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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.

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: 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
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Предметный указатель
NMR and isotope effects      298
NMR and kinetics      295
NMR and Mosher’s derivatives      142—143
NMR and negative enhancement      240
NMR and norbornyl cations      415 416
NMR and optical purity      155—156
NMR and organocuprate conjugate additions      1030
NMR and organometallic compounds      234
NMR and spin traps      239
NMR and strain      181
NMR and super-aromaticity      66
NMR and the Fischer indole synthesis      1453
NMR and the Hammett equation      369
NMR and the Wittig reaction      1234
NMR and [10]annulene      63
NMR and [18]annulene      65
NMR heptalene      54—55
NMR of benzenonium ion      678
NMR of bullvalene      1448
NMR of kekulene      66
NMR of tropylium ion      70
NMR paramagnetic ring current      67
NMR paratropic behavior      68
NOCl      see “Nitrosyl chloride”
Nomenclature $\alpha/\beta$, for steroids      146
Nomenclature and cis/trans isomers      157
Nomenclature and excited states      310—311
Nomenclature c and r      161
Nomenclature E/Z      157
Nomenclature erythro/threo      146—147
Nomenclature for diastereomers      146
Nomenclature IUPAC for mechanisms      384
Nomenclature IUPAC for transformations      382
Nomenclature pro-R and pro-S      165
Nomenclature re/si      166
Nomenclature syn/anti      147
Non-enolizable ketones      see “Ketones”
Nonacycloeicosanes      183
Nonafluorobutanesulfonate, leaving group      446
Nonalternant hydrocarbons      see “Hydrocarbons nonalternant”
Nonclassical carbocations      1387
Nonclassical ions      407—420
Nonclassical ions and anchimeric assistance      409
Nonclassical ions and norbornyl compounds      415
Nonclassical ions and stereochemistry      409
Nonclassical ions arguments against      415
Norborene      188
Norbornadiene      320 1083
Norbornadienone, electron donor-acceptor complexes      103
Norbornane and conformation      172
Norbornane radical addition of thiols      1390
Norbornenes      1395
Norbornyl bromide, and E2elimination      1303
Norbornyl cations      408 415 1394
Norbornyl cations ab initio calculations      415
Norbornyl cations and NMR      415 416
Norbornyl cations as nonclassical ions      414—415
Norbornyl compounds and nonclassical ions      415
Norbornyl compounds and the $S_N1$ reaction      396
Norbornyl compounds neighboring group effects      414
Norbornyl compounds solvolysis      414
Norbornylmethyl, neighboring group effects      418
Norcaradiene      1087
Norcaradiene ring expansion      1427
Normant reagents      1026
Norrish Type I cleavage      318—319 1354
Norrish Type II cleavage      318—319 1299
Nortricyclane      415
Nosylate, leaving group      446
Nuclear magnetic resonance spectroscopy      see “NMR”
Nucleofuge      385
Nucleofuge and elimination reactions      1319
Nucleofuge definition      275 389
Nucleofuges and solvent ionizing power      452
Nucleophile definition      389 438
Nucleophile effect on substitution      438—445
Nucleophiles ambident      458—461
Nucleophiles ambident, cyanide      459 562
Nucleophiles ambident, enolate anions      458
Nucleophiles ambident, nitrite      459
Nucleophiles ambident, nitro anions      459
Nucleophiles ambident, phenoxide      459
Nucleophiles ambident, types      458—459
Nucleophiles amide bases      500
Nucleophiles and mechanism      275
Nucleophiles and norbornyl cations      1395
Nucleophiles and nucleophilic aromatic substitution      861
Nucleophiles and steric hindrance      444
Nucleophiles carbon, coupling reactions      534
Nucleophiles effect of counterion      460
Nucleophiles order of strength      443
Nucleophiles sulfur, and SET mechanism      495
Nucleophilic addition to alkenes      975—977
Nucleophilic addition to carbonyls, ab initio study      1173
Nucleophilic catalysis, and. hydrolysis of anhydrides      469
Nucleophilic catalyst, pyridine      576
Nucleophilic radicals      903
Nucleophilic rearrangements      see “Rearrangements”
Nucleophilic rearrangements, long range      1387—1388
Nucleophilic strength      439
Nucleophilic strength and HSAB theory      443
Nucleophilic strength and solvation      443
Nucleophilic strength and solvent effects      461
Nucleophilic strength and steric hindrance      444
Nucleophilic strength and the alpha effect      445
Nucleophilic strength and the Swain — Scott equation      444
Nucleophilic strength at sulfonyl sulfur      575
Nucleophilic strength nucleophilicity      444
Nucleophilic strength of common reagents      444
Nucleophilic, mechanism      275
Nucleophilicity      444
o-Bromoanisole, reaction with amide anion      854
o-methylacetophenone      1560
Octabisvalene      183
Octaphenyldibenzo[a,c]napthacene      44
Octet rule      12
Octopus molecule      107
Olefin      see “Alkene”
Olefin metathesis      see “Metathesis alkene”
Olefination      also see “Alkenylation”
Olefination Peterson      1228
Olefination Wittig      1231—1237
Onium salts alkylation with      482
Onium salts reaction with alcohols      482
Onium salts reaction with carboxylic acid salts      489
Oppenauer oxidation      1516
Optical activity      125—139
Optical activity and adamantanes      131
Optical activity and amines      129—130
Optical activity and atropisomers      132
Optical activity and biphenyls      131—132
Optical activity and Grignard reagents      762
Optical activity and helicenes      134—135
Optical activity and metallocenes      135
Optical activity and molecular knots      136
Optical activity and paracyclophanes      135—136
Optical activity and spiranes      134
Optical activity and symmetry      127—128
Optical activity and Troger’s base      130
Optical activity andallenes      133—134
Optical activity causes of      143—144
Optical activity definition      125
Optical activity in substituted cyclohexanes      175
Optical antipodes      125
Optical inactivity, definition      125
Optical purity      155—156
Optical purity and NMR      155—156
Optical rotation      126—127
Optical rotatory dispersion, and enantiomeric composition      143
Optically active compounds, categories      128—136
Orbital overlap, m [2+2]-cycloadditions      1079
Orbital symmetry and cyclopropyl rearrangements      1400
Orbital symmetry and the Ramberg — Backlund reaction      1342
Orbital symmetry and [1,3]- and [l,5]-alkyl sigmatropic rearrangements      1441
Orbital symmetry conservation of      1068
Orbital symmetry conservation, and electrocyclic rearrangements      1434
Orbital symmetry rules, and [1,5]-H sigmatropic rearrangements      1438
Orbitals      3
Orbitals $p\pi-d\pi$      45
Orbitals $sp^2$      8
Orbitals $sp^3$      8
Orbitals $\pi$      8
Orbitals $\pi$, butadiene      36
Orbitals and hyperconjugation      71—72
Orbitals antibonding      4
Orbitals atomic      4
Orbitals bonding      4
Orbitals bonding, allylic system      38
Orbitals gerade      5
Orbitals highest occupied      see “HOMO”
Orbitals hybrid      6
Orbitals LCAO model      5
Orbitals lowest unoccupied      see “LUMO”
Orbitals molecular      see “MO”
Orbitals nonbonding      37
Orbitals overlap in Diels — Alder reactions      1074
Orbitals overlap, cyclopropane      181
Orbitals sigma $(\sigma)$      4
Orbitals sp      6
Orbitals stabilization of carbanions      231
Orbitals ungerade      5
Organic Syntheses      1626
Organoaluminates, lithium dimerization      940
Organoaluminum reagents and Ziegler catalysts      1020
Organoaluminum reagents coupling with alkyl halides      541
Organobarium reagents, reaction with epoxides      547
Organoboranes, addition to aldehydes and ketones      1210
Organocadmium reagents preparation of      566
Organocadmium reagents reaction with acyl halides      566
Organocalcium compounds and reactions with alcohols      544
Organocalcium compounds mechanism of reaction      237
Organocerium reagents, reaction with aldehydes or ketones      1205
Organocerium reagents, reaction with amides      1215
Organocerium reagents, reaction with hydrazones      1216
Organocopper compounds, reaction with haloalkenes      423
Organocopper reagents, and the Ullman reaction      871
Organocuprates and $S_N2’$ reactions      423
Organocuprates and acyloxylation of conjugated compounds      1033
Organocuprates and the $S_N2$ mechanism      539—540
Organocuprates and the $S_N2’$ mechanism      540
Organocuprates and transmetallation      803
Organocuprates conjugate addition      1027
Organocuprates coupling reactions      538 939
Organocuprates coupling with alkyl halides      538—540
Organocuprates Gilman reagents      539
Organocuprates higher order      539
Organocuprates higher order, by transmetallation      804
Organocuprates lithium coupling reactions      538
Organocuprates magnesium, coupling reactions      538
Organocuprates mixed      539
Organocuprates mixed, reaction with acyl halides      566
Organocuprates reaction with acyl halides      566
Organocuprates reaction with aldehydes      1205
Organocuprates reaction with allylic acetates      545
Organocuprates reaction with allylic esters      545
Organocuprates reaction with amines      800
Organocuprates reaction with aryl halides      539 868
Organocuprates reaction with conjugated aldehydes      1027
Organocuprates reaction with conjugated esters      1027
Organocuprates reaction with conjugated ketones      1027
Organocuprates reaction with conjugated sulfones      1028
Organocuprates reaction with dibromoketones      539
Organocuprates reaction with dithiocarboxylic acids      1215
Organocuprates reaction with epoxides      547
Organocuprates reaction with propargyl acetates      545
Organocuprates reaction with sulfonate esters      543
Organoindium reagents, allylic, reaction with imines      1216
Organolithium reagents and aggregates      236
Organolithium reagents and conjugate addition      1029
Organolithium reagents and coupling of alcohols      544
Organolithium reagents and coupling of sulfones      544
Organolithium reagents and enolization      1209
Organolithium reagents and reduction      1209
Organolithium reagents and sparteine as a chiral additive      1215
Organolithium reagents and the Wurtz reaction      806
Organolithium reagents and transmetallation      803
Organolithium reagents butyllithium      236
Organolithium reagents coupling with alkyl halides      537
Organolithium reagents coupling with alkyl halides, and ESR      538
Organolithium reagents ethyllithium      240
Organolithium reagents from alkyl halides      806
Organolithium reagents from aryl halides      806
Organolithium reagents from thioethers      941
Organolithium reagents isopropyllithium      236
Organolithium reagents methyllithium      234
Organolithium reagents neopentyllithium      234
Organolithium reagents ortho-lithiation      792
Organolithium reagents Pd and elimination of sulfones      1336
Organolithium reagents phenyllithium      236
Organolithium reagents reaction with $(ArCH=N)_2SO_2$      1216
Organolithium reagents reaction with $CO_2$      801
Organolithium reagents reaction with aldehydes or ketones      1205—1209
Organolithium reagents reaction with alkenes      791 792 1025
Organolithium reagents reaction with alkyl halides      807
Organolithium reagents reaction with alkyl halides, and CIDNP      808
Organolithium reagents reaction with allylic ethers      558
Organolithium reagents reaction with amides      568
Organolithium reagents reaction with amines      500
Organolithium reagents reaction with ammonium salts      792 1332
Organolithium reagents reaction with aromatic compounds      791 872
Organolithium reagents reaction with azides      799
Organolithium reagents reaction with benzothiazoles      1029
Organolithium reagents reaction with boronic esters      1424
Organolithium reagents reaction with carboxylic acids      568 1213
Organolithium reagents reaction with CeCl_3      1215
Organolithium reagents reaction with CO      801
Organolithium reagents reaction with conjugated compounds and $Ni(CO)_4$      1033
Organolithium reagents reaction with epoxides      546 1329
Organolithium reagents reaction with esters      567
Organolithium reagents reaction with ethers      1328 1421
Organolithium reagents reaction with formamides      801
Organolithium reagents reaction with halo nitriles      1217
Organolithium reagents reaction with heterocycles      871
Organolithium reagents reaction with hydroxylamines      799
Organolithium reagents reaction with iron pentacarbonyl      801
Organolithium reagents reaction with isonitriles      1252
Organolithium reagents reaction with ketones and CO      1207
Organolithium reagents reaction with nitrogen      800
Organolithium reagents reaction with oxazine iminium salts      559
Organolithium reagents reaction with oxazines      558 559
Organolithium reagents reaction with oxetanes      546
Organolithium reagents reaction with oximes      1216
Organolithium reagents reaction with oxygen      795
Organolithium reagents reaction with phosphonium salts      793 1231
Organolithium reagents reaction with pyridine      871
Organolithium reagents reaction with thionolactones      1215
Organolithium reagents reaction with tosyl azide      799
Organolithium reagents reaction with tosylhydrazones      1334
Organolithium reagents regioselectivity      792
Organolithium reagents structure      2326
Organolithium reagents t-butyllithium      234 237
Organolithium reagents vinyllithium      233 236
Organomagnesium compounds      also see “Grignard reagents”
Organomagnesium compounds, from organomercury      228
Organomanganese reagents      1208
Organomercury bromides, rate of reaction with bromine      768
Organomercury compounds and the $S_E2$ reaction      761—762
Organomercury compounds reaction with organomagnesium      228
Organomercury halides, reaction with dicobalt octacarbonyl      800
Organometallic compounds      also see “Boranes” “Carbanions” “Grignard “Organocuprates” “Organolithium
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