 5
sp
hybrids, 3 •
Steric hindra
Substitution
electrophilic, 277101-130
nucleophilic, 28, 58-79, 130-136
radical, 14, 28,248-257
Sulphonation, 108
Sulphonium salts, cyclic, 72
Tantomerism, 215-221
acid-catalysed, 218
azomethines, 216
concerted v. stepwise mechanism, 215
distinction from mesomerism, 216
effect of solvent, 217,220
hydrogen bonding in, 219
keto-enol, 215,219
phenylnitromethane, 220
rate, 218
structure and position of equilibrium
in,219


Terminators, 248
Tetra-arylhydrazines, dissociation, 233
Tetrachlorc-ethylene, addition of
chlorine, 242
Thio-acetals, 163
Thio-ketals, 163
hydrogenolysis, 163
Toluene, reaction with DC1/A1C1,, 102
Transesterification, 184
Transition states, 31
steric crowding in, 62,65
Tricyanomethane, acidity, 210
Triketohydrindene hydrate (ninhy-
drin), 162
Triphenylmethane, acidity, 210
Triphenylmethyl radicals, 232, 239
Tropylium (cycloheptatrienyl) cation,
84
Tschitschibabin reaction, 131
Unimolecular reactions, 59
a,0-Unsaturated carbonyl compounds,
addition, 154
Vinyl polymerisation, 247
Wagner-Meerwein rearrangements, 88,
89,110
Wolff rearrangement, 92
Wurtz reaction, 223
Xanthates, pyroljais, 208
X-rays, chemicafjrction, 260 ^
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