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


"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: en

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

Операции: Положить на полку | Скопировать ссылку для форума | Скопировать ID
Предметный указатель
$1\alpha$-Chloro-5-cholesten-$3\beta-ol$      146
$3\alpha$-Cholestanol      1512
$3\beta$-Friedelanol      1395
$5\alpha$-Cholest-14-en-$3\alpha-ol$      1512
$A_E$ nomenclature, IUPAC for mechanisms      385
$A_N$ nomenclature, IUPAC for mechanisms      384
$A_{AL}$1 mechanism, and ester hydrolysis      473
$A_{AL}$2 mechanism, and ester hydrolysis      473
$B_{AL}1$ mechanism, and ester hydrolysis      473
$B_{AL}2$ mechanism, and ester hydrolysis      473
$Dibal/NiCl_2$-dppp, reduction of allyl amines      1559
$D_E$ nomenclature, IUPAC for mechanisms      385
$D_N$ nomenclature, IUPAC for mechanisms      384
$E_T (30)$ values      454
$H_o$ and pH      335
$K_a$      also see “Acidity constant”
$N_2O_4$      see “Nitrogen dioxide”
$PK_a$      see “Acidity constant”
$Sp^2$ hybridization, and radicals      244
$Sp^3$ hybridization, and carbanions      233
$S_E1$      see “Substitution”
$S_E1$ mechanism      763—766
$S_E1$ mechanism and caiboxylate ion decarboxylation      733
$S_E1$ mechanism and electrophilic aromatic substitution      681
$S_E2$      see “Substitution”
$S_E2$ mechanisms      759—763
$S_E2’$ mechanism      760
$S_Ei$      see “Substitution”
$S_Ei$ mechanism      759—763
$S_N1$      see “Substitution
see “Substitution
see “Substitution
see “Substitution
$S_N2$ reactions      
see “Substitution
see “Substitution
see “Substitution
see “Substitution
see “Substitution”
$S_{RN}1$ mechanism      see “Substitution
$\alpha$-Chloroacetophenone      436
$\alpha$-Dithiomethyleneketones      1229
$\alpha$-Hydroxy ketones by acyloin condensation      1562
$\alpha$-Hydroxy ketones from esters      1562
$\alpha$-Lactams, formation from chloro amides      514
$\alpha$-Methoxyvinyllithium      1227
$\alpha/\beta$ nomenclature, for steroids      146
$\beta$-Carotene      1236
$\beta$-Lactams from aminocyclopropanols      1417
$\beta$-Lactams from enamines and isocyanates      1250
$\beta$-Lactams from imines and ketenes      1250
$\beta$-Lactones hydrolysis mechanism      473
$\beta$-Lactones reaction with ammonia      511
$\beta$-Thiolactams, from thioketones and imines      1250
$\gamma$-Lactones, hydrolysis mechanism      473
$\omega$-Oximinocarboxylic ester, from cyclic ketones      1522
$\pi$-Allyl complex mechanism      772
$\pi$-Bond, and carbanion stability      232
$\rho$ values, and elimination reactions      1313 1321
$\sigma$ values      369—370 372
$\sigma$-bond rearrangements      1459—1460 1465
$\sigma$-substitution, mechanism      702
1,1,1-Trifluoroethanol, as a solvent      451
1,1,1-Trihalides, hydrolysis of      463
1,1,2,2-Tetrabromoethane      170
1,1,2,2-Tetrachloroethane      170
1,1,2,2-Tetrafluoroethane      170
1,1,4,4-Tetramethyl-7-cyclodecyltri-methylammonium chloride      1304
1,1,4,4-Tetramethylcyclodecyl bromide      1306
1,1-Dichloroethene, reaction with ethoxide      428
1,1-Dicyclopropylethene      1443
1,1-Diethoxyethane, hydrolysis of      466
1,1-Diphenylethanediol      1384
1,2,3-Cyclohexanetriol, and meso compound      161
1,2,3-tri-t-butylcyclobutadiene, valence tautomerism      1449
1,2,3-Trioxolane, from ozonolysis of alkenes      1523
1,2,4-tri-t-butylbenzene      1433
1,2,4-Trioxolane      see “Ozonide”
1,2-Diamines, from dimerization of iraines      1561
1,2-Dibromoethane, dipole moment      16
1,2-Dicarbonyl compounds from 1,3-dithianes      1664
1,2-Dicarbonyl compounds from acyl halides      1664
1,2-Dicarbonyl compounds from alkenes      1665
1,2-Dicarbonyl compounds from alkyl halides      1664
1,2-Dicarbonyl compounds from alkynes      1665
1,2-Dicarbonyl compounds from aromatic compounds      1665
1,2-Dicarbonyl compounds from carbon dioxide      1665
1,2-Dicarbonyl compounds from esters      1664
1,2-Dicarbonyl compounds from imines      1665
1,2-Dicarbonyl compounds from organolithium reagents      1664
1,2-Dicarbonyl compounds from oxidative cleavage of $\alpha$-amino ketones      1665
1,2-Dicarbonyl compounds fromketones      1665
1,2-Dichloroethene, reaction with ethoxide      430
1,2-difluoroethane      170
1,2-Dimethoxyethane      236
1,2-Dimethylcyclohexene, reaction with bromine      974
1,2-Diols conversion to cyclic sulfates      462
1,2-Diols from alcohols      1667
1,2-Diols from aldehydes      1667
1,2-Diols from aromatic aldehydes      1667
1,2-Diols from hydrolysis of epoxides      1667
1,2-Diols from ketones      1667
1,2-Diols fromalkenes      1048—1051 1667
1,2-Hydride shifts      1387
1,3,4-tri-t-Butylbenzene      189
1,3,5,7-Octatetraene      1433
1,3,5-Trienes, and Cope rearrangement      1445
1,3-Dicarbonyl compounds by Michael addition      1665
1,3-Dicarbonyl compounds by the Blaise reaction      1665
1,3-Dicarbonyl compounds by the Claisen condensation      1665
1,3-Dicarbonyl compounds by the Dieckmann condensation      1665
1,3-Dicarbonyl compounds by the Knoevenagel condensation      1665
1,3-Dicarbonyl compounds by the Stork enamine synthesis      1665
1,3-Dicarbonyl compounds from $\alpha$-halo esters      1665
1,3-Dicarbonyl compounds from $\beta$-keto esters      1665
1,3-Dicarbonyl compounds from acetals      1665
1,3-Dicarbonyl compounds from active hydrogen compounds      1665
1,3-Dicarbonyl compounds from aldehydes      1665
1,3-Dicarbonyl compounds from alkenes      1665
1,3-Dicarbonyl compounds from aromatic compounds      1665
1,3-Dicarbonyl compounds from carboxylic acid salts      1665
1,3-Dicarbonyl compounds from diethyl oxomalonate      1665
1,3-Dicarbonyl compounds from enamines      1665
1,3-Dicarbonyl compounds from esters      1665
1,3-Dicarbonyl compounds from ethyl diazoacetate      1665
1,3-Dicarbonyl compounds from ketals      1665
1,3-Dicarbonyl compounds from ketones      1665
1,3-Dicarbonyl compounds from nitrites      1665
1,3-Dicarbonyl compounds from rearrangement of epoxy ketones      1665
1,3-Dichlorobutane, an ambident substrate      461
1,3-Diols by the Prins reaction      1667
1,3-Diols by the Tollens reaction      1667
1,3-Diols from aldehydes      1667
1,3-Diols from alkenes      1667
1,3-Dipolar additions      see “Cycloadditions [3+2]”
1,3-Dipoles azides      1060
1,3-Dipoles azomethine imines      1060
1,3-Dipoles azomethine ylids      1060
1,3-Dipoles azoxy compounds      1060
1,3-Dipoles carbonyl oxides      1060
1,3-Dipoles diazoalkanes      1060
1,3-Dipoles nitrile imines      1060
1,3-Dipoles nitrile oxides      1060
1,3-Dipoles nitrile ylids      1060
1,3-Dipoles nitrones      1060
1,3-Dipoles nitrous oxide      1060
1,3-Dipoles ozone      1060
1,3-Dipoles thiocarbonyl ylids      1061
1,3-Hydride shifts      1387
1,3-Pentanedione, $pK_a$      347
1,4-Cycloheptadiene      1447
1,4-Diazabicyclo[2.2.2]octane      see “DABCO”
1,4-Dicarbonyl componnds from alkynes      1665
1,4-Dicarbonyl componnds from aromatic compounds      1665
1,4-Dicarbonyl componnds from carboxylic acids      1665
1,4-Dicarbonyl componnds from cleavage of furans      1665
1,4-Dicarbonyl componnds from enolate anions      1665
1,4-Dicarbonyl componnds from esters      1665
1,4-Dicarbonyl componnds from ketones      1665
1,4-Dicarbonyl componnds from silyl enol ethers      1665
1,4-Dicarbonyl componnds from succinic anhydride      1665
1,4-Dicarbonyl componnds from unsaturated ketones      1665
1,4-Dienes and di-$\pi$-methane rearrangements      1460
1,4-Dienes photolysis of      1460
1,4-Dienes-addition reactions      980
1,4-Diketones from coupling of enolate anions      1543
1,4-Diketones from silyl enol ethers      1543
1,4-Diketones hydrolysis of      1181
1,4-Elimination      1326
1,4-ketones, from alkynes and organolithium reagents      1033
1,4-Pentadiene, resonance energy      37
1,4’-Diaminobiphenyl      1456
1,5,9-Cyclododecatriene      1091
1,5-Cyclooctadiene      1091
1,5-Dicarbonyl compounds from esters      1665
1,5-Dicarbonyl compounds from silyl enol ethers      1665
1,5-Dicarbonyl compounds from silyl ketene acetals      1665
1,5-Dicarbonyl compounds from unsaturated ketones      1665
1,5-Dienes by Cope rearrangement      1444—1449
1,5-Dienes from 1,5-dienes      1444—1449
1,5-Diynes, Cope rearrangement      1445
1,5-heptadiene      1444
1,5-hexadiene, by Hofmann elimination      1331
1,6-Hexanediol      480
1,8-Diazabicyclo[5.4.0]undecene      see “DBU”
1-Bromo- 1,2-dichloroethene      157
1-Chlorocyclopropene, pyrolysis of      1400
1-Chloroethene, bonding      38
1-Chloroethyne, reaction with arylthio anions      430
1-Decene, double bond migration      772
1-Methyl-2-chloropyridinium iodide      1327
1-Phenyl-2-propanol      391
1-Trishomobarrelyl cation      224—225
13(18)-oleanene      1395
18-Dicyclohexanocrown-6      455
2,2,2-Trichloroacetimidate, in esterification reactions      486
2,2,2-Trifluoroethanesulfonate, leaving group      446
2,2,3-Trimethyl-2-butyl cation      419
2,2’-Hydrazonaphthalene      1456
2,3,5,6-Tetrachloro-l,4-benzoquinone      1511
2,3-Diarylthiiren-1,1-dioxides      1343
2,3-Dibromobutane, and E2 elimination      1301
2,3-Dichloro-5,6-dicyano-l,4-benzoquinone      see “DDQ”
2,4,6-Trimethylbenzoic acid      see “Mesitoic acid”
2,4-Pentanedione, and hydrogen bonding      99—100
2,4-tri-t-butylbenzene      189
2,5-Dihydrothiophene-1,1-dioxide      1342
2,7-Dihydrothiepin-1,1-dioxide      1342
2-Bromopentane, Zaitsev elimination      1318
2-Bromopropane, bond angles      21
2-Buten-l-ol, reaction with $SOCl_2$      422
2-Cyclopropylpropyl cation      225
2-Ethyltetrahydrofuran      480
2-Fluoroethanol      170
2-Methylpiperidine, and Hofmann elimination      1331
2-Methytaaphthalene electrophilic aromatic substitution      689
2-Methytaaphthalene oxidation of      1527
2-Naphthoic acid, from 2-methylnaphthalene      1527
2-Naphthol, excited states      311
2-Norborneol      162
2-Octyl brosylate      398—400
2-Octyl iodide, reaction with radiolabeled iodide      392
2-Phenylpropyl cation      225
2-Propanone      see “Acetone”
2-Trimethylsilylmethyl-2-propen-l -yl acetate      1076
2-Vinylcyclobutanols, rearrangement      1444
3,3,7,7-Tetramethylcycloheptyne      187
3,3-Dimethyl-l-butyl cation      1387
3,3-Dimethylpentanal      1390
3,4-Dimethoxydiphenylmethyl acetate      396
3,5-Dimethylcyclohexanol      161
3-Bromo-2-butanol, reaction with HBr      405 411
3-Buten-2-ol, reaction with $SOCl_2$      422
3-Ethylpiperidine      1634
3-Hexyne, trimerization of      1090
3-Hydroxypropanoic acid      333
3-Methyl-l,5-hexadiene      1444
3-Methylene-l,4-pentadiene, bonding orbitals      39
3-Pentanone, reaction with ethyl diazoacetate      1408
4,4-Diphenyloxathiolan-5-ones      1355
4,N,N-Dimethylaminopyridine (DMAP)      483 1340
4-Vinylcyclohexene      1447
7-Methyl-2-norcamphor      163
9-BBN      1013
9-BBN B — alkyl derivatives, with CO and reducing agents      1424
9-BBN reaction of enamines      530 1014
9-BBN reduction of conjugated carbonyl compounds      1200
9-Borabicyclo[3.3.1]nonane      see “9-BBN”
9-Perchlorofluorenespirocyclohex$\alpha$-2',5'-diene      44
A nomenclature, IUPAC for mechanisms      384
A-values, table      174
ab initio studies      34 36
ab initio studies, $S_N 2$ reaction      393
ab initio studies, 1,2 alkyl shifts, electrophilic      1392
ab initio studies, acids and bases      339
ab initio studies, and enolate anions      237
ab initio studies, and nitrenes      253
ab initio studies, and the Mills-Nixon effect      690
ab initio studies, and the norbornyl cation      415
ab initio studies, cubyl cation and the SnI reaction      397
ab initio studies, electrophilic addition to cyclopropanes      990
ab initio studies, MO, of bromonium ion      973
ab initio studies, nucleophilic addition to carbonyls      1173
ab initio studies, transition state structures for radicals      900
ab initio, acid strength calculation      328
Absolute configuration      138—143
Absolute configuration, and diastereomers      146
Absolute configuration, and glyceraldehyde      138
Absolute configuration, and Mosher's derivatives      142—143
Absolute configuration, and radicals substitution      899
Absolute configuration, and the $S_E 2$ reactions      761
Absolute configuration, and the CIP system      139—141
Absolute configuration, and x-ray      142
Absolute configuration, by derivatization      142—143
Absolute configuration, determination of      141—143
Absolute configuration, insertion reactions of carbenes      790
Absolute hardness      341
Absorption and photochemistry      308
Absorption differential, and resolution      152
Abstraction and radicals      896
Abstraction hydride, photochemical      1513
Abstraction hydrogen, radical, and the Hammett equation      903
Abstraction of nitrenes      254
Abstraction radical, rate of reaction      901
Acenaphthylene, reaction with DBr      975
Acetals and enol ether formation      1181
Acetals and the Mukaiyama aldol reaction      1223
Acetals by the Prins reaction      1642
Acetals by transacetalation      1181
Acetals by transetherification      480 1642
Acetals elimination reactions      1329
Acetals from $\alpha$-halo ethers      1642
Acetals from alcohols      997 1180 1642
Acetals from aldehydes      1180 1642
Acetals from alkenes      1642
Acetals from alkoxides      477 1642
Acetals from alkynes      997 1642
Acetals from cyclization of $\beta$-hydroxy ethers      1642
Acetals from dihalides      477 1642
Acetals from Grignard reagents      1642
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