1-(3-bromophenyl)ethanol
1-(3-Bromophenyl)ethanone
Conditions | Yield |
---|---|
With C53H46ClN3P2Ru; potassium tert-butylate; acetone at 56℃; under 750.075 Torr; for 0.166667h; Oppenauer Oxidation; | 98% |
With [(2-(benzoimidazol-2-yl)-6-(3,5-dimethylpyrazol-1-yl)pyridine)RuCl2(PPh3)]; potassium tert-butylate; acetone In methanol at 56℃; under 750.075 Torr; for 0.05h; Catalytic behavior; Oppenauer Oxidation; Inert atmosphere; | 97% |
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium tert-butylate; copper(I) triflate; 5-[(2S)-pyrrolidine-2-yl]-1H-tetrazole In N,N-dimethyl-formamide at 25℃; for 1h; Catalytic behavior; | 97% |
Conditions | Yield |
---|---|
With iron(II) chloride In ethanol at 80℃; for 6h; | 95% |
With manganese(II) bromide; water; lithium perchlorate; copper dichloride In acetonitrile at 60℃; for 8h; Wacker-Tsuji Olefin Oxidation; Sealed tube; Inert atmosphere; Electrochemical reaction; regioselective reaction; | 70% |
With dihydrogen peroxide In water; acetonitrile at 55℃; for 12h; Wacker Oxidation; | 66% |
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride; iron(III) chloride; hydrogen / tetrahydrofuran / 24 h / 23 °C 2: NADPH; 9-(2-mesityl)-10-methylacridinium perchlorate; oxygen; ketoreductase-P1-B12 / acetonitrile; water / 24 h / 23 °C / Irradiation; Enzymatic reaction View Scheme | |
With oxygen; potassium carbonate; isopropyl alcohol at 150℃; under 3000.3 Torr; for 6h; regioselective reaction; | 70.5 %Chromat. |
Conditions | Yield |
---|---|
With chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I) In methanol; water at 110℃; for 6h; Schlenk technique; regioselective reaction; | 93% |
With chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I); water In methanol at 110℃; for 6h; | 93% |
With tropylium tetrafluoroborate; water; acetic acid at 130℃; for 48h; Inert atmosphere; | 64% |
Conditions | Yield |
---|---|
With bromine fluoride In ethanol; chloroform at -40℃; for 0.0833333h; | 92% |
Stage #1: acetophenone With potassium bromate In methanol; water Stage #2: With sodium hydrogensulfite In methanol; water at 45℃; for 5h; Reagent/catalyst; | 87.5% |
With 1,3-di-n-butyl-1H-imidazol-3-ium tribromide at 20℃; for 0.166667h; Neat (no solvent); regioselective reaction; | 83% |
N-[1-(3-bromophenyl)ethylidene]hydroxyl amine
1-(3-Bromophenyl)ethanone
Conditions | Yield |
---|---|
With formic acid; silica gel for 0.05h; microwave irradiation; | 92% |
With oxygen In acetonitrile at 22 - 35℃; under 760.051 Torr; for 6h; Irradiation; | 100 %Chromat. |
With oxygen In acetonitrile under 760.051 Torr; for 48h; Irradiation; | 74 %Chromat. |
Conditions | Yield |
---|---|
Stage #1: methyllithium With copper(l) cyanide In diethyl ether at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: m-bromobenzoic acid In diethyl ether at 0 - 20℃; for 15h; Inert atmosphere; | 92% |
3-bromobenzenesulfonyl hydrazide
acetonitrile
1-(3-Bromophenyl)ethanone
Conditions | Yield |
---|---|
With 1,10-Phenanthroline; water; palladium diacetate at 100℃; under 760.051 Torr; for 6h; | 88% |
1-(3-bromophenyl)ethanol
A
(R)-1-(3-bromophenyl)ethanol
B
1-(3-Bromophenyl)ethanone
C
(S)-1-(3-bromophenyl)ethan-1-ol
Conditions | Yield |
---|---|
With Arthrobacter atrocyaneus In N,N-dimethyl-formamide at 32℃; for 72h; Microbiological reaction; enantioselective reaction; | A n/a B n/a C 86% |
Stage #1: 1-(3-bromophenyl)ethanol With C32H40MnN2O6(1+)*Cl(1-) In dichloromethane; water for 0.0833333h; Resolution of racemate; Stage #2: With [bis(acetoxy)iodo]benzene; tetraethylammonium bromide In dichloromethane; water at 0℃; for 0.5h; Overall yield = 40 %; Optical yield = 88 %ee; enantioselective reaction; |
1-(3-bromophenyl)ethanamine
1-(3-Bromophenyl)ethanone
Conditions | Yield |
---|---|
With 4-phenylnaphthalene-1,2-dione In acetonitrile at 80℃; for 36h; | 85% |
2-(3-bromophenyl)-2-propanol
1-(3-Bromophenyl)ethanone
Conditions | Yield |
---|---|
With bismuth(lll) trifluoromethanesulfonate; dipotassium peroxodisulfate; silver nitrate In water at 30℃; for 24h; Inert atmosphere; Green chemistry; | 79% |
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; phosphomolybdic acid; copper(II) acetate monohydrate In water; acetonitrile at 90℃; for 10h; Sealed tube; | 78% |
With FeH6Mo6O24(3-)*3H3N*3H(1+)*7H2O; tetrabutylammomium bromide; dihydrogen peroxide In 1,4-dioxane at 70℃; for 24h; | 75% |
With 2-Picolinic acid; sodium tetrahydroborate; bismuth(III) oxide; tert.-butylhydroperoxide In pyridine; water; acetic acid at 100℃; for 16h; | 71% |
1,3-dibromobenzene
N-Methoxy-N-methylacetamide
1-(3-Bromophenyl)ethanone
Conditions | Yield |
---|---|
Stage #1: 1,3-dibromobenzene With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Stage #2: N-Methoxy-N-methylacetamide In tetrahydrofuran at -78℃; | 74% |
Conditions | Yield |
---|---|
Stage #1: m-bromobenzoic acid With methyllithium In tetrahydrofuran; diethyl ether at -78℃; for 1h; Schlenk technique; Inert atmosphere; Stage #2: Li(1+)*Zn(2+)*3CH3(1-)=LiZn(CH3)3 In tetrahydrofuran; diethyl ether at 50℃; for 5h; Schlenk technique; Inert atmosphere; chemoselective reaction; | 60% |
1-(3-bromophenyl)ethanol
A
1-(3-Bromophenyl)ethanone
B
(S)-1-(3-bromophenyl)ethan-1-ol
Conditions | Yield |
---|---|
With Arthrobacter atrocyaneus In N,N-dimethyl-formamide at 32℃; for 48h; Microbiological reaction; enantioselective reaction; | A n/a B 55% |
Conditions | Yield |
---|---|
Stage #1: 1-(3-aminophenyl)ethanone With sulfuric acid; copper; copper(II) sulfate; potassium bromide In water for 2h; Reflux; Stage #2: With sodium nitrite In water at 80 - 90℃; | 52% |
With hydrogen bromide; copper(I) bromide |
3-bromo-N,N-dimethylbenzamide
methyllithium
A
1-(3-Bromophenyl)ethanone
Conditions | Yield |
---|---|
In tetrahydrofuran; diethyl ether at -63℃; for 0.05h; | A 48% B 6% C 7% |
3-bromo-N,N-dimethylbenzamide
A
1-(3-Bromophenyl)ethanone
Conditions | Yield |
---|---|
With methyllithium In tetrahydrofuran; diethyl ether at -63℃; for 0.05h; | A 48% B 6% C 7% |
With methyllithium In tetrahydrofuran; diethyl ether at -63℃; for 0.05h; | A 48% B 6% C 7% |
Conditions | Yield |
---|---|
With water; zinc at 275℃; for 4h; | A 48% B 28% |
Conditions | Yield |
---|---|
With hydrogenchloride; sodium nitrite In water at 23℃; for 3h; Sealed tube; | 44% |
1-(3-bromophenyl)ethanol
A
(R)-1-(3-bromophenyl)ethanol
B
1-(3-Bromophenyl)ethanone
Conditions | Yield |
---|---|
With C50H42ClN2O3Ru In chloroform at 25℃; Kinetics; Molecular sieve; Resolution of racemate; enantioselective reaction; | A 41.9% B n/a |
With Nocardia corallina B-276 In octane; N,N-dimethyl-formamide at 28 - 30℃; for 25h; Enzymatic reaction; | |
Stage #1: 1-(3-bromophenyl)ethanol With Zr6O4(OH)4(12+)*0.7C21H14O4(2-)*5.3C30H34N2O6(4-)*H2O*9C3H7NO*5.3Mn(3+)*5.3Cl(1-) In dichloromethane; water for 0.0833333h; Resolution of racemate; Stage #2: With [bis(acetoxy)iodo]benzene; tetraethylammonium bromide In dichloromethane; water at 0℃; for 0.5h; Kinetics; Resolution of racemate; enantioselective reaction; | A n/a B n/a |
acetophenone
A
2,2-dibromoacetophenone
B
1-(3-Bromophenyl)ethanone
C
α-bromoacetophenone
Conditions | Yield |
---|---|
With N-Bromosuccinimide; silica gel In acetonitrile for 3h; Temperature; Reflux; | A n/a B n/a C 35% |
With N-Bromosuccinimide; silica gel In diethyl ether for 0.25h; Catalytic behavior; Solvent; Temperature; Reflux; | A n/a B n/a C 24% |
1-(4-amino-3-bromophenyl)-ethanone
1-(3-Bromophenyl)ethanone
Conditions | Yield |
---|---|
With ethanol; sulfuric acid |
3-(3-Bromo-phenyl)-3,4,4-trimethyl-[1,2]dioxetane
A
1-(3-Bromophenyl)ethanone
B
acetone
Conditions | Yield |
---|---|
In xylene at 60℃; Thermodynamic data; Ea; |
(3S,4R)-3,4-Bis-(3-bromo-phenyl)-3,4-dimethyl-[1,2]dioxetane
1-(3-Bromophenyl)ethanone
Conditions | Yield |
---|---|
In xylene at 60℃; Rate constant; Thermodynamic data; Ea; |
(3R,4R)-3,4-Bis-(3-bromo-phenyl)-3,4-dimethyl-[1,2]dioxetane
1-(3-Bromophenyl)ethanone
Conditions | Yield |
---|---|
In xylene at 60℃; Thermodynamic data; Ea; |
3-methyl-3-(m-bromophenyl)-1,2-dioxetane
A
formaldehyd
B
1-(3-Bromophenyl)ethanone
Conditions | Yield |
---|---|
With 9,10-Dibromoanthracene In benzene at 45℃; Product distribution; Mechanism; Thermodynamic data; rate coefficients, log A, ΔS(excit), total and specific triplet and singlet efficiencies for the products of the thermolysis; |
3,3-(2,2'-biphenyldiyl)-4-methyl-4-(m-bromphenyl)-1,2-dioxetane
A
9-fluorenone
B
1-(3-Bromophenyl)ethanone
Conditions | Yield |
---|---|
In benzene at 60.5℃; Rate constant; Thermodynamic data; Ea; |
Conditions | Yield |
---|---|
With potassium bromate; sulfuric acid In water Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
1-bromo-3-(1,1-dimethoxyethyl)benzene
A
methanol
B
1-(3-Bromophenyl)ethanone
Conditions | Yield |
---|---|
With hydrogenchloride In water Rate constant; also for reaction catalysed with various bases; |
1-(3-Bromophenyl)ethanone
1-(3-bromophenyl)ethanol
Conditions | Yield |
---|---|
With sodium tetrahydroborate In ethanol at 20℃; Solvent; Temperature; | 100% |
Stage #1: 1-(3-Bromophenyl)ethanone With C107H90Cl2N10P4Ru2(2+)*2Cl(1-) In isopropyl alcohol at 82℃; for 0.166667h; Inert atmosphere; Stage #2: With potassium isopropoxide In isopropyl alcohol for 2h; Catalytic behavior; Inert atmosphere; | 100% |
With C37H28Cl2N5PRu; isopropyl alcohol; sodium hydroxide at 82℃; under 750.075 Torr; for 0.00833333h; Catalytic behavior; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With iodine for 16h; Reflux; Inert atmosphere; | 100% |
With iodine for 2h; Heating; | 91% |
With iodine at 80℃; for 6h; | 78% |
ethylene glycol
1-(3-Bromophenyl)ethanone
2-(3-bromophenyl)-2-methyl-[1,3]dioxolane
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene Heating / reflux; water separator; | 100% |
With toluene-4-sulfonic acid In benzene for 20h; Heating; | 98% |
With toluene-4-sulfonic acid In toluene Heating; | 98% |
1-(3-Bromophenyl)ethanone
Conditions | Yield |
---|---|
Stage #1: 1-(3-Bromophenyl)ethanone With polystyrene-sulfonylhydrazide resin; acetic acid In tetrahydrofuran at 50℃; for 4h; Solid phase reaction; Stage #2: With thionyl chloride In 1,2-dichloro-ethane at 60℃; for 5h; Solid phase reaction; Hurd-Mori cyclization; | 100% |
With iodine; potassium thioacyanate; toluene-4-sulfonic acid hydrazide; copper dichloride In dimethyl sulfoxide at 100℃; for 1h; Sealed tube; | 81% |
Conditions | Yield |
---|---|
With potassium phosphate; 3-(2,6-diisopropylphenyl)-1-(2-diphenylphosphanylbenzyl)-3H-imidazol-1-ium chloride; bis(η3-allyl-μ-chloropalladium(II)) In 1,4-dioxane at 80℃; for 6h; Suzuki cross-coupling; | 100% |
With caesium carbonate; [PdCl(NNCNHC-nBu)]BF4 In water; N,N-dimethyl-formamide at 80℃; for 0.5h; Suzuki-Miyaura reaction; | 99% |
With potassium phosphate; [Pd2(3,4-dichloroacetophenone thiosemicarbazone)2(bis(diphenylphosphino)ferrocene)] In N,N-dimethyl-formamide at 130℃; for 24h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique; | 99% |
3-pyridylboronic acid
1-(3-Bromophenyl)ethanone
3-(pyridin-3-yl)acetophenone
Conditions | Yield |
---|---|
With sodium tetrachloropalladate(II); 3-(di-tert-butylphosphino)-propane-1-sulfonic acid; sodium carbonate In 2-methyltetrahydrofuran at 80℃; for 4h; Inert atmosphere; | 100% |
With potassium phosphate; palladium dichloride; S-2,2',6,6'-tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine In butan-1-ol at 100℃; for 20h; Suzuki coupling; Inert atmosphere; | 90% |
3-methoxyphenyl bromide
1-(3-Bromophenyl)ethanone
1-(3-bromo-phenyl)-1-(3-methoxy-phenyl)-ethanol
Conditions | Yield |
---|---|
Stage #1: 3-methoxyphenyl bromide With bromine; magnesium In diethyl ether at 20℃; Stage #2: 1-(3-Bromophenyl)ethanone In diethyl ether for 3h; Reflux; | 100% |
1-(3-Bromophenyl)ethanone
oxalic acid diethyl ester
ethyl 4-(3-bromophenyl)-2,4-dioxobutanoate
Conditions | Yield |
---|---|
Stage #1: With sodium In ethanol at 0℃; Stage #2: 1-(3-Bromophenyl)ethanone In ethanol at 10℃; for 2h; Stage #3: oxalic acid diethyl ester In ethanol at 20℃; for 1.5h; | 100% |
Stage #1: 1-(3-Bromophenyl)ethanone With sodium ethanolate In ethanol at 0℃; for 1h; Stage #2: oxalic acid diethyl ester In ethanol at 20℃; for 12h; | 74% |
With ethanol; sodium In diethyl ether at 20℃; for 0.25h; | |
With sodium In diethyl ether; ethanol at 20℃; for 0.25h; | |
With ethanol; sodium at 0 - 20℃; for 4h; Aldol Addition; |
1-(3-Bromophenyl)ethanone
N-[1-(3-bromophenyl)ethylidene]hydroxyl amine
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride; sodium acetate In ethanol; water at 95℃; | 100% |
With pyridine; hydroxylamine hydrochloride at 80℃; for 0.25h; | 99% |
With hydroxylamine hydrochloride; sodium hydroxide In methanol at 20℃; Green chemistry; | 91% |
1-(3-Bromophenyl)ethanone
Diethyl carbonate
ethyl 3-bromobenzoylacetate
Conditions | Yield |
---|---|
With sodium hydride In benzene Heating; | 99% |
With sodium hydride In diethyl ether at 35 - 40℃; | 80% |
Stage #1: Diethyl carbonate With sodium hydride In toluene; mineral oil Reflux; Stage #2: 1-(3-Bromophenyl)ethanone In toluene; mineral oil Reflux; |
1-(3-Bromophenyl)ethanone
1-(3-bromophenyl)-2-chloroethan-1-one
Conditions | Yield |
---|---|
With N,N,N-trimethylbenzenemethanaminium dichloroiodate In tetrahydrofuran at 20 - 25℃; for 72h; Inert atmosphere; | 99% |
With N,N,N-trimethylbenzenemethanaminium dichloroiodate In methanol; 1,2-dichloro-ethane for 5h; Heating; | 66% |
With potassium peroxymonosulfate; ammonium chloride In methanol for 3h; Reflux; | 98 %Chromat. |
1-(3-Bromophenyl)ethanone
(R)-1-(3-bromophenyl)ethanol
Conditions | Yield |
---|---|
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; C45H58NP; potassium tert-butylate; hydrogen In propan-1-ol at 25 - 30℃; under 4560.31 Torr; for 0.166667h; Autoclave; optical yield given as %ee; enantioselective reaction; | 99% |
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; (SC,SC,RFC)-1-(diphenylphosphino)-2-[1-N-((4S)-4-tert-butyl-2-oxazolinyl-2-ylmethyl)ethyl]ferrocene; hydrogen; potassium carbonate In isopropyl alcohol at 25℃; under 15201 Torr; for 2h; Glovebox; Autoclave; enantioselective reaction; | 99% |
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; f-ampha; hydrogen; lithium tert-butoxide In isopropyl alcohol at 25 - 30℃; under 15201 Torr; for 6h; Inert atmosphere; Autoclave; enantioselective reaction; | 99% |
1-(3-Bromophenyl)ethanone
2,3'-dibromoacetophenone
Conditions | Yield |
---|---|
With N-Bromosuccinimide; toluene-4-sulfonic acid In dichloromethane at 40℃; for 0.25h; Microwave irradiation; Green chemistry; | 99% |
With hydrogen bromide; oxygen; 2-methylpyridinium nitrate In water at 60℃; for 10h; | 84% |
With 1,4-dioxane dibromide; silica gel for 0.0166667h; microwave irradiation; | 83% |
1-(3-Bromophenyl)ethanone
(S)-1-(3-bromophenyl)ethan-1-ol
Conditions | Yield |
---|---|
With sodium formate; cetyltrimethylammonium chloride at 45℃; for 24h; enantioselective reaction; | 99% |
With D-glucose In aq. phosphate buffer at 25℃; for 24h; pH=7.0; Reagent/catalyst; Temperature; pH-value; stereoselective reaction; | 99% |
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; C53H73FeN2O2PS; hydrogen; lithium tert-butoxide In isopropyl alcohol at 25 - 30℃; under 22801.5 Torr; for 12h; Autoclave; enantioselective reaction; | 99% |
semicarbazide hydrochloride
1-(3-Bromophenyl)ethanone
1-(1-(3-bromophenyl)ethylidene)semicarbazide
Conditions | Yield |
---|---|
With sodium acetate In ethanol; water at 20℃; | 99% |
Stage #1: semicarbazide hydrochloride With sodium acetate In ethanol at 20℃; for 0.25h; Stage #2: 1-(3-Bromophenyl)ethanone In ethanol at 20℃; | 91% |
Stage #1: semicarbazide hydrochloride With sodium acetate In ethanol for 0.75h; Heating; Stage #2: 1-(3-Bromophenyl)ethanone In ethanol for 1h; Heating; |
Conditions | Yield |
---|---|
With copper acetylacetonate; N1-(4-hydroxy-2,6-dimethylphenyl)-N2-(4-hydroxy-3,5-dimethylphenyl)oxalamide; water In water; dimethyl sulfoxide at 80℃; for 24h; Schlenk technique; Inert atmosphere; | 99% |
With potassium hydroxide; tris-(dibenzylideneacetone)dipalladium(0); tert-butyl XPhos In 1,4-dioxane; water at 80℃; for 14h; | 96% |
With bis(η3-allyl-μ-chloropalladium(II)); t-BuBrettPhos; p-methylbenzaldehyde oxime; caesium carbonate In N,N-dimethyl-formamide at 90℃; for 5h; Catalytic behavior; Solvent; Reagent/catalyst; Inert atmosphere; | 90% |
With tris(6,6'-diamino-2,2'-bipyridine); 4,4-diphenyl-1,3,5,7,8-pentamethyl-2,6-diethyl-4-bora-3a,4a-diaza-s-indacene; Br2Ni*3H2O; water; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide; acetonitrile at 20℃; for 24h; Glovebox; Irradiation; Inert atmosphere; | 88% |
With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; boric acid; palladium diacetate; caesium carbonate In 1-methyl-pyrrolidin-2-one at 80℃; for 24h; Schlenk technique; Inert atmosphere; | 72% |
methylmagnesium bromide
1-(3-Bromophenyl)ethanone
2-(3-bromophenyl)-2-propanol
Conditions | Yield |
---|---|
In diethyl ether at 0℃; | 99% |
In diethyl ether at 0 - 20℃; for 4h; | 90% |
Stage #1: methylmagnesium bromide; 1-(3-Bromophenyl)ethanone In diethyl ether at 0 - 20℃; for 4h; Stage #2: With water In diethyl ether; ethyl acetate | 90% |
1-(3-Bromophenyl)ethanone
2,6-dimethoxypyridine-3-boronic acid
1-[3-(2,6-dimethoxy-3-pyridinyl)phenyl]ethanone
Conditions | Yield |
---|---|
With potassium phosphate; palladium dichloride; S-2,2',6,6'-tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine In butan-1-ol at 100℃; for 2h; Suzuki coupling; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With calcium dihydride; tri-tert-butyl phosphine; [Pd2(dba)5] In tetrahydrofuran; acetonitrile at 70℃; for 2h; | 99% |
Conditions | Yield |
---|---|
With C46H76N5Si2Sm In toluene at 20℃; Schlenk technique; Inert atmosphere; | 99% |
1-(3-Bromophenyl)ethanone
orthoformic acid triethyl ester
2-bromo-4-(1,1-diethoxyethyl)benzene
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol; water for 4h; Inert atmosphere; Schlenk technique; Reflux; | 99% |
ammonium carbonate
1-(3-Bromophenyl)ethanone
(RS)-5-(3-bromo-phenyl)-5-methyl-imidazolidine-2,4-dione
Conditions | Yield |
---|---|
In ethanol at 120℃; for 16h; autoclave; | 98.6% |
With ethanol at 120℃; for 16h; autoclave; | 98.6% |
In ethanol at 120℃; for 16h; Autoclave; | 98.6% |
1-(3-Bromophenyl)ethanone
(RS)-5-(3-bromo-phenyl)-5-methyl-imidazolidine-2,4-dione
Conditions | Yield |
---|---|
With potassium cyanide In ethanol at 120℃; for 16h; Autoclave; | 98.6% |
Conditions | Yield |
---|---|
Stage #1: allyl bromide With chromium chloride; manganese; (10,10-dimethyl-5-(pyridin-2-yl)-6-azatricyclo[7.1.1.02,7]undeca-2(7),3,5-trien-8-yl)diphenylmethanol; triethylamine In tetrahydrofuran at 20℃; for 1h; Stage #2: 1-(3-Bromophenyl)ethanone With chloro-trimethyl-silane In tetrahydrofuran at 20℃; for 36h; Stage #3: With tetrabutyl ammonium fluoride In tetrahydrofuran for 0.25h; Nozaki-Hiyama-Kishi Reaction; enantioselective reaction; | 98.2% |
1-(3-Bromophenyl)ethanone
Conditions | Yield |
---|---|
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; (R)-N-(3-methylpyridine-2-methyl)-7-bis-(3,5-di-tert-butylphenyl)phosphino-7′-amino-1,1′-spirodihydroindane; potassium tert-butylate; hydrogen In ethanol at 20℃; under 6080.41 - 7600.51 Torr; for 0.833333h; Inert atmosphere; Sealed tube; | 98% |
With 9,9-dimethylxanthene-4,5-diyl-bis{[chiral-BINOL]phosphonite}; potassium tert-butylate; isopropyl alcohol; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 at 40℃; for 28h; |
Conditions | Yield |
---|---|
With caesium carbonate; [PdCl(NNCNHC-nBu)]BF4 In water; N,N-dimethyl-formamide at 80℃; for 0.5h; Suzuki-Miyaura reaction; | 98% |
With C52H80N2O39Pd; potassium carbonate In water at 60℃; for 1h; Suzuki-Miyaura Coupling; | 93% |
With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole In 1,4-dioxane; water at 70℃; for 1h; Suzuki-Miyaura Coupling; Inert atmosphere; Sealed tube; chemoselective reaction; | 91% |
With water; triethylamine; Pd(OAc)2EnCatTM In N,N-dimethyl-formamide at 85℃; for 5h; Suzuki-Miyaura reaction; |
1-(3-Bromophenyl)ethanone
thiourea
2-amino-4-(m-bromophenyl)thiazole
Conditions | Yield |
---|---|
With iodine at 100℃; | 98% |
With iodine at 110℃; for 16h; | 71.2% |
With iodine at 110℃; for 16h; | 71.2% |
1-(3-Bromophenyl)ethanone
(E)-1-(3-bromophenyl)ethan-1-one oxime
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride; sodium hydrogencarbonate In methanol for 1.5h; Heating / reflux; | 98% |
With hydroxylamine hydrochloride; sodium hydroxide In ethanol; water at 20℃; for 24h; pH=9; Cooling with ice; | 91% |
With hydroxylamine hydrochloride; sodium hydroxide In ethanol; water at 0 - 20℃; for 24h; pH=9; | 91% |
1-(3-Bromophenyl)ethanone
trimethylsilylacetylene
1-(3-((trimethylsilyl)ethynyl)phenyl)ethan-1-one
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 50℃; for 6h; Sonogashira Cross-Coupling; Inert atmosphere; Schlenk technique; | 98% |
copper(I) iodide In bis(triphenylphosphine)palladium(II) dichloride | |
With copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; | |
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In tetrahydrofuran at 100℃; for 12h; Glovebox; Inert atmosphere; | |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 50℃; for 16h; Inert atmosphere; |
The 3'-Bromoacetophenone, with the CAS registry number 2142-63-4, is also known as m-Bromoacetophenone. It belongs to the product categories of Carbonyl Compounds; Halides; Aromatic Acetophenones & Derivatives (substituted); Benzene series; API intermediates; Adehydes, Acetals & Ketones; Bromine Compounds; Acetophenone series; Building Blocks; C7 to C8; Chemical Synthesis; Ketones; Organic Building Blocks. Its EINECS number is 218-396-0. This chemical's molecular formula is C8H7BrO and molecular weight is 199.05. What's more, its systematic name is 1-(3-Bromophenyl)ethanone. This chemical should be sealed and stored in a cool and dry place. Moreover, it should be protected from oxides. It is used as synthetic material of organic chemical.
Physical properties of 3'-Bromoacetophenone are: (1)ACD/LogP: 2.47; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.47; (4)ACD/LogD (pH 7.4): 2.47; (5)ACD/BCF (pH 5.5): 44.38; (6)ACD/BCF (pH 7.4): 44.38; (7)ACD/KOC (pH 5.5): 525.63; (8)ACD/KOC (pH 7.4): 525.63; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 17.07 Å2; (13)Index of Refraction: 1.554; (14)Molar Refractivity: 43.971 cm3; (15)Molar Volume: 137.149 cm3; (16)Polarizability: 17.431×10-24cm3; (17)Surface Tension: 39.1 dyne/cm; (18)Density: 1.451 g/cm3; (19)Flash Point: 90.945 °C; (20)Enthalpy of Vaporization: 49.266 kJ/mol; (21)Boiling Point: 255.203 °C at 760 mmHg; (22)Vapour Pressure: 0.02 mmHg at 25°C.
Preparation: this chemical can be prepared by 1-(3-bromo-phenyl)-ethanol at the ambient temperature. This reaction will need reagent CrO3-"wet-Alumina" and solvent hexane with the reaction time of 24 hours. The yield is about 96%.
Uses of 3'-Bromoacetophenone: it can be used to produce 1-(3-bromo-phenyl)-3-pyridin-2-yl-propenone by heating. The reaction time is 25 min. The yield is about 64%.
When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing and you must avoid contact with skin and eyes.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C(c1cc(Br)ccc1)C
(2)Std. InChI: InChI=1S/C8H7BrO/c1-6(10)7-3-2-4-8(9)5-7/h2-5H,1H3
(3)Std. InChIKey: JYAQYXOVOHJRCS-UHFFFAOYSA-N
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View