1-bromo-3-chloro-5-methoxybenzene
3-bromo-5-chlorophenol
Conditions | Yield |
---|---|
Stage #1: 1-bromo-3-chloro-5-methoxybenzene With lithium iodide In 2,4,6-trimethyl-pyridine at 170℃; for 4h; Stage #2: With hydrogenchloride In 2,4,6-trimethyl-pyridine; water at 20℃; | 94% |
With hydrogen bromide; acetic acid In water at 120℃; for 40h; | |
Stage #1: 1-bromo-3-chloro-5-methoxybenzene With boron tribromide In dichloromethane at 20℃; Stage #2: With water In dichloromethane at 20℃; | |
Stage #1: 1-bromo-3-chloro-5-methoxybenzene With boron tribromide In dichloromethane at 20℃; Stage #2: With water In dichloromethane at 20℃; |
1-bromo-3-chlorobenzene
3-bromo-5-chlorophenol
Conditions | Yield |
---|---|
Stage #1: 1-bromo-3-chlorobenzene With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; bis(pinacol)diborane; 4,4'-di-tert-butyl-2,2'-bipyridine In hexane at 20℃; for 18h; Inert atmosphere; Stage #2: With Oxone In water; acetone for 0.166667h; | 81% |
Stage #1: 1-bromo-3-chlorobenzene With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; bis(pinacol)diborane; 4,4'-di-tert-butyl-2,2'-bipyridine In hexane at 20℃; for 18h; Inert atmosphere; Stage #2: With Oxone In water; acetone for 0.166667h; | 81% |
Stage #1: 1-bromo-3-chlorobenzene With 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; (η5-indenyl)(η4-1,5-cyclooctadiene)iridium(I); 1,2-bis(dimethylphosphanyl)ethane at 150℃; for 3.5h; Inert atmosphere; Stage #2: With Oxone; water In acetone Cooling with ice; | 62% |
Multi-step reaction with 2 steps 1: 1,2-bis(dimethylphosphino)ethane; (indenyl)Ir(1,5-cyclooctadiene) / 3.5 h / 150 °C 2: aq. oxone / acetone / 0.12 h / 25 °C View Scheme | |
Multi-step reaction with 2 steps 1: 1,2-bis(dimethylphosphanyl)ethane / 150 °C 2: oxone; water / acetone / 0.12 h / 25 °C View Scheme |
3-chloro-5-(4-methoxybenzyloxy)bromobenzene
3-bromo-5-chlorophenol
Conditions | Yield |
---|---|
With methanesulfonic acid; 1,3-Dimethoxybenzene In toluene at 10℃; | 81% |
3-chloro-2,4,5,6-tetrabromophenol
A
bromobenzene
B
3-bromo-5-chlorophenol
Conditions | Yield |
---|---|
With aluminium trichloride; benzene |
3-amino-5-chlorophenol
3-bromo-5-chlorophenol
aluminium trichloride
3-chloro-2,4,5,6-tetrabromophenol
benzene
A
bromobenzene
B
3-bromo-5-chlorophenol
3-bromo-5-chlorophenol
Conditions | Yield |
---|---|
With Oxone In acetone at 25℃; for 0.116667h; | |
With Oxone In water; acetone at 0 - 25℃; for 0.15 - 0.25h; | |
With Oxone; sodium hydroxide; sodium hydrogencarbonate In water; acetone at 0℃; for 0.25h; | |
With Oxone; sodium hydroxide In water; acetone at 0℃; for 0.283333 - 0.333333h; | |
With oxone; water In acetone at 25℃; for 0.116667h; |
3-monochlorophenol
3-bromo-5-chlorophenol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: iron powder; bromine 2: aluminium chloride; benzene View Scheme |
1-bromo-3-chloro-5-fluorobenzene
3-bromo-5-chlorophenol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: potassium tert-butylate / tetrahydrofuran / 40 °C 1.2: 60 °C 2.1: methanesulfonic acid; 1,3-Dimethoxybenzene / toluene / 10 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: N,N-dimethyl-formamide / 20 °C 2.1: boron tribromide / dichloromethane / 20 °C 2.2: 20 °C View Scheme |
4-chloro-3-fluoropicolinonitrile
3-bromo-5-chlorophenol
3-(3-bromo-5-chlorophenoxy)-4-chloropyridine-2-carbonitrile
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 55℃; for 0.333333h; | 100% |
With potassium carbonate In N,N-dimethyl-formamide at 55℃; for 0.166667h; |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 6h; Inert atmosphere; Schlenk technique; | 95% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 6h; Inert atmosphere; Schlenk technique; | 93% |
3-bromo-5-chlorophenol
tert-butyldimethylsilyl chloride
(3-bromo-5-chloro-phenoxy)-tert-butyl-dimethyl-silane
Conditions | Yield |
---|---|
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 25℃; for 15h; | 92% |
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃; | 33 g |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 18h; | 91% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 18h; | 91% |
3-bromo-5-chlorophenol
benzyl bromide
1-benzyloxy-3-bromo-5-chloro-benzene
Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide; potassium carbonate In acetone for 2h; Reflux; | 90% |
(chlorodifluoromethylsulfonyl)benzene
3-bromo-5-chlorophenol
1-bromo-3-chloro-5-(difluoromethoxy)benzene
Conditions | Yield |
---|---|
With potassium hydroxide In acetonitrile at 50℃; for 5h; | 89% |
3-bromo-5-chlorophenol
1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; | 87% |
1,2-Dichloro-3-nitrobenzene
3-bromo-5-chlorophenol
2-(3-bromo-5-chlorophenoxy)-1-chloro-3-nitrobenzene
Conditions | Yield |
---|---|
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 120℃; for 2h; Inert atmosphere; | 85.4% |
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 120℃; for 2h; |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 25℃; | 85% |
Conditions | Yield |
---|---|
With bis(acetylacetonate)nickel(II); 5,5'-dimethyl-2,2'-bipyridine; (4-methoxyphenyl)(4-(trifluoromethyl)phenyl)methanone; sodium carbonate at 20℃; for 72h; Schlenk technique; Inert atmosphere; Irradiation; chemoselective reaction; | 84% |
3-bromo-5-chlorophenol
Conditions | Yield |
---|---|
Stage #1: 3-bromo-5-chlorophenol With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.166667h; Inert atmosphere; Stage #2: 2-[2-[2-(benzyloxycarbonylamino)ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere; | 84% |
trifluorormethanesulfonic acid
3-bromo-5-chlorophenol
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 0 - 20℃; Inert atmosphere; | 82% |
iodobenzene
3-bromo-5-chlorophenol
1-bromo-3-chloro-5-phenyloxybenzene
Conditions | Yield |
---|---|
With 18-crown-6 ether; copper; potassium carbonate In N,N-dimethyl-formamide at 120℃; | 81% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; nickel dichloride at 110℃; for 2h; | 80% |
4,5-dichloro-N-(methoxybenzyl)-2-nitroaniline
3-bromo-5-chlorophenol
5-(3-bromo-5-chlorophenoxy)-4-chloro-N-(4-methoxybenzyl)-2-nitroaniline
Conditions | Yield |
---|---|
With potassium carbonate In 1-methyl-pyrrolidin-2-one Heating; Inert atmosphere; | 74% |
3-bromo-5-chlorophenol
2-Bromoethyl methyl ether
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 18h; | 70% |
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 100℃; for 18h; | 70% |
With caesium carbonate In acetonitrile at 80℃; for 12h; | 17 g |
With caesium carbonate In acetonitrile at 80℃; for 12h; | 17 g |
With caesium carbonate In acetonitrile at 80℃; for 12h; | 17 g |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 140℃; for 6h; Ullmann Condensation; Microwave irradiation; | 65% |
3-bromo-5-chlorophenol
3-tert-butyl-1H-pyrazole-5-amine
Conditions | Yield |
---|---|
With copper(l) iodide; potassium carbonate; trans-N,N'-dimethylcyclohexane-1,2-diamine In toluene at 110℃; for 24h; Microwave irradiation; Inert atmosphere; | 62% |
With trans-N,N'-dimethyl-1,2-cyclohexyldiamine; copper(l) iodide; potassium carbonate In toluene at 110℃; for 24h; Inert atmosphere; Microwave irradiation; | 62% |
Conditions | Yield |
---|---|
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 180℃; for 16h; | 60% |
3-bromo-5-chlorophenol
Conditions | Yield |
---|---|
With nickel(II) bromide dimethoxyethane; manganese; 4,4'-Dimethoxy-2,2'-bipyridin In 1-methyl-pyrrolidin-2-one at 20℃; for 20h; Inert atmosphere; chemoselective reaction; | 51% |
3-bromo-5-chlorophenol
Conditions | Yield |
---|---|
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; caesium carbonate In 1,4-dioxane; water at 90℃; Inert atmosphere; Schlenk technique; | 50% |
1-methyl-piperazine
3-bromo-5-chlorophenol
Conditions | Yield |
---|---|
With palladium diacetate; lithium hexamethyldisilazane; 2,8,9-tris(2-methylpropyl)-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane In toluene at 80℃; Inert atmosphere; | 45% |
3-bromo-5-chlorophenol
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane; water at 85℃; for 16h; Inert atmosphere; | 41% |
Conditions | Yield |
---|---|
With water; sodium hydroxide at 45℃; | 31% |
3-bromo-5-chlorophenol
bis(pinacol)diborane
3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
Conditions | Yield |
---|---|
With water; potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In 1,2-dimethoxyethane at 150℃; for 0.25h; | 28% |
With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,2-dimethoxyethane; water at 150℃; for 0.25h; Irradiation in a microwave; | 28% |
With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,2-dimethoxyethane; water at 150℃; for 0.25h; Microwave irradiation; | 28% |
With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,2-dimethoxyethane at 150℃; for 0.25h; Microwave irradiation; | 28% |
3-bromo-5-chlorophenol
phenylboronic acid
1-bromo-3-chloro-5-phenyloxybenzene
Conditions | Yield |
---|---|
With copper diacetate; triethylamine In dichloromethane at 20℃; for 3h; Molecular sieve; | 20% |
Molecular Structure of 3-Bromo-5-chlorophenol (CAS NO.56962-04-0):
Systematic Name: 3-Bromo-5-chlorophenol
Molecular Formula: C6H4BrClO
Molecular Weight: 207.45
CAS Registry Number: 56962-04-0
H bond acceptors: 1
H bond donors: 1
Freely Rotating Bonds: 1
Index of Refraction: 1.619
Molar Refractivity: 40.72 cm3
Molar Volume: 115.999 cm3
Surface Tension: 50.126 dyne/cm
Density: 1.788 g/cm3
Flash Point: 110.075 °C
Enthalpy of Vaporization: 51.602 kJ/mol
Boiling Point: 258.397 °C at 760 mmHg
Vapour Pressure: 0.009 mmHg at 25 °C
SMILES: Oc1cc(Br)cc(Cl)c1
InChI: InChI=1/C6H4BrClO/c7-4-1-5(8)3-6(9)2-4/h1-3,9H
InChIKey: GMGWXLPFRHYWAS-UHFFFAOYAJ
Product Categories: Bromine Compounds; Chlorine Compounds; Phenols
3-Bromo-5-chlorophenol (CAS NO.56962-04-0), its Synonym is Phenol, 3-bromo-5-chloro- .
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