Surya K. De - Applied Organic Chemistry
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- Название:Applied Organic Chemistry
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Applied Organic Chemistry: краткое содержание, описание и аннотация
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Applied Organic Chemistry
Applied Organic Chemistry
Applied Organic Chemistry — читать онлайн ознакомительный отрывок
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Acknowledgments
The author would like to extend his gratitude to the original publishers for experimental procedures for granting permission to use in this book. The publishers include the American Chemical Society, Elsevier, the Royal Society of Chemistry, John Wiley & Sons, Wiley VCH‐Verlag, Thieme, and the Japan Institute of Heterocyclic Chemistry. I would like to thank all inventors for patent literatures cited in this book.
List of Abbreviations
Abbreviation | Name | Chemical structure |
Å | Ångström | NA |
Ac | Acetyl | ![]() |
Acac | Acetylacetonyl | ![]() |
AIBN | 2,2′‐Azobisisobutyronitrile | ![]() |
Alloc | Allyloxycarbonyl | ![]() |
Aq | Aqueous | With water |
Ar | Aryl | Substituted aromatic ring |
9‐BBN | 9‐Borabicyclo[3.3.1]nonane | ![]() |
BINAL‐H | 2,2′‐Dihydroxy‐1,1′‐binaphthyl lithium aluminum hydride | ![]() |
BINAP | 2,2′‐Bis(diphenylphosphino)‐1,1′‐binaphthyl | ![]() |
BINOL | 1,1′‐Bi‐2,2′‐naphthol | ![]() |
BMS | Borane dimethyl sulfide complex | H 3B • SMe 2 |
Abbreviation | Name | Chemical structure |
Boc | tert ‐Butoxycarbonyl | ![]() |
BOM | Benzyloxymethyl | ![]() |
b.p. | Boiling point | NA |
BPO | Benzoyl peroxide | ![]() |
Bn | Benzyl | ![]() |
br | Broad | NA |
Bz | Benzoyl | ![]() |
n ‐Bu | n ‐Butyl | ![]() |
t ‐Bu | tert ‐Butyl | ![]() |
°C | Degree Celsius | NA |
13C NMR | Carbon NMR | NA |
CAN | Ceric ammonium nitrate | (NH 4) 2Ce(NO 3) 6 |
cat. | Catalytic | NA |
Cbz (Z) | Benzyloxycarbonyl | ![]() |
conc. | Concentrated | NA |
COSY | Correlation spectroscopy | NA |
CDI | Carbonyldiimidazole | ![]() |
CSA | Camphorsulfonic acid | ![]() |
CTAB | Cetyltrimethylammonium bromide | ![]() |
Δ | Chemical shift in ppm | NA |
d | Doublet | NA |
DABCO | 1,4‐Diazabicyclo[2.2.2]octane | ![]() |
Abbreviation | Name | Chemical structure |
DAST | Diethylaminosulfur trifluoride | ![]() |
Dba | Dibenzylideneacetone | ![]() |
DBAD | Di‐ tert ‐butyl azodicarboxylate | ![]() |
DBU | 1,8‐Diazabicyclo[5.4.0]undec‐7‐ene | ![]() |
DCC | N,N′ ‐Dicyclohexylcarbodiimide | ![]() |
DCE | 1,2‐Dichloroethane | ![]() |
DCM | Dichloromethane | CH 2Cl 2 |
DCU | N,N′ ‐Dicyclohexylurea | ![]() |
DDQ | 2,3‐Dichloro‐5,6‐dicyano‐1,4‐benzoquinone | ![]() |
de | Diastereomeric excess | NA |
DEAD | Diethyl azodicarboxylate | ![]() |
DET | Diethyl tartrate | ![]() |
DHP | 3,4‐Dihydro‐2H‐pyran | ![]() |
(DHQ) 2PHAL | Bis(dihydroquinino)phthalazine | ![]() |
Abbreviation | Name | Chemical structure |
(DHQD) 2‐PHAL | Bis(dihydroquinidino)phthalazine | ![]() |
DIAD | Diisopropyl azodicarboxylate | ![]() |
DAIB (DIB) | (Diacetoxyiodo)benzene | ![]() |
DIBAL‐H | Diisobutylaluminum hydride | ![]() |
DIC | Diisopropylcarbodiimide | ![]() |
DIEA (DIPEA) | Diisopropylethylamine | ![]() |
DIPT | Diisopropyl tartrate | ![]() |
DMA | N,N ‐Dimethylacetamide | ![]() |
DMAP | 4‐ N,N ‐Dimethylaminopyridine | ![]() |
DME | 1,2‐Dimethoxyethane | ![]() |
DMF | N,N ‐Dimethylformamide | ![]() |
DMP | Dess–Martin periodinane | ![]() |
Abbreviation | Name | Chemical structure |
DMPS | Dimethylphenylsilyl | ![]() |
DMS | Dimethyl sulfide | ![]() |
DMSO | Dimethyl sulfoxide | ![]() |
DPPA | Diphenylphosphoryl azide | ![]() |
DPS (TBDPS) | tert ‐Butyldiphenylsilyl | ![]() |
DTT (DTE) | 1,4‐Dithioerythritol | ![]() |
E1 | Unimolecular elimination | NA |
E2 | Bimolecular elimination | NA |
EDC (EDCI) | 1‐Ethyl‐3‐(3‐dimethylaminopropyl)carbodiimide | ![]() |
EDG | Electron‐donating group | NA |
EDTA | Ethylenediaminetetraacetic acid | ![]() |
ee | Enantiomeric excess | NA |
E i | Intramolecular syn elimination | NA |
Et | Ethyl | ![]() |
Equiv. | Equivalent | NA |
EWG | Electron‐withdrawing group | NA |
Fmoc | 9‐Fluorenylmethoxycarbonyl | ![]() |
Fp | Flash point | NA |
g | Grams | NA |
GC | Gas chromatography | NA |
h | Hour | NA |
Abbreviation | Name | Chemical structure |
HATU | O‐(7‐Azabenzotriazol‐1‐yl)‐N,N,N′,N′‐tetramethyluronium hexafluorophosphate | ![]() |
HBTU | Hexafluorophosphate Benzotriazole Tetramethyl Uronium | ![]() |
HFIP | 1,1,1,3,3,3‐Hexafluoro‐2‐propanol (hexafluoroisopropanol) | ![]() |
HMDS | 1,1,1,3,3,3‐Hexamethyldisilazane | ![]() |
HMPA | Hexamethylphosphoric acid triamide (hexamethylphosphoramide) | ![]() |
HMPT | Hexamethylphosphorous triamide | ![]() |
HOAt | 1‐Hydroxy‐7‐azabenzotriazole | ![]() |
HOBt | 1‐Hydroxybenzotriazole | ![]() |
HOMO | Highest occupied molecular orbital | NA |
HPLC | High‐performance liquid chromatography | NA |
HTIB | [Hydroxy(tosyloxy)iodo]benzene | ![]() |
Hz | Hertz | NA |
1H NMR | Proton NMR | NA |
HMBC | Heteronuclear multiple bond coherence | NA |
Abbreviation | Name | Chemical structure |
HSQC | Heteronuclear single quantum coherence | NA |
IBX | o ‐Iodoxybenzoic acid | ![]() |
IPA | Isopropyl alcohol | ![]() |
IR | Infrared spectroscopy | NA |
J | Coupling constant | NA |
KHMDS | Potassium bis(trimethylsilyl)amide | ![]() |
L | Ligand | NA |
LAH | Lithium aluminum hydride | LiAlH 4 |
LHMDS (LiHMDS) | Lithium bis(trimethylsilyl)amide | ![]() |
Liq. | Liquid | NA |
LiTMP (LTMP) | Lithium 2,2,6,6‐tetramethylpiperidide | ![]() |
L.R. | Lawesson's reagent 2,4‐Bis(4‐methoxyphenyl)‐1,3,2,4‐dithiadiphos‐phetane‐2,4‐disulfide | ![]() |
L‐selectride | Lithium tri‐sec‐butylborohydride | ![]() |
LTA | Lead tetraacetate | Pb(OAc) 4 |
LUMO | Lowest unoccupied molecular orbital | NA |
Lut | 2,6‐Lutidine | ![]() |
m | Meta | NA |
m | Multiplet | NA |
Abbreviation | Name | Chemical structure |
M | Moles/liter | NA |
m ‐CPBA | meta‐Chloroperbenzoic acid | ![]() |
Me | Methyl | −−CH 3 |
MEM | (2‐Methoxyethoxy)methyl | ![]() |
MIC | Methyl isocyanate | ![]() |
min | Minute | NA |
mg | Milligrams | NA |
ml | Milliliters | NA |
Mol | Moles | NA |
mmol | Millimoles | NA |
μl | Microliters | NA |
MOM | Methoxymethyl | ![]() |
m.p. | Melting point | NA |
Ms | Mesyl (methanesulfonyl) | ![]() |
MS | Mass spectrometry | NA |
MS | Molecular sieves | NA |
MSA | Methanesulfonic acid | ![]() |
MSDS | Material safety data sheet | NA |
MTBE | Methyl ter t‐butyl ether | ![]() |
MVK | Methyl vinyl ketone | ![]() |
Mv | Microwave | NA |
n | Normal (e.g. unbranched alkyl chain) | NA |
NaHMDS | Sodium bis(trimethylsilyl)amide Sodium hexamethyldisilazane | ![]() |
NBS | N ‐Bromosuccinimide | ![]() |
Abbreviation | Name | Chemical structure |
NCS | N ‐Chlorosuccinimide | ![]() |
NIS | N ‐Iodosuccinimide | ![]() |
NMM | N ‐Methylmorpholine | ![]() |
NMO | N ‐Methylmorpholine oxide | ![]() |
NMP | N ‐Methyl‐2‐pyrrolidinone | ![]() |
NMR | Nuclear magnetic resonance | NA |
NSAID | Nonsteroidal anti‐inflammatory drug | NA |
Nuc/Nu | Nucleophile | NA |
o | Ortho | NA |
p | Para | NA |
Pbf | 2,2,4,6,7‐Pentamethyldihydrobenzofuran‐5‐sulfonyl | ![]() |
31P NMR | Phosphorus NMR | NA |
PBP | Pyridinium bromide perbromide | ![]() |
PCC | Pyridinium chlorochromate | ![]() |
PDC | Pyridinium dichromate | ![]() |
Abbreviation | Name | Chemical structure |
Pd 2(dba) 3 | Tris(dibenzylideneacetone)dipalladium | ![]() |
Pd(dppf)Cl 2 | [1,1′‐Bis(diphenylphosphino)ferrocene]dichloropalladium(II) | ![]() |
PdCl 2(PPh 3) 2 | Bis(triphenylphosphine)palladium(II) dichloride | ![]() |
Pd(PPh 3) 4 | Tetrakis(triphenylphosphine)palladium(0) | (Ph 3P) 4Pd |
PhI(OH)OTs | [Hydroxyl(tosyloxy)iodo]benzene | ![]() |
PEG | Polyethylene glycol | ![]() |
Ph | Phenyl | ![]() |
PHAL | Phthalazine | ![]() |
PIFA | Phenyliodonium bis(trifluoroacetate) | ![]() |
Piv | Pivaloyl | ![]() |
PMB | p ‐Methoxybenzyl | ![]() |
PMP | 4‐Methoxyphenyl | ![]() |
Abbreviation | Name | Chemical structure |
PNB | p ‐Nitrobenzyl | ![]() |
ppm | Parts per million | NA |
PPTS | Pyridinium p ‐toluenesulfonate | ![]() |
Pr | Propyl | ![]() |
P.T. | Proton transfer | NA |
PTAB | Phenyltrimethylammonium perbromide | ![]() |
PTSA (TsOH) | p ‐Toluenesulfonic acid | ![]() |
r.t. (rt) | Room temperature | NA |
R f | Retention factor in chromatography | NA |
ROM | Ring‐opening metathesis | NA |
ROMP | Ring‐opening metathesis polymerization | NA |
RB (Rose Bengal) | 2,4,5,7‐Tetraiodo‐3′,4′,5′,6′‐tetrachlorofluorescein, disodium salt (a photosensitizer, dye) | ![]() |
s | Singlet | NA |
SDS | Sodium dodecyl sulfate | ![]() |
Selectfluor | N ‐Chloromethyl‐ N ′‐fluorotriethylenediammonium bis(tetrafluoroborate) | ![]() |
SEM | 2‐(Trimethylsilyl)ethoxymethyl | ![]() |
SET | Single‐electron transfer | NA |
S NAr | Nucleophilic substitution on an aromatic ring | NA |
Abbreviation | Name | Chemical structure |
S N1 | Unimolecular nucleophilic substitution | NA |
S N2 | Bimolecular nucleophilic substitution | NA |
SPB | Sodium perborate | NaBO 3 |
t | Triplet | NA |
TBAB | Tetra‐ n ‐butylammonium bromide | ![]() |
TBAF | Tetra‐ n ‐butylammonium fluoride | ![]() |
TBAI | Tetra‐ n ‐butylammonium iodide | ![]() |
TBD | Triazabicyclodecene (1,5,7‐triazabicyclo[4.4.0]dec‐5‐ene | ![]() |
TBDMS (TBS) | tert ‐Butyldimethylsilyl | ![]() |
TBDPS (BPS) | tert ‐Butyldiphenylsilyl | ![]() |
TBH | tert ‐Butyl hypochlorite | ![]() |
TBHP | tert ‐Butyl hydroperoxide | ![]() |
TBP | Tributylphosphine | ![]() |
TBTH | Tributyltin hydride | ![]() |
Abbreviation | Name | Chemical structure |
TBTSP | tert ‐Butyl trimethylsilyl peroxide | ![]() |
TCCA | Trichloroisocyanuric acid | ![]() |
TCDI | Thiocarbonyldiimidazole | ![]() |
TCNE | Tetracyanoethylene | ![]() |
TCNQ | 7,7,8,8‐Tetracyano‐ para ‐quinodimethane | ![]() |
TEA | Triethylamine | ![]() |
TEMPO | 2,2,6,6‐Tetramethyl‐1‐piperidinyloxy free radical | ![]() |
Teoc | 2‐(Trimethylsilyl)ethoxycarbonyl | ![]() |
TEP | Triethylphosphite | ![]() |
TES | Triethylsilyl | ![]() |
Tf | Trifluoromethanesulfonyl | ![]() |
TFA | Trifluoroacetic acid | ![]() |
TFAA | Trifluoroacetic anhydride | ![]() |
TFE | 2,2,2‐Trifluoroethanol | ![]() |
TFMSA | Trifluoromethanesulfonic acid (triflic acid) | ![]() |
Abbreviation | Name | Chemical structure |
THF | Tetrahydrofuran | ![]() |
THP | 2‐Tetrahydropyranyl | ![]() |
TIPS | Triisopropylsilyl | ![]() |
TIPS | Triisopropylsilane | ![]() |
TMP | 2,2,6,6‐Tetramethylpiperidine | ![]() |
TMS | Trimethylsilyl | ![]() |
TMSA | Trimethylsilyl azide | ![]() |
TMU | Tetramethylurea | ![]() |
TPAP | Tetra‐ n ‐propylammonium perruthenate | ![]() |
TPP | Triphenylphosphine | ![]() |
TPS | Triphenylsilane | ![]() |
Trt | Trityl (triphenylmethyl) | ![]() |
Abbreviation | Name | Chemical structure |
T.S. | Transition state | NA |
Ts (Tos) | p ‐Toluenesulfonyl | ![]() |
TTN | Thallium(III) trinitrate | Tl(NO 3) 3 |
UHP | Urea–hydrogen peroxide complex | ![]() |
Z (Cbz) | Benzyloxycarbonyl | ![]() |
Polarity of Solvents
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