5-Bromo-2-chloroanisole
5-bromo-2-chlorophenol
Conditions | Yield |
---|---|
Stage #1: 5-Bromo-2-chloroanisole With boron tribromide In dichloromethane at 0 - 20℃; for 20.6667h; Stage #2: With water In dichloromethane at 0℃; for 0.5h; | 98% |
Stage #1: 5-Bromo-2-chloroanisole With boron tribromide In dichloromethane at 0 - 20℃; for 14h; Stage #2: With potassium carbonate In water at 0℃; Stage #3: With hydrogenchloride In water | 96% |
Stage #1: 5-Bromo-2-chloroanisole With boron tribromide In dichloromethane at 0 - 20℃; for 14h; Stage #2: With water; potassium carbonate In dichloromethane Stage #3: With hydrogenchloride In water | 96% |
Stage #1: 5-Bromo-2-chloroanisole With boron tribromide In dichloromethane at 0 - 20℃; for 4h; Stage #2: With sodium hydroxide; water In dichloromethane Stage #3: With hydrogenchloride In water | 95% |
With boron tribromide In dichloromethane at 0 - 20℃; for 7h; |
3-Bromophenol
A
3-bromo-4-chlorophenol
B
5-bromo-2-chlorophenol
C
3 -bromo-2-chlorophenol
Conditions | Yield |
---|---|
With N-chloro-succinimide; (R)-[1,1′-binaphthalene]-2,2′-diylbis-(diphenylphosphine sulfide) In chloroform-d1 at 20℃; for 2h; regioselective reaction; | A 72% B n/a C n/a |
With N-chloro-succinimide; C24H20F12N4OS In chloroform-d1 at 20℃; for 3h; regioselective reaction; | A n/a B 48% C 14% |
With 1,3-dichloro-5,5-dimethylhydantoin; diisopropylamine hydrochloride In toluene at 0℃; for 4h; Darkness; Overall yield = 57 %; regioselective reaction; |
Conditions | Yield |
---|---|
With N-chloro-succinimide; 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1S,2S)-2-(mesitylselanyl)-2,3-dihydro-1H-inden-1-yl)thiourea In chloroform-d1 at 20℃; for 12h; regioselective reaction; | A n/a B 60% |
Conditions | Yield |
---|---|
With methanol at 180℃; |
5-bromo-2-chloroaniline
5-bromo-2-chlorophenol
Conditions | Yield |
---|---|
With sulfuric acid Diazotization.Erhitzen der Diazoniumsalz-Loesung; |
2,3,4-tribromo-6-chloro-phenol
benzene
A
bromobenzene
B
5-bromo-2-chlorophenol
Conditions | Yield |
---|---|
With aluminium trichloride |
aluminium trichloride
2,3,4-tribromo-6-chloro-phenol
benzene
A
bromobenzene
B
5-bromo-2-chlorophenol
m,p-dichloroaniline
5-bromo-2-chlorophenol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Diazotization.Behandlung der Diazoniumsalz-Loesung mit CuBr und HBr 2: methanol / 180 °C View Scheme |
Conditions | Yield |
---|---|
With boron tribromide In dichloromethane |
5-bromo-2-chlorophenol
2-chloro-5-trifluoromethylpyridine
2-(5-bromo-2-chlorophenoxy)-5-(trifluoromethyl)pyridine
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20 - 110℃; for 12h; | 100% |
5-bromo-2-chlorophenol
benzyl bromide
2-benzyloxy-4-bromo-1-chloro-benzene
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 80℃; for 16h; | 100% |
3-bromopropanol methyl ether
5-bromo-2-chlorophenol
4-bromo-1-chloro-2-(3-methoxypropoxy)benzene
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 50℃; for 15h; Solvent; | 99.44% |
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 16h; | 91% |
With potassium carbonate at 20℃; for 16h; | 89.1% |
5-bromo-2-chlorophenol
ethyl iodide
1-bromo-4-chloro-3-ethoxybenzene
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20 - 55℃; for 3h; | 99% |
With potassium carbonate In N,N-dimethyl-formamide at 55℃; for 3h; | 99% |
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 3h; | 94% |
With potassium carbonate In acetone at 55℃; for 18h; Sealed tube; |
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide | 94% |
2-(tert-butoxycarbonylamino)ethyl bromide
5-bromo-2-chlorophenol
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 120℃; for 6h; | 91% |
cyclopropyl bromide
5-bromo-2-chlorophenol
4-bromo-1-chloro-2-(cyclopropoxy)benzene
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl acetamide at 150℃; for 47h; | 87% |
With caesium carbonate In dimethyl sulfoxide at 170℃; for 48h; High pressure; |
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 18h; | 87% |
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 90℃; for 5h; Inert atmosphere; | 85.42% |
5-bromo-2-chlorophenol
5-bromo-2-chloro-4-nitrophenol
Conditions | Yield |
---|---|
With nitric acid In chloroform at 0 - 5℃; for 1.16667h; | 82% |
5-bromo-2-chlorophenol
tert-butyldimethylsilyl chloride
Conditions | Yield |
---|---|
Stage #1: 5-bromo-2-chlorophenol; tert-butyldimethylsilyl chloride With triethylamine In dichloromethane at 0℃; for 4h; Stage #2: tert-butyldimethylsilyl chloride With n-butyllithium In tetrahydrofuran at -78 - 60℃; Inert atmosphere; Stage #3: With tetrabutyl ammonium fluoride In tetrahydrofuran at 0℃; for 0.5h; | 82% |
5-bromo-2-chlorophenol
4-methoxycarbonylphenylboronic acid
4'-chloro-3'-hydroxy[1,1'-biphenyl]-4-carboxylate
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In ethanol; water; toluene for 0.5h; Suzuki coupling; Reflux; Inert atmosphere; | 81% |
2-Chloro-N-cyclohexylacetamide
5-bromo-2-chlorophenol
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 80℃; for 4.5h; | 80% |
(6S)-2-nitro-6-{[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine
5-bromo-2-chlorophenol
4-chloro-40-({[(6S)-2-nitro-6,7-dihydro-5H-imidazo[2,1-b]-[1,3]oxazin-6-yl]oxy}methyl)[1,10-biphenyl]-3-ol
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In ethanol; water; toluene for 1h; Suzuki coupling; Inert atmosphere; Reflux; | 76% |
tert-butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,5-dihydropyrrole-1-carboxylate
5-bromo-2-chlorophenol
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In N,N-dimethyl-formamide at 100℃; Inert atmosphere; | 76% |
5-bromo-2-chlorophenol
cis-4-(tert-butyl-diphenylsilyloxy)-cyclohexanol
1-bromo-3-[cis-4-(tert-butyl-diphenylsilyloxy)-cyclohexyloxy]-4-chloro-benzene
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 55℃; for 48h; | 72% |
5-bromo-2-chlorophenol
trans-4-[[(1,1-dimethylethyl)diphenylsilyl]oxy]cyclohexanol
1-bromo-3-[cis-4-(tert-butyl-diphenylsilyloxy)-cyclohexyloxy]-4-chloro-benzene
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 55℃; for 48h; | 72% |
5-bromo-2-chlorophenol
3-methanesulfonyloxy-pyrrolidine-1-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 80℃; for 16h; | 72% |
5-bromo-2-chlorophenol
N,N-Dimethylthiocarbamoyl chloride
O-5-bromo-2-chlorophenyl N,N-dimethylcarbamothioate
Conditions | Yield |
---|---|
Stage #1: 5-bromo-2-chlorophenol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.166667h; Inert atmosphere; Stage #2: N,N-Dimethylthiocarbamoyl chloride In tetrahydrofuran; mineral oil at 20℃; | 70% |
With potassium carbonate In tetrahydrofuran; water |
5-bromo-2-chlorophenol
2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl trichloroimidate
5-bromo-2-chlorophenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside
Conditions | Yield |
---|---|
With trimethylsilyl trifluoromethanesulfonate In toluene at 20℃; for 5h; Inert atmosphere; | 67% |
ethyl 2-chloro-2,2-difluoroacetate
5-bromo-2-chlorophenol
4-Bromo-1-chloro-2-(difluoromethoxy)benzene
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; | 67% |
diethyl (bromodifluoromethyl)phosphonate
5-bromo-2-chlorophenol
Conditions | Yield |
---|---|
Stage #1: 5-bromo-2-chlorophenol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Inert atmosphere; Stage #2: With water-d2 In tetrahydrofuran; mineral oil at 0℃; for 0.166667h; Inert atmosphere; Stage #3: diethyl (bromodifluoromethyl)phosphonate In tetrahydrofuran; mineral oil at 0 - 20℃; for 0.5h; Inert atmosphere; | 65% |
5-bromo-2-chlorophenol
Bromoacetaldehyde diethyl acetal
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 18h; | 64% |
With potassium carbonate In N,N-dimethyl-formamide at 135℃; for 7h; | |
With potassium carbonate In N,N-dimethyl-formamide at 135℃; for 7h; |
5-bromo-2-chlorophenol
5-methylene-1,3,2-dioxathiane 2-oxide
Conditions | Yield |
---|---|
Stage #1: 5-bromo-2-chlorophenol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 0.5h; Stage #2: 5-methylene-1,3,2-dioxathiane 2-oxide In N,N-dimethyl-formamide; mineral oil at 55℃; for 4h; | 60% |
triisopropylsilyl chloride
5-bromo-2-chlorophenol
1-bromo-4-chloro-3-(tri-isopropyl-silyloxy)-benzene
Conditions | Yield |
---|---|
With triethylamine; dmap In dichloromethane at 0 - 20℃; for 18h; | 59% |
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 18h; |
5-bromo-2-chlorophenol
1-(tert-butoxycarbonyl)piperidin-4-yl methanesulfonate
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 80℃; for 16h; | 57% |
5-bromo-2-chlorophenol
3-hydroxycyclopentyl 4-methylbenzenesulfonate
Conditions | Yield |
---|---|
Stage #1: 5-bromo-2-chlorophenol With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: 3-hydroxycyclopentyl 4-methylbenzenesulfonate In DMF (N,N-dimethyl-formamide) at 65℃; for 16h; | 50% |
The 5-Bromo-2-chlorophenol is an organic compound with the formula C6H4BrClO. The IUPAC name of this chemical is 5-bromo-2-chlorophenol. With the CAS registry number 183802-98-4, it is also named as 2-Chloro-5-Bromophenol. The product's categories are Phenol & Thiophenol & Mercaptan; Bromine Compounds; Chlorine Compounds; Phenols. Besides, it is a light yellow to white crystals, which should be stored in closed cool and ventilated place.
Physical properties about 5-Bromo-2-chlorophenol are: (1)ACD/LogP: 3.13; (2)#H bond acceptors: 1; (3)#H bond donors: 1; (4)#Freely Rotating Bonds: 1; (5)Polar Surface Area: 9.23 Å2; (6)Index of Refraction: 1.619; (7)Molar Refractivity: 40.71 cm3; (8)Molar Volume: 115.9 cm3; (9)Polarizability: 16.14×10-24cm3; (10)Surface Tension: 50.1 dyne/cm; (11)Density: 1.788 g/cm3; (12)Flash Point: 95.9 °C; (13)Enthalpy of Vaporization: 49.08 kJ/mol; (14)Boiling Point: 234.9 °C at 760 mmHg; (15)Vapour Pressure: 0.0337 mmHg at 25°C.
When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: Clc1c(O)cc(Br)cc1
(2)InChI: InChI=1/C6H4BrClO/c7-4-1-2-5(8)6(9)3-4/h1-3,9H
(3)InChIKey: UEVFFMZHGNYDKM-UHFFFAOYAU
(4)Std. InChI: InChI=1S/C6H4BrClO/c7-4-1-2-5(8)6(9)3-4/h1-3,9H
(5)Std. InChIKey: UEVFFMZHGNYDKM-UHFFFAOYSA-N
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