Product Name

  • Name

    5-Bromo-2-chlorophenol

  • EINECS
  • CAS No. 183802-98-4
  • Article Data11
  • CAS DataBase
  • Density 1.788 g/cm3
  • Solubility
  • Melting Point 46-47 ºC
  • Formula C6H4BrClO
  • Boiling Point 234.9 ºC at 760 mmHg
  • Molecular Weight 207.454
  • Flash Point 95.9 ºC
  • Transport Information
  • Appearance Light yellow to White crystals
  • Safety 26-36/37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 183802-98-4 (5-Bromo-2-chlorophenol)
  • Hazard Symbols IrritantXi
  • Synonyms 2-Chloro-5-Bromophenol;3-Bromo-6-chlorophenol;
  • PSA 20.23000
  • LogP 2.80810

Synthetic route

5-Bromo-2-chloroanisole
16817-43-9

5-Bromo-2-chloroanisole

5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

Conditions
ConditionsYield
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
591-20-8

3-Bromophenol

A

3-bromo-4-chlorophenol
13659-24-0

3-bromo-4-chlorophenol

B

5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

C

3 -bromo-2-chlorophenol
863870-87-5

3 -bromo-2-chlorophenol

Conditions
ConditionsYield
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;
3-Bromophenol
591-20-8

3-Bromophenol

A

3-bromo-4-chlorophenol
13659-24-0

3-bromo-4-chlorophenol

B

5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

Conditions
ConditionsYield
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%
4-bromo-1,2-dichlorobenzene
18282-59-2

4-bromo-1,2-dichlorobenzene

sodium methylate
124-41-4

sodium methylate

5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

Conditions
ConditionsYield
With methanol at 180℃;
5-bromo-2-chloroaniline
60811-17-8

5-bromo-2-chloroaniline

5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

Conditions
ConditionsYield
With sulfuric acid Diazotization.Erhitzen der Diazoniumsalz-Loesung;
2,3,4-tribromo-6-chloro-phenol
876487-15-9

2,3,4-tribromo-6-chloro-phenol

benzene
71-43-2

benzene

A

bromobenzene
108-86-1

bromobenzene

B

5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

Conditions
ConditionsYield
With aluminium trichloride
aluminium trichloride
7446-70-0

aluminium trichloride

2,3,4-tribromo-6-chloro-phenol
876487-15-9

2,3,4-tribromo-6-chloro-phenol

benzene
71-43-2

benzene

A

bromobenzene
108-86-1

bromobenzene

B

5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Diazotization.Behandlung der Diazoniumsalz-Loesung mit CuBr und HBr
2: methanol / 180 °C
View Scheme
5-Bromo-2-chloroanisole
16817-43-9

5-Bromo-2-chloroanisole

A

5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

B

phenol
108-95-2

phenol

Conditions
ConditionsYield
With boron tribromide In dichloromethane
5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

2-(5-bromo-2-chlorophenoxy)-5-(trifluoromethyl)pyridine
1020330-54-4

2-(5-bromo-2-chlorophenoxy)-5-(trifluoromethyl)pyridine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20 - 110℃; for 12h;100%
5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

benzyl bromide
100-39-0

benzyl bromide

2-benzyloxy-4-bromo-1-chloro-benzene
903579-12-4

2-benzyloxy-4-bromo-1-chloro-benzene

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 80℃; for 16h;100%
3-bromopropanol methyl ether
36865-41-5

3-bromopropanol methyl ether

5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

4-bromo-1-chloro-2-(3-methoxypropoxy)benzene
897954-59-5

4-bromo-1-chloro-2-(3-methoxypropoxy)benzene

Conditions
ConditionsYield
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
183802-98-4

5-bromo-2-chlorophenol

ethyl iodide
75-03-6

ethyl iodide

1-bromo-4-chloro-3-ethoxybenzene
900174-61-0

1-bromo-4-chloro-3-ethoxybenzene

Conditions
ConditionsYield
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;
zinc cyanide
748101-41-9

zinc cyanide

5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

4-chloro-3-hydroxybenzonitrile

4-chloro-3-hydroxybenzonitrile

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide94%
2-(tert-butoxycarbonylamino)ethyl bromide
39684-80-5

2-(tert-butoxycarbonylamino)ethyl bromide

5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

tert-butyl (2-(5-bromo-2-chlorophenoxy)ethyl)carbamate

tert-butyl (2-(5-bromo-2-chlorophenoxy)ethyl)carbamate

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 120℃; for 6h;91%
cyclopropyl bromide
4333-56-6

cyclopropyl bromide

5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

4-bromo-1-chloro-2-(cyclopropoxy)benzene
1201196-54-4

4-bromo-1-chloro-2-(cyclopropoxy)benzene

Conditions
ConditionsYield
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;
oxetan-3-ol
7748-36-9

oxetan-3-ol

5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

3-(5-bromo-2-chlorophenoxy)oxetane

3-(5-bromo-2-chlorophenoxy)oxetane

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 18h;87%
(3-bromophenyl)boronic acid
89598-96-9

(3-bromophenyl)boronic acid

5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

C12H8BrClO

C12H8BrClO

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 90℃; for 5h; Inert atmosphere;85.42%
5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

5-bromo-2-chloro-4-nitrophenol
48125-11-7

5-bromo-2-chloro-4-nitrophenol

Conditions
ConditionsYield
With nitric acid In chloroform at 0 - 5℃; for 1.16667h;82%
5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

5-(tert-butyldimethylsilyl)-2-chlorophenol

5-(tert-butyldimethylsilyl)-2-chlorophenol

Conditions
ConditionsYield
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
183802-98-4

5-bromo-2-chlorophenol

4-methoxycarbonylphenylboronic acid
99768-12-4

4-methoxycarbonylphenylboronic acid

4'-chloro-3'-hydroxy[1,1'-biphenyl]-4-carboxylate
1198422-80-8

4'-chloro-3'-hydroxy[1,1'-biphenyl]-4-carboxylate

Conditions
ConditionsYield
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
23605-23-4

2-Chloro-N-cyclohexylacetamide

5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

(5-bromo-2-chlorophenoxy)-N-cyclohexylacetamide

(5-bromo-2-chlorophenoxy)-N-cyclohexylacetamide

Conditions
ConditionsYield
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
1188329-66-9

(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
183802-98-4

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
1198422-57-9

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
ConditionsYield
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
212127-83-8

tert-butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,5-dihydropyrrole-1-carboxylate

5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

1-tert-butoxycarbonyl-3-(3-hydroxy-4-chlorophenyl)-2,5-dihydropyrrole

1-tert-butoxycarbonyl-3-(3-hydroxy-4-chlorophenyl)-2,5-dihydropyrrole

Conditions
ConditionsYield
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
183802-98-4

5-bromo-2-chlorophenol

cis-4-(tert-butyl-diphenylsilyloxy)-cyclohexanol
130745-64-1

cis-4-(tert-butyl-diphenylsilyloxy)-cyclohexanol

1-bromo-3-[cis-4-(tert-butyl-diphenylsilyloxy)-cyclohexyloxy]-4-chloro-benzene
874650-36-9

1-bromo-3-[cis-4-(tert-butyl-diphenylsilyloxy)-cyclohexyloxy]-4-chloro-benzene

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 55℃; for 48h;72%
5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

trans-4-[[(1,1-dimethylethyl)diphenylsilyl]oxy]cyclohexanol
130745-65-2

trans-4-[[(1,1-dimethylethyl)diphenylsilyl]oxy]cyclohexanol

1-bromo-3-[cis-4-(tert-butyl-diphenylsilyloxy)-cyclohexyloxy]-4-chloro-benzene
874650-36-9

1-bromo-3-[cis-4-(tert-butyl-diphenylsilyloxy)-cyclohexyloxy]-4-chloro-benzene

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 55℃; for 48h;72%
5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

3-methanesulfonyloxy-pyrrolidine-1-carboxylic acid tert-butyl ester
141699-57-2

3-methanesulfonyloxy-pyrrolidine-1-carboxylic acid tert-butyl ester

tert-butyl 3-(5-bromo-2-chlorophenoxy)pyrrolidine-1-carboxylate

tert-butyl 3-(5-bromo-2-chlorophenoxy)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 80℃; for 16h;72%
5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

N,N-Dimethylthiocarbamoyl chloride
16420-13-6

N,N-Dimethylthiocarbamoyl chloride

O-5-bromo-2-chlorophenyl N,N-dimethylcarbamothioate
740806-61-5

O-5-bromo-2-chlorophenyl N,N-dimethylcarbamothioate

Conditions
ConditionsYield
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
183802-98-4

5-bromo-2-chlorophenol

2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl trichloroimidate
121238-27-5

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
1259428-86-8

5-bromo-2-chlorophenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In toluene at 20℃; for 5h; Inert atmosphere;67%
ethyl 2-chloro-2,2-difluoroacetate
383-62-0

ethyl 2-chloro-2,2-difluoroacetate

5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

4-Bromo-1-chloro-2-(difluoromethoxy)benzene
1000575-20-1

4-Bromo-1-chloro-2-(difluoromethoxy)benzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃;67%
diethyl (bromodifluoromethyl)phosphonate
65094-22-6

diethyl (bromodifluoromethyl)phosphonate

5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

4-bromo-1-chloro-2-(difluoromethoxy-d1)benzene

4-bromo-1-chloro-2-(difluoromethoxy-d1)benzene

Conditions
ConditionsYield
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
183802-98-4

5-bromo-2-chlorophenol

Bromoacetaldehyde diethyl acetal
2032-35-1

Bromoacetaldehyde diethyl acetal

4-bromo-1-chloro-2-(2,2-diethoxyethoxy)benzene

4-bromo-1-chloro-2-(2,2-diethoxyethoxy)benzene

Conditions
ConditionsYield
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
183802-98-4

5-bromo-2-chlorophenol

5-methylene-1,3,2-dioxathiane 2-oxide
548482-49-1

5-methylene-1,3,2-dioxathiane 2-oxide

2-((5-bromo-2-chlorophenoxy)methyl)prop-2-en-1-ol

2-((5-bromo-2-chlorophenoxy)methyl)prop-2-en-1-ol

Conditions
ConditionsYield
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
13154-24-0

triisopropylsilyl chloride

5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

1-bromo-4-chloro-3-(tri-isopropyl-silyloxy)-benzene
874650-34-7

1-bromo-4-chloro-3-(tri-isopropyl-silyloxy)-benzene

Conditions
ConditionsYield
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
183802-98-4

5-bromo-2-chlorophenol

1-(tert-butoxycarbonyl)piperidin-4-yl methanesulfonate
141699-59-4

1-(tert-butoxycarbonyl)piperidin-4-yl methanesulfonate

tert-butyl 4-(5-bromo-2-chlorophenoxy)piperidine-1-carboxylate

tert-butyl 4-(5-bromo-2-chlorophenoxy)piperidine-1-carboxylate

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 80℃; for 16h;57%
5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

3-hydroxycyclopentyl 4-methylbenzenesulfonate
874650-39-2

3-hydroxycyclopentyl 4-methylbenzenesulfonate

1-bromo-3-(cis-3-hydroxy-cyclopent-1-yloxy)-4-chloro-benzene

1-bromo-3-(cis-3-hydroxy-cyclopent-1-yloxy)-4-chloro-benzene

Conditions
ConditionsYield
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%

5-Bromo-2-chlorophenol Specification

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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