Conditions | Yield |
---|---|
With bromine In dichloromethane; water | 90% |
With bromine In dichloromethane; water | 90% |
With bromine In dichloromethane; water | 90% |
4-bromo-2-fluorophenol
Conditions | Yield |
---|---|
Stage #1: 2-(2-fluoro-4-bromophenoxy)pyridine With methyl trifluoromethanesulfonate In toluene at 100℃; for 2h; Inert atmosphere; Stage #2: With sodium ethanolate for 1h; Reflux; Inert atmosphere; | 82% |
Stage #1: 2-(2-fluoro-4-bromophenoxy)pyridine With methyl trifluoromethanesulfonate In toluene at 100℃; Stage #2: With methanol; sodium at 90℃; | 76% |
Conditions | Yield |
---|---|
With acetic acid; Selectfluor; eosin y In water at 20℃; for 6h; Irradiation; Green chemistry; | 68% |
2-fluorophenol
A
4-bromo-2-fluorophenol
B
2,4-dibromo-6-fluorophenol
C
2-bromo-6-fluorophenol
Conditions | Yield |
---|---|
With 4-morpholineethanesulfonic acid; VBrPO(AnI) bromoperoxidase; dihydrogen peroxide; sodium bromide In water; tert-butyl alcohol at 23℃; pH=6.2; Overall yield = 37 %; | A n/a B 18% C n/a |
Conditions | Yield |
---|---|
With hydrogen bromide at 190℃; |
Conditions | Yield |
---|---|
2., HBr, CuBr; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With microsomal protein; NADPH In phosphate buffer at 37℃; for 0.166667h; pH=7.6; Enzyme kinetics; Oxidation; |
Conditions | Yield |
---|---|
With formic acid; fluorine at 10℃; for 1.75h; Fluorination; Title compound not separated from byproducts; | A 22 % Spectr. B 4 % Spectr. |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 98.5 percent / hydrogen / 5percent Pd/C / ethyl acetate / 24 h / 760 Torr 2: 2., HBr, CuBr View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sulfuric acid; aqueous sodium nitrite solution / Behandeln des Reaktionsgemisches mit Kupfer(I)-bromid und wss. Bromwasserstoffsaeure 2: aqueous hydrobromic acid / 190 °C View Scheme |
Conditions | Yield |
---|---|
With bromine In carbon disulfide | |
With bromine In carbon disulfide |
Conditions | Yield |
---|---|
With bromine In carbon disulfide |
1-bromo-3,4-difluorobenzene
A
4-bromo-2-fluorophenol
B
5-Bromo-2-fluorophenol
Conditions | Yield |
---|---|
Stage #1: 1-bromo-3,4-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; |
Conditions | Yield |
---|---|
With vanadate(V)-dependent bromoperoxidase I from Ascophyllum nodosum; dihydrogen peroxide; sodium bromide In water; tert-butyl alcohol at 23℃; for 72h; pH=6.2; Enzymatic reaction; Overall yield = 106 mg; | |
Stage #1: 2-fluorophenol In acetonitrile at 20℃; for 0.0833333h; Stage #2: With N-Bromosuccinimide In acetonitrile at 20℃; for 24h; |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: copper(l) iodide; 2-Picolinic acid; potassium phosphate / dimethyl sulfoxide / 24 h / 80 °C / Inert atmosphere 2.1: bis(dibenzylideneacetone)-palladium(0); N-fluorobis(benzenesulfon)imide / ethyl acetate / 5 h / 80 °C 3.1: methyl trifluoromethanesulfonate / toluene / 2 h / 100 °C / Inert atmosphere 3.2: 1 h / Reflux; Inert atmosphere View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: bis(dibenzylideneacetone)-palladium(0); N-fluorobis(benzenesulfon)imide / ethyl acetate / 5 h / 80 °C 2.1: methyl trifluoromethanesulfonate / toluene / 2 h / 100 °C / Inert atmosphere 2.2: 1 h / Reflux; Inert atmosphere View Scheme |
4-bromo-2-fluorophenol
benzyl bromide
1-benzyloxy-4-bromo-2-fluorobenzene
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere; | 100% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h; | 100% |
With potassium carbonate In acetonitrile at 20℃; for 15h; | 93% |
4-bromo-2-fluorophenol
chloroformic acid ethyl ester
4-bromo-2-fluorophenyl ethyl carbonate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0℃; for 1h; | 100% |
With triethylamine In dichloromethane at 0℃; for 1h; | 100% |
With triethylamine In dichloromethane at 0℃; for 1h; | 93% |
With triethylamine In dichloromethane at 0 - 20℃; for 1h; | 93% |
4-bromo-2-fluorophenol
1,3-chlorobromopropane
4-bromo-1-(3-chloro-propoxy)-2-fluoro-benzene
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 3h; Product distribution / selectivity; Heating / reflux; | 100% |
4-bromo-2-fluorophenol
tert-butyldimethylsilyl chloride
(4-bromo-2-fluorophenoxy)(tert-butyl)dimethylsilane
Conditions | Yield |
---|---|
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 16h; | 100% |
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 16h; | 100% |
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 25℃; for 18h; | 85.4% |
With 1H-imidazole In N,N-dimethyl-formamide |
4-bromo-2-fluorophenol
tert-butyl 4-(((methylsulfonyl)oxy)methyl)piperidine-1-carboxylate
Conditions | Yield |
---|---|
With caesium carbonate In acetonitrile for 12h; Reflux; | 100% |
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 3h; | 86% |
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 3h; | 86% |
With potassium carbonate In dimethyl sulfoxide at 110℃; for 16h; | 83.1% |
With potassium carbonate In dimethyl sulfoxide at 110℃; for 16h; | 83.1% |
Conditions | Yield |
---|---|
With potassium carbonate In butanone for 24h; Heating / reflux; | 99% |
With tetrabutylammomium bromide; sodium hydroxide In water at 80℃; for 6h; Inert atmosphere; | 90% |
With potassium carbonate In acetone at 20℃; |
4-bromo-2-fluorophenol
cyclopropylcarbinyl bromide
4-Bromo-1-cyclopropylmethoxy-2-fluoro-benzene
Conditions | Yield |
---|---|
With caesium carbonate; tetra-(n-butyl)ammonium iodide In 1-methyl-pyrrolidin-2-one at 50 - 80℃; for 2.16667h; | 99% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; | 99% |
With potassium carbonate In acetone for 6h; Inert atmosphere; Reflux; | 98% |
4-bromo-2-fluorophenol
isopropyl alcohol
4-bromo-2-fluoro-1-isopropoxybenzene
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 45℃; for 1h; Reflux; | 99% |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 45℃; for 1h; Reflux; | 99% |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 45℃; for 1h; Reflux; | 99% |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 45℃; for 1h; Reflux; | |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 45℃; for 1h; Reflux; |
triisopropylsilyl chloride
4-bromo-2-fluorophenol
Conditions | Yield |
---|---|
With 1H-imidazole In dichloromethane at 25℃; for 3h; | 99% |
With 1H-imidazole In dichloromethane at 20℃; for 12h; | 94% |
With 1H-imidazole In dichloromethane at 20℃; for 1h; |
1-Bromopentane
4-bromo-2-fluorophenol
4-bromo-2-fluoro-1-(pentyloxy)benzene
Conditions | Yield |
---|---|
Stage #1: 4-bromo-2-fluorophenol With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 0.5h; Inert atmosphere; Stage #2: 1-Bromopentane In N,N-dimethyl-formamide at 80℃; for 2h; Inert atmosphere; | 99% |
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 100℃; for 9h; Inert atmosphere; |
4-bromo-2-fluorophenol
2-Bromoethyl methyl ether
4-bromo-2-fluoro-1-(2-methoxyethoxy)benzene
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 60℃; | 99% |
1-bromo-octane
4-bromo-2-fluorophenol
1-Bromo-3-fluoro-4-octyloxybenzene
Conditions | Yield |
---|---|
With potassium carbonate | 98% |
With potassium carbonate In N,N-dimethyl-formamide; benzene for 4h; Reflux; Dean-Stark; | 96% |
With potassium carbonate; potassium iodide In acetone for 24h; Reflux; Inert atmosphere; | 60.5% |
With tetrabutylammomium bromide; potassium carbonate In butanone for 4h; Heating / reflux; |
Conditions | Yield |
---|---|
With Nitrogen dioxide In pentane 35 min, 0 deg C then 20 min, room temperature; | 98% |
1-bromo-butane
4-bromo-2-fluorophenol
4-bromo-1-butoxy-2-fluorobenzene
Conditions | Yield |
---|---|
With sodium hydroxide; tetrabutylammomium bromide In water at 80℃; for 6h; Inert atmosphere; | 98% |
With caesium carbonate; tetra-(n-butyl)ammonium iodide In 1-methyl-pyrrolidin-2-one at 85℃; for 2h; | 96% |
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere; | 85% |
methyl 2-bromomethyl-5-bromobenzoate
4-bromo-2-fluorophenol
methyl 5-bromo-2-((4-bromo-2-fluorophenoxy)methyl)benzoate
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 50℃; | 98% |
With potassium carbonate In N,N-dimethyl-formamide at 50℃; | 98% |
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 120℃; for 2h; | 98% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 3h; | 98% |
4-bromo-2-fluorophenol
(S)-tert-butyl 3-{[(methylsulfonyl)oxy]methyl}pyrrolidine-1-carboxylate
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 100℃; Solvent; Reagent/catalyst; Temperature; | 98% |
With potassium carbonate In N,N-dimethyl-formamide at 100℃; Reagent/catalyst; Temperature; | 98% |
4-bromo-2-fluorophenol
tert-butyl-(5-iodo-pentyloxy)-diphenyl-silane
2-fluoro-4-[5-(tert-butyldiphenylsilanyloxy)-pentylselanyl]-phenol
Conditions | Yield |
---|---|
Stage #1: 4-bromo-2-fluorophenol With tert.-butyl lithium In tetrahydrofuran at -78℃; for 0.333333h; Stage #2: With selenium In tetrahydrofuran at 20℃; for 1h; Stage #3: tert-butyl-(5-iodo-pentyloxy)-diphenyl-silane In tetrahydrofuran at 0 - 20℃; | 97% |
4-bromo-2-fluorophenol
2-bromoethanol
4-bromo-1-(2-bromoethoxy)-2-fluorobenzene
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; for 2h; | 97% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 2h; Inert atmosphere; | 97% |
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; Cooling with ice; | 97% |
With potassium carbonate In acetone at 20℃; for 2h; | 82% |
With triethylamine In dichloromethane at 0 - 20℃; for 25h; Inert atmosphere; | 57% |
4-bromo-2-fluorophenol
(2-trimethylethylsilylethoxy)methyl chloride
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; | 97% |
4-bromo-2-fluorophenol
(S)-(1-hydroxymethyl-3-methylbutyl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 16h; | 97% |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 16h; | 97% |
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 20℃; | 97% |
1-bromo-hexane
4-bromo-2-fluorophenol
2-fluoro-4-bromo-1-(hexyloxy)benzene
Conditions | Yield |
---|---|
With potassium carbonate | 96% |
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 90℃; for 18h; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
With potassium carbonate In 1,4-dioxane at 80℃; for 18h; Inert atmosphere; | 95% |
4-bromo-2-fluorophenol
(2R)-1-(3-chloropropyl)-2-methylpyrrolidine
(2R)-1-[3-(4-bromo-2-fluorophenoxy)propyl]-2-methylpyrrolidine
Conditions | Yield |
---|---|
With caesium carbonate In acetonitrile at 100℃; for 4h; | 94% |
4-bromo-2-fluorophenol
Conditions | Yield |
---|---|
Stage #1: 4-bromo-2-fluorophenol With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 0.666667h; Stage #2: (S)-tert-butyl 4-isobutyl-4-methyl-1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide In N,N-dimethyl-formamide at 80℃; | 94% |
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 16h; | 83% |
Molecular Structure of 2-Fluoro-4-bromophenol(2105-94-4):
IUPAC Name:4-bromo-2-fluorophenol
Molecular Formula:C6H4BrFO
Molecular Weight:190.997763 g/mol
Appearance:clear colorless to slightly yellow liquid
Density:1.764 g/cm3
Flash Point:98.9 °C
Enthalpy of Vaporization:46.04 kJ/mol
Boiling Point:206.1 °C at 760 mmHg
Vapour Pressure:0.168 mmHg at 25 °C
Water Solubility:1105 mg/L at 25 °C
Refractive index:n20/D 1.566(lit.)
Synonyms of 2-Fluoro-4-bromophenol(2105-94-4):
4-BROMO-2-FLUOROPHENOL;2-Fluoro-4-Bromophenol;4-Bromo-2-fluorophenol 98%;4-Bromo-2-fluorophenol98%;4-Bromo-2-fluorophenol, 97+%
Categories of 2-Fluoro-4-bromophenol(2105-94-4):
Fluorobenzene Series;Aromatic Phenols;Fluorobenzene;Phenol&Thiophenol&Mercaptan;Bromine Compounds;Fluorine Compounds;Phenols;Building Blocks for Liquid Crystals;Functional Materials;Phenols(Building Blocks for Liquid Crystals);Organic Building Blocks;Oxygen Compounds
Safety Information of 2-Fluoro-4-bromophenol(2105-94-4):
Hazard Codes:Xi,Xn
Hazard Note:Irritant
Risk Statements:36/37/38-22
36/37/38:Irritating to eyes, respiratory system and skin
22:Harmful if swallowed
Safety Statements:26-37/39-36/37/39
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
37/39:Wear suitable gloves and eye/face protection
36/37/39:Wear suitable protective clothing, gloves and eye/face protection
WGK Germany:3
First Aid Measures of 2-Fluoro-4-bromophenol(2105-94-4):
Eyes:Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:Get medical aid. Wash mouth out with water.
Inhalation:Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Storage of 2-Fluoro-4-bromophenol(2105-94-4):
Store in a cool, dry place. Store in a tightly closed container.
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