Page 1191 - Advanced Organic Chemistry Part A - Structure and Mechanisms, 5th ed (2007) - Carey _ Sundberg

1178 chain reaction, definition (cont.) Claisen-Schmidt condensation, 685–686
initiation of, 965, 993 examples of, 687
Index kinetic characteristics of, 992–995 CNDO MO method, 32
propagation phase, 965, 993 concerted pericyclic reaction, definition, 833
termination of, 965, 993 configuration, definition, 117
charge distribution, see electron density distribution specification of in Fischer projection
chelation control formulas, 127
in hydride reduction of ketones, 181–182 at tetrahedral atoms, 122
in organometallic additions to carbonyl conformation, definition, 117
compounds, 680–682 of 1,3-butadiene, 149–151
computational modeling of, 681–682 of 1-butene, 147
chemical bonds of 2-butanone, 149
bent, in cyclopropanes, 85 of 3-pentanone, 149
polarity of, 10 of acyclic compounds, 142–151
chemical kinetics, see kinetics of aldehydes, 148
chemically induced dynamic nuclear polarization of alkanes, 142–145
in decomposition of benzoyl peroxide, 975 of alkenes, 145–147
in decomposition of trichloroacetyl peroxide, 976 of butane, 80, 143–144
for detection of radicals, 974–975 of chlorocyclohexane, 155–156
chemical potential, definition, 95 of cycloalkanes, 161–166
chiral auxiliaries of cyclobutane derivatives, 161
in control of stereoselectivity, 207–208 of cyclodecane, 165–166
for Diels-Alder reactions, 865–866 of cycloheptane, 163–164
chirality, definition, 122 of cyclohexane derivatives, 152–161
relationship to molecular symmetry, of cyclohexanones, 161
131–133 of cyclohexene, 160
chiral selectors, in capillary electrophoresis, 214 of cyclooctane, 164–165
chiral shift reagents, 208–211 of cyclopentane derivatives, 162–163
chiral stationary phase of disubstituted methanes, 81–85
brush type, 213 of ethane, 142–143
chiracels as, 212 of iodocyclohexane, 156–157
for enantiomeric separation, 211–213 of ketones, 148–149
chiraphos, see phosphines of large ring hydrocarbons, 166
chlorination, see also halogenation of methanol, 145
of alkenes, 487–488 of methylamine, 145
of alkynes, 540–543 of propenal, 148, 151
of aromatic compounds, 800–804 conformational free energy, definition, 156
of butane, 996 measurement of, 156–158
by radical chain substitution table of values, 158
substituent effects on, 1022 conical intersections in photochemical reactions,
by t-buyl hypochlorite, 1022 1080
chlorohydrins of 1,3,5-hexatriene
formation of, 492 computational modeling of, 1142–1144
chloronium ions, 490, 535 of 1,3-butadiene
computational modeling, 494–495 computational modeling of, 1140–1142
chrysene, 749 of photocycloaddition of benzene and ethane,
-chymotrypsin 1136–1137
in resolution of -amino esters, 222 potential energy surface for, 1080
CIDNP, see chemically induced dynamic nuclear of stilbene, 1089–1090
polarization connectivity, 1
Cieplak model, 180, 234 conrotatory, definition, 893
circular dichroism, definition, 125 conservation of orbital symmetry
Claisen rearrangements, 933–937 for concerted pericyclic reactions, 833
activation parameters for, 273, 933 constitution, molecular, 1
of allyl aryl ethers, 934–935 Cope rearrangement, 920–931
of allyl vinyl ether, 933 of 3-amino-1,5-hexadienes, 933–934
Marcus theory treatment of, 936 activation energy for, 920
stereochemistry of, 935 of barbaralane, 931
substituent effect on, 935–938 of bulvalene, 930–931