Smith M.B., March J. — March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure :: Электронная библиотека попечительского совета мехмата МГУ

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Smith M.B., March J. — March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure

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Название: March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure

Авторы: Smith M.B., March J.

Аннотация:

"March has been uncompromising in his search for clarity and utility in presentations of a wide variety of essential organic chemistry. It remains an accessible and useful tool for both specialists and nonspecialists in the field. It does an excellent job both as a text for first-year graduate students and a handy reference for others."-Journal of Chemical Education "The ratio of information to price makes this book a wonderful bargain."-American Scientist
New to this Fifth Edition:
* Michael Smith from the University of Connecticut joins as coauthor for the Fifth Edition
* Contains 20,000 valuable, selected references to the primary literature-5,000 new to this edition
* 40 entirely new sections covering the most important developments in organic chemistry since the previous edition
* Updated illustrations of molecular structures

Язык:

Рубрика: Химия/

Статус предметного указателя: Готов указатель с номерами страниц

ed2k: ed2k stats

Издание: 5-th edition

Год издания: 2001

Количество страниц: 2083

Добавлена в каталог: 21.02.2007

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Boradioxolanes, from boranes and CO      1422
Borane complex with THF      1014
Borane ease of reduction of functional groups      1546
Borane reaction with acrolein      1031
Borane reaction with alkenes, isomerization      773
Borane reaction with alkynes      798
Borane reaction with amines and CO      801
Borane reaction with conjugated compounds      1031
Borane reaction with methyl vinyl ketone      1031
Borane reduction of nitro compounds      1554
Borane — dimethyl sulfide and reduction of nitriles      1204
Borane — dimethyl sulfide reaction of conjugated carbonyls      1200
Borane — dimethyl sulfide reduction of enamines      530
Boranes and formation of alkenes      1338
Boranes and inversion of configuration      798
Boranes and reduction of aldehydes or ketones      1200
Boranes and reduction of carboxylic acids      1549
Boranes and reduction of iodo azides      1046
Boranes and Wilkinson’s catalyst      1016
Boranes BINAP and reaction with conjugated ketones      1032
Boranes coupling of      939
Boranes cyclic, from dienes      1015
Boranes disiamylborane      1012
Boranes formation from alkenes      1014
Boranes from bormates with organometallic compounds      1660
Boranes from boron halides and Grignard reagents      1660
Boranes from exchange boranes and alkenes      1660
Boranes from hydroboration of alkenes or alkynes      1660
Boranes from migration of boron      1660
Boranes hydrolysis of      796
Boranes migration of boron      1409
Boranes optically active      1014 1210—1211
Boranes optically active, borolanes      1015
Boranes oxidation with       1016
Boranes oxidation with peroxyacids      1016
Boranes reaction with alkenes      1012 1014 1338
Boranes reaction with alkenes, regioselectivity      1013
Boranes reaction with alkyne anions      1425
Boranes reaction with alkynes      1015 1339
Boranes reaction with ammonia-NaOCl      799
Boranes reaction with basic hydrogen peroxide      796
Boranes reaction with boranes      939
Boranes reaction with bromoketones      559—560
Boranes reaction with carboxylic acids      1005
Boranes reaction with chloramine      800
Boranes reaction with CO      1422—1423
Boranes reaction with diazo compounds      561
Boranes reaction with enolate dianions      1424
Boranes reaction with halo carbonyl compounds      560
Boranes reaction with haloalkynes      1425
Boranes reaction with halogen      798
Boranes reaction with hydroperoxide anion      797
Boranes reaction with NaCN      1423
Boranes thexylborane      1012
Boranes vinyl      798 939 1015
Boranes vinyl, coupling      939
Boranes vinyl, reaction with carboxylic acids      1005
Boranes vinyl, reaction with iodine and NaOH      1424
Borinates, enol      see “Enol borinates”
Borohydride, sodium, conjugate reduction      1008
Borolanes, chiral boranes      1015
Boron trifluoride      7 339
Boron trifluoride reaction with mesitylene and ethyl fluoride      678
Boronic acids aryl, coupling with aryl diazonium salts      938
Boronic acids reaction with aryl triflates      868
Boronic esters reaction with halogen      798
Boronic esters reaction with organolithium reagents      1424
Bouveault reaction      1214
Bouveault — Blanc reaction      1199 1551
Boyland — Sims oxidation      724
Bradsher reaction      720
Bredt’s rule      188
Bredt’s rule and decarboxylation      810
Bredt’s rule and elimination reactions      1314
Bredt’s rule and pyrolytic elimination      1325
Bridged carbocations      see “Nonclassical ions”
Bridged compounds, cis/trans isomers      161—163
Bridged free radicals      899
Bridgehead atoms and Bredt’s rule      188
Bridgehead atoms effect on nucleophilic substitution      437
Bridgehead carbons and reactions      761
Bridgehead carbons and radical reactions      894
Bridgehead carbons and the reaction      764
Bridging compounds, out — in isomers      163
Bromides      also see “Halides”
Bromides, aryl, by the Sandmeyer reaction      936
Bromination allylic, by reaction with NBS      911
Bromination of alkenes      971 981—982 1041 1509
Bromination of alkynes      1042
Bromination of hydrocarbons      907—911
Bromination of ketones and aldehydes      776
Bromination Wohl — Ziegler      911
Bromine and NBS      913
Bromine and the Hunsdiecker reaction      942—943
Bromine reaction with 1,2-dimethylcyclohexene      974
Bromine reaction with aldehydes      914
Bromine reaction with aldehydes andtriphenyl phosphate      1196
Bromine reaction with alkenes      971
Bromine reaction with alkynes      1042
Bromine reaction with anthracene      50
Bromine reaction with aromatic compounds      704
Bromine reaction with boranes      798
Bromine reaction with carboxylic acids      777
Bromine reaction with dicarboxyacetylene      973
Bromine reaction with ethene      973
Bromine reaction with hydrocarbons      907—911
Bromine reaction with ketones and aldehydes      775
Bromine reaction with malcic acid      972
Bromine reaction with metal ketones      813
Bromine reaction with silver carboxylates      942—943
Bromo acids by the Hell — Volhard — Zelenskii reaction      777
Bromo acids from carboxylic acids      777
Bromo esters and the Blaise reaction      1213
Bromo esters in the Refonnatsky reaction      1212
Bromo esters substitution with esters and Zn      1213
Bromo ketones, reaction with boranes      559—560
Bromoamines, from amines      819
Bromobenzene, reaction with organolithium reagents      699
Bromoform by the haloform reaction      813
Bromoform flash photolysis of      249
Bromolactamization      1043
Bromonium ion, ab initio MO studies      973
Bromonium ions      405 407 971
Bronsted catalysis equation      337
Bronsted coefficient, and acetal hydrolysis      466
Bronsted equation, and E2C elimination      1313
Bronsted law, and the Marcus equation      338
Bronsted relation      371
Bronsted theory      327—328
Brosylate, leaving group      446
Brucine, and resolution      151
Bucherer reaction      861 865
Buckminsterfullerene      70—71
Buckyballs      see “Fullerenes”
Buffers, and the Baeyer — Villiger rearrangement      1417
Bullvalene      1448
Bullvalenes, aza-      1493 (ref. 521)
Bunneft — Olsen equation      335
Bunte salts 1,3-butadiene, and photochemistry      310
Bunte salts bond electron density      37
Bunte salts conjugated bonds      36
Bunte salts dimcrization      1091
Bunte salts from alkyl halides and thiosulfate ion      1660
Bunte salts hydrolysis of      495 498
Bunte salts invalid resonance form      41
Bunte salts photochemical reactions      1081
Bunte salts preparation of      498
Bunte salts reaction with nucleophiles      498
Bunte salts resonance contributors      37
Bunte salts resonance energy      37

Bunte salts trimerization of      1091
Butane and gauche conformation      169—170
Butane conformational energy diagram      170
Butanediol      290
Butylamine, diazotization reactions      448
Butyllithium      236
Butyllithium reaction with bromobenzene      699
Butyllithium reaction with thionolactones      1215
c and r nomenclature      161
C=N compounds hydrolysis of, reagents      1177
C=N compounds reaction with HCN      1240
Cadi $\alpha$ -Chodkiewicz reaction      927
Cadmium, and aryl carboxylic acid decaiboxylation      733
Cage compounds      109 (also see “Inclusion componnds”)
Cahn — Ingold-Prelog system      see “CIP system”
Calcium hydroxide, in the Tollens’ reaction      1231
Calixaromatic compounds      106 935
Calixaromatic compounds and chirality      136
Cambridge structural database      99
Camphene      1394
Camphenilone      232
Camphor      162
Cannizzaro reaction      463 1200 1508 1564—1565
Cannizzaro reaction crossed      1219 1564
Cannizzaro reaction crossed, and the Tollens’ reaction      1231
Cannizzaro reaction internal      1565
Cannizzaro reaction with $\alpha$ -keto aldehydes      1565
Canonical forms      32
Caprolactam      see “Hexaydroazepin-2-one”
Captodative compounds, and cis/trans isomers      159
Captodative effects and ESR      242
Captodative effects and resonance      60
Captodative effects in radicals      242
Carbamates by radical coupling      934
Carbamates by the Curtius rearrangement      1660
Carbamates by the Hofmann rearrangement      1660
Carbamates from alcohols      1182—1183 1660
Carbamates from alkoxides      1660
Carbamates from alkyl halides      489 1660
Carbamates from amides      1660
Carbamates from amines      507 820 1660
Carbamates from chloroformates      1660
Carbamates from cleavage of tertiary amines      1660
Carbamates from cyanogen chloride      1183
Carbamates from insertion by nitrenes      1660
Carbamates from isocyanates      1182—1183 1660
Carbamates from nitro compounds      1660
Carbamates from nitroso compounds      1660
Carbamates from rearrangement of acyl azides      1660
Carbamates hydrolysis of      474
Carbamates lithiated allylic, and the Knoevenagel reaction      1227
Carbamates reaction with Grignard reagents      568
Carbamates reaction with isocyanic acid      1183
Carbamates reaction with phenyllithium      1215
Carbamoyl chloride, reaction with aromatic compounds      718
Carbanion, and inversion      233
Carbanion, sulfone, reduction with       1355
Carbanions      227—238
Carbanions addition to alkenes      1018
Carbanions addition to dienes      1018
Carbanions allylic      229
Carbanions and hybridization      233
Carbanions and basicity      227—228
Carbanions and conjugation      229—230
Carbanions and field effects      231
Carbanions and kinetic acidity      228—229
Carbanions and organometallics      227
Carbanions and planar shape      233
Carbanions and prochiral centers      233
Carbanions and pyramidal structure      232
Carbanions and racemization      764
Carbanions and s character      228 231
Carbanions and solvation      232
Carbanions and stereochemistry      233
Carbanions and the reaction      764
Carbanions and the Grovenstein — Zimmerman rearrangement      1396
Carbanions and thermodynamic acidity      228
Carbanions andylids      231
Carbanions benzylic      229
Carbanions boron, reaction with aldehydes      785
Carbanions criteria for stability      229—232
Carbanions cyclopentadienyl      230
Carbanions enolate anions      230
Carbanions enolate anions and structure      236—237
Carbanions fate of      237—238
Carbanions from alkyltrimethylsilanes      229
Carbanions generation of      237—238
Carbanions homoenolate ions      232
Carbanions methyl      229
Carbanions nitro anions      459
Carbanions order of stability      228
Carbanions oxidation to radicals      238
Carbanions rate of isotopic exchange      765
Carbanions reaction with acyl halides      569
Carbanions reaction with alkyl halides      548—551
Carbanions silyl, reaction with aldehydes or ketones      1228
Carbanions stability of      227—234
Carbanions stability, order of      229
Carbanions stabilization by an aromatic ring      231
Carbanions stabilization by carbonyls      230
Carbanions stabilization by functional groups      232
Carbanions stabilization by nonadjacent $\pi$ -bond      232
Carbanions stabilization by S, Si and P      231
Carbanions structure of      227—234
Carbanions vinyl      233
Carbanions vinyl, and the mechanism      766
Carbanions vinyl, configuration      766
Carbene      319
Carbenes      247—253
Carbenes and caibynes      249
Carbenes and CIDNP      791
Carbenes and dimcrization      252
Carbenes and formation of allenes      1400
Carbenes and Hund’s rule      248
Carbenes and infrared      1086
Carbenes and phase transfer      1085
Carbenes and the Reimer — Tiemann reaction      716
Carbenes and the Wolff rearrangement      252
Carbenes and ultrasound      789
Carbenes and xray      251
Carbenes by $\alpha$ -elimination      249
Carbenes cis/trans isomerization      249
Carbenes disproportionation of      790
Carbenes enantioselectivity      1086
Carbenes fate of      249—252
Carbenes formation of cis/trans isomers      248
Carbenes formation of cyclopropanes      248
Carbenes from diazirines      250
Carbenes from diazo compounds and alcohols      479
Carbenes from ketenes      250
Carbenes from organometallics and alkyl halides      807
Carbenes generation of      249—253
Carbenes halo      see “Halocarbene”
Carbenes halo, insertion reactions      789
Carbenes insertion reactions      251 788—791
Carbenes insertion reactions, and radicals      790
Carbenes insertion, and absolute configuration      790
Carbenes intramolecular insertion      789
Carbenes metal and alkene metathesis      1458
Carbenes metal complexes      1086
Carbenes metal, and alkenylation reactions      1238
Carbenes metal, insertion reactions      789
Carbenes reaction with alkenes      789 1086
Carbenes reaction with alkenes, stereochemistry      1087
Carbenes reaction with allenes      1086
Carbenes reaction with aromatic compounds      1087
Carbenes reaction with benzene      1087
Carbenes reaction with dienes      1085
Carbenes reaction with indoles      1087
Carbenes reaction with pyrroles      1087

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