1-bromo-2,3-difluorobenzene
A
3-bromo-2-fluoro-phenol
B
2-bromo-6-fluorophenol
Conditions | Yield |
---|---|
Stage #1: 1-bromo-2,3-difluorobenzene With potassium trimethylsilonate In diethylene glycol dimethyl ether at 120℃; for 5h; Inert atmosphere; Stage #2: With hydrogenchloride In diethylene glycol dimethyl ether; water at 20℃; Inert atmosphere; |
3-bromo-2-fluoro-phenol
benzyl bromide
1-(benzyloxy)-3-bromo-2-fluorobenzene
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 4h; Reflux; | 97% |
3-bromo-2-fluoro-phenol
6-(benzyloxy)-4-chloro-7-methoxyquinazoline
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 1h; | 96% |
3-bromo-2-fluoro-phenol
isopropyl bromide
1-bromo-2-fluoro-3-isopropoxybenzene
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 60℃; for 14h; Inert atmosphere; | 92% |
3-bromo-2-fluoro-phenol
cyclohexylmethyl alcohol
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 16h; | 83% |
3-bromo-2-fluoro-phenol
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 1h; | 82% |
3-bromo-2-fluoro-phenol
Conditions | Yield |
---|---|
With caesium carbonate In dimethyl sulfoxide at 110℃; for 1h; | 76.8% |
3-bromo-2-fluoro-phenol
Conditions | Yield |
---|---|
Stage #1: 3-bromo-2-fluoro-phenol With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.25h; Stage #2: diphenyliodonium tetrafluoroborate In tetrahydrofuran at 40℃; for 1h; | 76% |
Stage #1: 3-bromo-2-fluoro-phenol With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.25h; Stage #2: diphenyliodonium tetrafluoroborate In tetrahydrofuran at 40℃; for 1h; | 76% |
3-bromo-2-fluoro-phenol
bis(3-fluorophenyl)iodonium tetrafluoroborate
Conditions | Yield |
---|---|
Stage #1: 3-bromo-2-fluoro-phenol With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.25h; Stage #2: bis(3-fluorophenyl)iodonium tetrafluoroborate In tetrahydrofuran at 40℃; for 1h; | 71% |
Stage #1: 3-bromo-2-fluoro-phenol With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.25h; Stage #2: bis(3-fluorophenyl)iodonium tetrafluoroborate In tetrahydrofuran at 40℃; for 1h; | 71% |
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 18h; Inert atmosphere; Reflux; | 70% |
3-bromo-2-fluoro-phenol
sodium chlorodifluoroacetate
1-bromo-3-(difluoromethoxy)-2-fluorobenzene
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 2h; | 47% |
With caesium carbonate In N,N-dimethyl-formamide at 100℃; for 2h; | |
With caesium carbonate In N,N-dimethyl-formamide at 100℃; for 4h; |
Conditions | Yield |
---|---|
With caesium carbonate In acetonitrile at 80℃; for 18h; | 31.24% |
3-bromo-2-fluoro-phenol
Conditions | Yield |
---|---|
With potassium phosphate; palladium bis[bis(diphenylphosphino)ferrocene] dichloride In 1,4-dioxane; ethanol at 100℃; for 1h; Inert atmosphere; Microwave irradiation; Sealed tube; | 29% |
Conditions | Yield |
---|---|
With copper diacetate; triethylamine In dichloromethane at 20℃; Molecular sieve; | 4% |
3-bromo-2-fluoro-phenol
1-bromo-hexane
A
6-bromo-2-hexyloxyfluorobenzene
Conditions | Yield |
---|---|
With hydrogenchloride; potassium carbonate In water; acetone |
3-bromo-2-fluoro-phenol
2-(3-(difluoromethoxy)-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 100 °C 2: potassium acetate / 1,4-dioxane / 2 h / 110 °C View Scheme | |
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 100 °C 2: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane / 3 h / 110 °C View Scheme |
3-bromo-2-fluoro-phenol
4-[2-(benzyloxy)-6-bromophenoxymethyl]pyridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: potassium carbonate / acetone / 4 h / Reflux 2.1: sodium hydride / 1-methyl-pyrrolidin-2-one; mineral oil / 0.5 h / 60 °C / Cooling with ice 2.2: 2 h / 100 °C View Scheme |
3-bromo-2-fluoro-phenol
1-benzyl-4-[2-(benzyloxy)-6-bromophenoxymethyl]pyridinium bromide
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: potassium carbonate / acetone / 4 h / Reflux 2.1: sodium hydride / 1-methyl-pyrrolidin-2-one; mineral oil / 0.5 h / 60 °C / Cooling with ice 2.2: 2 h / 100 °C 3.1: acetone / 18 h / Reflux View Scheme |
3-bromo-2-fluoro-phenol
1-benzyl-4-[2-(benzyloxy)-6-bromophenoxymethyl]-1,2,3,6-tetrahydropyridine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: potassium carbonate / acetone / 4 h / Reflux 2.1: sodium hydride / 1-methyl-pyrrolidin-2-one; mineral oil / 0.5 h / 60 °C / Cooling with ice 2.2: 2 h / 100 °C 3.1: acetone / 18 h / Reflux 4.1: sodium tetrahydroborate / methanol / 2 h / -5 - 20 °C View Scheme |
3-bromo-2-fluoro-phenol
benzyl 4-[2-(benzyloxy)-6-bromophenoxymethyl]-1,2,3,6-tetrahydropyridine-1-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: potassium carbonate / acetone / 4 h / Reflux 2.1: sodium hydride / 1-methyl-pyrrolidin-2-one; mineral oil / 0.5 h / 60 °C / Cooling with ice 2.2: 2 h / 100 °C 3.1: acetone / 18 h / Reflux 4.1: sodium tetrahydroborate / methanol / 2 h / -5 - 20 °C 5.1: potassium hydrogencarbonate / dichloromethane / 24 h / 0 - 20 °C View Scheme |
3-bromo-2-fluoro-phenol
ethyl 4-[2-(benzyloxy)-6-bromophenoxymethyl]-1,2,3,6-tetrahydropyridine-1-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: potassium carbonate / acetone / 4 h / Reflux 2.1: sodium hydride / 1-methyl-pyrrolidin-2-one; mineral oil / 0.5 h / 60 °C / Cooling with ice 2.2: 2 h / 100 °C 3.1: acetone / 18 h / Reflux 4.1: sodium tetrahydroborate / methanol / 2 h / -5 - 20 °C 5.1: potassium hydrogencarbonate / 1,2-dichloro-ethane / 2 h / Reflux View Scheme |
3-bromo-2-fluoro-phenol
benzyl 7-(benzyloxy)-2',3'-dihydro-1'H,2H-spiro[1-benzofuran-3,4'-pyridine]-1'-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: potassium carbonate / acetone / 4 h / Reflux 2.1: sodium hydride / 1-methyl-pyrrolidin-2-one; mineral oil / 0.5 h / 60 °C / Cooling with ice 2.2: 2 h / 100 °C 3.1: acetone / 18 h / Reflux 4.1: sodium tetrahydroborate / methanol / 2 h / -5 - 20 °C 5.1: potassium hydrogencarbonate / dichloromethane / 24 h / 0 - 20 °C 6.1: trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); silver carbonate / 1-methyl-pyrrolidin-2-one / 18 h / 140 °C / Inert atmosphere View Scheme |
3-bromo-2-fluoro-phenol
ethyl 7-(benzyloxy)-2',3'-dihydro-1'H,2H-spiro[1-benzofuran-3,4'-pyridine]-1'-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: potassium carbonate / acetone / 4 h / Reflux 2.1: sodium hydride / 1-methyl-pyrrolidin-2-one; mineral oil / 0.5 h / 60 °C / Cooling with ice 2.2: 2 h / 100 °C 3.1: acetone / 18 h / Reflux 4.1: sodium tetrahydroborate / methanol / 2 h / -5 - 20 °C 5.1: potassium hydrogencarbonate / 1,2-dichloro-ethane / 2 h / Reflux 6.1: trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); silver carbonate / 1-methyl-pyrrolidin-2-one / 18 h / 140 °C / Inert atmosphere View Scheme |
3-bromo-2-fluoro-phenol
ethyl 7-hydroxy-2H-spiro[1-benzofuran-3,4'-piperidine]-1'-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: potassium carbonate / acetone / 4 h / Reflux 2.1: sodium hydride / 1-methyl-pyrrolidin-2-one; mineral oil / 0.5 h / 60 °C / Cooling with ice 2.2: 2 h / 100 °C 3.1: acetone / 18 h / Reflux 4.1: sodium tetrahydroborate / methanol / 2 h / -5 - 20 °C 5.1: potassium hydrogencarbonate / 1,2-dichloro-ethane / 2 h / Reflux 6.1: trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); silver carbonate / 1-methyl-pyrrolidin-2-one / 18 h / 140 °C / Inert atmosphere 7.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 18 h / 20 °C / 760.05 Torr View Scheme |
3-bromo-2-fluoro-phenol
2H-spiro[1-benzofuran-3,4'-piperidin]-7-ol hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: potassium carbonate / acetone / 4 h / Reflux 2.1: sodium hydride / 1-methyl-pyrrolidin-2-one; mineral oil / 0.5 h / 60 °C / Cooling with ice 2.2: 2 h / 100 °C 3.1: acetone / 18 h / Reflux 4.1: sodium tetrahydroborate / methanol / 2 h / -5 - 20 °C 5.1: potassium hydrogencarbonate / 1,2-dichloro-ethane / 2 h / Reflux 6.1: trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); silver carbonate / 1-methyl-pyrrolidin-2-one / 18 h / 140 °C / Inert atmosphere 7.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 18 h / 20 °C / 760.05 Torr 8.1: hydrogenchloride; water; acetic acid / 18 h / Reflux View Scheme |
tetrahydrofurfuryl bromide
3-bromo-2-fluoro-phenol
2-(3-bromo-2-fluoro-phenoxymethyl)-tetrahydrofuran
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 130℃; for 2h; Inert atmosphere; |
3-bromo-2-fluoro-phenol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 130 °C / Inert atmosphere 2: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / N,N-dimethyl-formamide / 18 h / 80 °C / Inert atmosphere 3: potassium phosphate; sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide; water / 1.5 h / 100 °C / Inert atmosphere; sealed tube View Scheme |
3-bromo-2-fluoro-phenol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 18 h / 20 °C 2: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / N,N-dimethyl-formamide / 18 h / 100 °C / Inert atmosphere 3: potassium phosphate; sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide; water / 1.5 h / 80 °C / Inert atmosphere; sealed tube View Scheme |
3-bromo-2-fluoro-phenol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 18 h / 20 °C 2: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / N,N-dimethyl-formamide / 18 h / 100 °C / Inert atmosphere 3: potassium phosphate; sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide; water / 2.5 h / 100 °C / Inert atmosphere; sealed tube View Scheme |
The Phenol,3-bromo-2-fluoro- is an organic compound with the formula C6H4BrFO. The systematic name of this chemical is 3-Bromo-2-fluorophenol. With the CAS registry number 156682-53-0, it is also named as 3-Bromo-2-fluoro-phenol. Besides, its molecular weight is 190.998.
Physical properties about Phenol,3-bromo-2-fluoro- are: (1)ACD/LogP: 2.77; (2)ACD/LogD (pH 5.5): 2.77; (3)ACD/LogD (pH 7.4): 2.61; (4)ACD/BCF (pH 5.5): 74.74; (5)ACD/BCF (pH 7.4): 51.76; (6)ACD/KOC (pH 5.5): 762.04; (7)ACD/KOC (pH 7.4): 527.73; (8)#H bond acceptors: 1; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Polar Surface Area: 20.23 Å2; (12)Index of Refraction: 1.575; (13)Molar Refractivity: 35.81 cm3; (14)Molar Volume: 108.2 cm3; (15)Polarizability: 14.19 10-24 cm3; (16)Surface Tension: 44.6 dyne/cm; (17)Density: 1.764 g/cm3; (18)Flash Point: 79.2 °C; (19)Enthalpy of Vaporization: 46.17 kJ/mol; (20)Boiling Point: 207.4 °C at 760 mmHg; (21)Vapour Pressure: 0.157 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)InChI: InChI=1/C6H4BrFO/c7-4-2-1-3-5(9)6(4)8/h1-3,9H
(2)InChIKey: MEZFCUMYQXLFOV-UHFFFAOYAF
(3)Std. InChI: InChI=1S/C6H4BrFO/c7-4-2-1-3-5(9)6(4)8/h1-3,9H
(4)Std. InChIKey: MEZFCUMYQXLFOV-UHFFFAOYSA-N
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