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3-Bromo-5-chlorophenol is a halogenated phenol with the molecular formula C6H4BrClO, featuring both bromine and chlorine substituents on its phenol ring. It has a molecular weight of 207.45 g/mol and is known for its unique chemical properties and versatility in organic chemistry and chemical synthesis.

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  • 56962-04-0 Structure
  • Basic information

    1. Product Name: 3-Bromo-5-chlorophenol
    2. Synonyms: 3-BroMo-chlorophenol;3-BroMo-5-chlorophenol, 97+%
    3. CAS NO:56962-04-0
    4. Molecular Formula: C6H4BrClO
    5. Molecular Weight: 207.45
    6. EINECS: N/A
    7. Product Categories: Bromine Compounds;Chlorine Compounds;Phenols
    8. Mol File: 56962-04-0.mol
  • Chemical Properties

    1. Melting Point: 66-70℃
    2. Boiling Point: 256°C (rough estimate)
    3. Flash Point: 110.075oC
    4. Appearance: /Solid
    5. Density: 1.6027 (rough estimate)
    6. Vapor Pressure: 0.009mmHg at 25°C
    7. Refractive Index: 1.5730 (estimate)
    8. Storage Temp.: Refrigerated.
    9. Solubility: N/A
    10. PKA: 8.04±0.10(Predicted)
    11. CAS DataBase Reference: 3-Bromo-5-chlorophenol(CAS DataBase Reference)
    12. NIST Chemistry Reference: 3-Bromo-5-chlorophenol(56962-04-0)
    13. EPA Substance Registry System: 3-Bromo-5-chlorophenol(56962-04-0)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 56962-04-0(Hazardous Substances Data)

56962-04-0 Usage

Uses

Used in Pharmaceutical Synthesis:
3-Bromo-5-chlorophenol is used as an intermediate in the synthesis of pharmaceuticals, contributing to the development of various medicinal compounds due to its reactive bromine and chlorine atoms that facilitate a range of chemical reactions.
Used in Agrochemical Production:
In the agrochemical industry, 3-Bromo-5-chlorophenol serves as a key intermediate, playing a crucial role in the creation of pesticides and other agricultural chemicals that help protect crops and enhance agricultural productivity.
Used in Dye and Pigment Synthesis:
3-Bromo-5-chlorophenol is utilized as a building block for synthesizing dyes and pigments, taking advantage of its chemical structure to produce a spectrum of colorants for various applications in industries such as textiles, plastics, and printing.
Used in Specialty Chemicals:
3-Bromo-5-chlorophenol is also employed in the synthesis of specialty chemicals, which are often used in niche applications across different industries, capitalizing on the unique properties imparted by the bromine and chlorine atoms on the phenol ring.

Check Digit Verification of cas no

The CAS Registry Mumber 56962-04-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,6,9,6 and 2 respectively; the second part has 2 digits, 0 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 56962-04:
(7*5)+(6*6)+(5*9)+(4*6)+(3*2)+(2*0)+(1*4)=150
150 % 10 = 0
So 56962-04-0 is a valid CAS Registry Number.
InChI:InChI=1/C6H4BrClO/c7-4-1-5(8)3-6(9)2-4/h1-3,9H

56962-04-0 Well-known Company Product Price

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  • Alfa Aesar

  • (H64844)  3-Bromo-5-chlorophenol, 97+%   

  • 56962-04-0

  • 1g

  • 235.0CNY

  • Detail
  • Alfa Aesar

  • (H64844)  3-Bromo-5-chlorophenol, 97+%   

  • 56962-04-0

  • 5g

  • 882.0CNY

  • Detail
  • Alfa Aesar

  • (H64844)  3-Bromo-5-chlorophenol, 97+%   

  • 56962-04-0

  • 25g

  • 3528.0CNY

  • Detail

56962-04-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-Bromo-5-chlorophenol

1.2 Other means of identification

Product number -
Other names Phenol, 3-bromo-5-chloro-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:56962-04-0 SDS

56962-04-0Synthetic route

1-bromo-3-chloro-5-methoxybenzene
174913-12-3

1-bromo-3-chloro-5-methoxybenzene

3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

Conditions
ConditionsYield
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
108-37-2

1-bromo-3-chlorobenzene

3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

Conditions
ConditionsYield
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
210992-77-1

3-chloro-5-(4-methoxybenzyloxy)bromobenzene

3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

Conditions
ConditionsYield
With methanesulfonic acid; 1,3-Dimethoxybenzene In toluene at 10℃;81%
3-chloro-2,4,5,6-tetrabromophenol
87504-69-6

3-chloro-2,4,5,6-tetrabromophenol

A

bromobenzene
108-86-1

bromobenzene

B

3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

Conditions
ConditionsYield
With aluminium trichloride; benzene
3-amino-5-chlorophenol
883195-40-2

3-amino-5-chlorophenol

3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

aluminium trichloride
7446-70-0

aluminium trichloride

3-chloro-2,4,5,6-tetrabromophenol
87504-69-6

3-chloro-2,4,5,6-tetrabromophenol

benzene
71-43-2

benzene

A

bromobenzene
108-86-1

bromobenzene

B

3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

2-(3-bromo-5-chlorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-(3-bromo-5-chlorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

Conditions
ConditionsYield
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
108-43-0

3-monochlorophenol

3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: iron powder; bromine
2: aluminium chloride; benzene
View Scheme
1-bromo-3-chloro-5-fluorobenzene
33863-76-2

1-bromo-3-chloro-5-fluorobenzene

3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

Conditions
ConditionsYield
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
1155847-43-0

4-chloro-3-fluoropicolinonitrile

3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

3-(3-bromo-5-chlorophenoxy)-4-chloropyridine-2-carbonitrile
1155847-61-2

3-(3-bromo-5-chlorophenoxy)-4-chloropyridine-2-carbonitrile

Conditions
ConditionsYield
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;
C31H28Br4O3

C31H28Br4O3

3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

C55H40Br4Cl4O7

C55H40Br4Cl4O7

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 6h; Inert atmosphere; Schlenk technique;95%
3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

1,3-bis(bromomethyl)-5-benzyloxybenzene

1,3-bis(bromomethyl)-5-benzyloxybenzene

C27H20Br2Cl2O3

C27H20Br2Cl2O3

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 6h; Inert atmosphere; Schlenk technique;93%
3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

(3-bromo-5-chloro-phenoxy)-tert-butyl-dimethyl-silane
1392196-71-2

(3-bromo-5-chloro-phenoxy)-tert-butyl-dimethyl-silane

Conditions
ConditionsYield
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
2-iodo-propane
75-30-9

2-iodo-propane

3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

1-bromo-3-chloro-5-isopropoxybenzene

1-bromo-3-chloro-5-isopropoxybenzene

Conditions
ConditionsYield
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
56962-04-0

3-bromo-5-chlorophenol

benzyl bromide
100-39-0

benzyl bromide

1-benzyloxy-3-bromo-5-chloro-benzene
1187966-48-8

1-benzyloxy-3-bromo-5-chloro-benzene

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; potassium carbonate In acetone for 2h; Reflux;90%
(chlorodifluoromethylsulfonyl)benzene
930836-30-9

(chlorodifluoromethylsulfonyl)benzene

3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

1-bromo-3-chloro-5-(difluoromethoxy)benzene
1004112-67-7

1-bromo-3-chloro-5-(difluoromethoxy)benzene

Conditions
ConditionsYield
With potassium hydroxide In acetonitrile at 50℃; for 5h;89%
3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate
74844-91-0

1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate

1-(tert-butyl) 2-methyl (2S,4S)-4-(3-bromo-5-chlorophenoxy)pyrrolidine-1,2-dicarboxylate

1-(tert-butyl) 2-methyl (2S,4S)-4-(3-bromo-5-chlorophenoxy)pyrrolidine-1,2-dicarboxylate

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃;87%
1,2-Dichloro-3-nitrobenzene
3209-22-1

1,2-Dichloro-3-nitrobenzene

3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

2-(3-bromo-5-chlorophenoxy)-1-chloro-3-nitrobenzene
1034474-41-3

2-(3-bromo-5-chlorophenoxy)-1-chloro-3-nitrobenzene

Conditions
ConditionsYield
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;
3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

pivaloyl chloride
3282-30-2

pivaloyl chloride

3-bromo-5-chlorophenyl pivalate

3-bromo-5-chlorophenyl pivalate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 25℃;85%
tetrahydrofuran
109-99-9

tetrahydrofuran

3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

3-chloro-5-(tetrahydrofuran-2-yl)phenol

3-chloro-5-(tetrahydrofuran-2-yl)phenol

Conditions
ConditionsYield
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%
2-[2-[2-(benzyloxycarbonylamino)ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate

2-[2-[2-(benzyloxycarbonylamino)ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate

3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

benzyl (2-(2-(2-(3-bromo-5-chlorophenoxy)ethoxy)ethoxy)ethyl)carbamate

benzyl (2-(2-(2-(3-bromo-5-chlorophenoxy)ethoxy)ethoxy)ethyl)carbamate

Conditions
ConditionsYield
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
1493-13-6

trifluorormethanesulfonic acid

3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

3-bromo-5-chlorophenyl trifluoromethanesulfonate

3-bromo-5-chlorophenyl trifluoromethanesulfonate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; Inert atmosphere;82%
iodobenzene
591-50-4

iodobenzene

3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

1-bromo-3-chloro-5-phenyloxybenzene
1620783-10-9

1-bromo-3-chloro-5-phenyloxybenzene

Conditions
ConditionsYield
With 18-crown-6 ether; copper; potassium carbonate In N,N-dimethyl-formamide at 120℃;81%
3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

p-methoxybenzylmercaptan
6258-60-2

p-methoxybenzylmercaptan

C14H13ClO2S

C14H13ClO2S

Conditions
ConditionsYield
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
1345336-82-4

4,5-dichloro-N-(methoxybenzyl)-2-nitroaniline

3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

5-(3-bromo-5-chlorophenoxy)-4-chloro-N-(4-methoxybenzyl)-2-nitroaniline
1345336-85-7

5-(3-bromo-5-chlorophenoxy)-4-chloro-N-(4-methoxybenzyl)-2-nitroaniline

Conditions
ConditionsYield
With potassium carbonate In 1-methyl-pyrrolidin-2-one Heating; Inert atmosphere;74%
3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

2-Bromoethyl methyl ether
6482-24-2

2-Bromoethyl methyl ether

1-bromo-3-chloro-5-(2-methoxyethoxyl)benzene

1-bromo-3-chloro-5-(2-methoxyethoxyl)benzene

Conditions
ConditionsYield
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
2-fluoropyridine
372-48-5

2-fluoropyridine

3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

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

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

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 140℃; for 6h; Ullmann Condensation; Microwave irradiation;65%
3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

3-tert-butyl-1H-pyrazole-5-amine
82560-12-1

3-tert-butyl-1H-pyrazole-5-amine

3-(5-amino-3-tert-butyl-pyrazol-1-yl)-5-chloro-phenol

3-(5-amino-3-tert-butyl-pyrazol-1-yl)-5-chloro-phenol

Conditions
ConditionsYield
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%
1-bromo-3-chloro-5-fluorobenzene
33863-76-2

1-bromo-3-chloro-5-fluorobenzene

3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

C12H6Br2Cl2O

C12H6Br2Cl2O

Conditions
ConditionsYield
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 180℃; for 16h;60%
3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

1-cyclohexyl-2,4,6-triphenylpyridin-1-ium tetrafluoroborate salt

1-cyclohexyl-2,4,6-triphenylpyridin-1-ium tetrafluoroborate salt

3-chloro-5-cyclohexylphenol

3-chloro-5-cyclohexylphenol

Conditions
ConditionsYield
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%
(6-(4-(dimethylamino)piperidin-1-yl)pyridin-3-yl)boronic acid

(6-(4-(dimethylamino)piperidin-1-yl)pyridin-3-yl)boronic acid

3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

3-chloro-5-{6-[4-(dimethylamino)piperidin-1-yl]pyridin-3-yl}phenol

3-chloro-5-{6-[4-(dimethylamino)piperidin-1-yl]pyridin-3-yl}phenol

Conditions
ConditionsYield
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
109-01-3

1-methyl-piperazine

3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

3-chloro-5-(4-methylpiperazin-1-yl)phenol

3-chloro-5-(4-methylpiperazin-1-yl)phenol

Conditions
ConditionsYield
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%
(1-(4-(3,4-dichlorophenyl)-5-(isopropylthio)thiazol-2-yl)-5-(methoxycarbonyl)-3-methyl-1H-pyrazol-4-yl)boronic acid

(1-(4-(3,4-dichlorophenyl)-5-(isopropylthio)thiazol-2-yl)-5-(methoxycarbonyl)-3-methyl-1H-pyrazol-4-yl)boronic acid

3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

C24H20Cl3N3O3S2

C24H20Cl3N3O3S2

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane; water at 85℃; for 16h; Inert atmosphere;41%
formaldehyd
50-00-0

formaldehyd

3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

3-bromo-5-chloro-4-(hydroxymethyl)phenol

3-bromo-5-chloro-4-(hydroxymethyl)phenol

Conditions
ConditionsYield
With water; sodium hydroxide at 45℃;31%
3-bromo-5-chlorophenol
56962-04-0

3-bromo-5-chlorophenol

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
960388-56-1

3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

Conditions
ConditionsYield
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
56962-04-0

3-bromo-5-chlorophenol

phenylboronic acid
98-80-6

phenylboronic acid

1-bromo-3-chloro-5-phenyloxybenzene
1620783-10-9

1-bromo-3-chloro-5-phenyloxybenzene

Conditions
ConditionsYield
With copper diacetate; triethylamine In dichloromethane at 20℃; for 3h; Molecular sieve;20%

56962-04-0Relevant articles and documents

KINASE INHIBITORS

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Paragraph 0683; 0684, (2015/01/06)

Compounds of formula (I) described herein are p38 MAPK inhibitors and are useful as anti-inflammatory agents in the treatment of, inter alia, diseases of the respiratory tract

KINASE INHIBITORS

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Page/Page column 217, (2015/01/06)

This invention relates to compounds and compositions that are p38 MAPK inhibitors, useful as anti-inflammatory agents in the treatment of, inter alia, diseases of the respiratory tract.

Practical one-pot C-H activation/borylation/oxidation: Preparation of 3-bromo-5-methylphenol on a multigram scale

Norberg, A. Monica,Smith III, Milton R.,Maleczka Jr., Robert E.

, p. 857 - 859 (2011/05/02)

A practical one-pot C-H activation/borylation/oxidation sequence for the generation of 3,5-disubstituted phenols is presented. Specifically, 3-bromo-5-methylphenol is prepared from 3-bromotoluene, without isolation of intermediates, on a multigram scale, and in high yield. The process proceeds under mild conditions and can be completed within one day. Georg Thieme Verlag Stuttgart - New York.

A synthesis of 3,5-disubstituted phenols

Davidson, James P.,Sarma, Keshab,Fishlock, Dan,Welch, Michael H.,Sukhtankar, Sunil,Lee, Gary M.,Martin, Michael,Cooper, Gary F.

, p. 477 - 480 (2011/04/22)

Robust and scalable syntheses of some synthetically useful 3,5- disubstituted phenols are presented. The process involves the selective displacement of a halogen by nucleophilic aromatic substitution using a preformed mixture of potassium tert-butoxide and p-methoxybenzyl alcohol (PMB-OH), followed by deprotection of the PMB ether with acid in the presence of 1,3-dimethoxybenzene. These processes have been demonstrated on kilogramscale, providing crystalline phenols in good yield and high purity.

ARYLSULFONYL PYRAZOLINE CARBOXAMIDINE DERIVATIVES AS 5-HT6 ANTAGONISTS

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Page/Page column 44-45, (2009/10/22)

This invention concerns arylsulfonyl pyrazoline carboxamidine derivatives as antagonists of 5- HT6 receptors, to methods for the preparation of these compounds and to novel intermediates useful for their synthesis. The invention also relates to the uses of such compounds and compositions, particularly their use in administering them to patients to achieve a therapeutic effect in Parkinson's disease, Huntington's chorea, schizophrenia, anxiety, depression, manic depression, psychoses, epilepsy, obsessive compulsive disorders, mood disorders, migraine, Alzheimer's disease, age related cognitive decline, mild cognitive impairment, sleep disorders, eating disorders, anorexia, bulimia, binge eating disorders, panic attacks, akathisia, attention deficit hyperactivity disorder, attention deficit disorder, withdrawal from abuse of cocaine, ethanol, nicotine or benzodiazepines, pain, disorders associated with spinal trauma or head injury, hydrocephalus, functional bowel disorder, Irritable Bowel Syndrome, obesity and type-2 diabetes. The compounds have the general formula (1) wherein the symbols have the meanings given in the description.

CHEMICAL COMPOUNDS

-

, (2009/01/23)

The present invention relates to compounds that are a non-nucleoside reverse transcriptase inhibitors, and to processes for the preparation and use of the same. Specifically, the present invention includes methods of using such compounds in the treatment of human immunodeficiency virus infection.

CHEMICAL COMPOUNDS

-

, (2009/01/23)

The present invention relates to compounds that are a non-nucleoside reverse transcriptase inhibitors, and to processes for the preparation and use of the same. Specifically, the present invention includes methods of using such compounds in the treatment of human immunodeficiency virus infection.

Heterocyclic antiviral compounds

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Page/Page column 16-17, (2010/02/15)

The present invention relates to a compounds according to formula I, methods for treating diseases mediated by human immunodeficieny virus by administration of a compound according to formula I and pharmaceutical compositions for treating diseases mediated by human immunodeficieny virus containing a compound according to formula I where R1, R2, R3, R4, R5, are as defined herein.

Non-nucleoside reverse transcriptase inhibitors

-

Page/Page column 41-42, (2008/06/13)

The present invention provides compounds for treating or preventing an HIV infection, or treating AIDS or ARC comprising administering a compound according to formula I where Ar, R1-R5, R7a, R7b, R7c, R8-R10, X1, X2 m, n, o and p are as defined herein.

Process for the synthesis of phenols from arenes

-

Page 4; 16, (2008/06/13)

A process to synthesize substituted phenols such as those of the general formula RR′R″Ar(OH) wherein R, R′, and R″ are each independently hydrogen or any group which does not interfere in the process for synthesizing the substituted phenol including, but not limited to, halo, alkyl, alkoxy, carboxylic ester, amine, amide; and Ar is any variety of aryl or hetroaryl by means of oxidation of substituted arylboronic esters is described. In particular, a metal-catalyzed C—H activation/borylation reaction is described, which when followed by direct oxidation in a single or separate reaction vessel affords phenols without the need for any intermediate manipulations. More particularly, a process wherein Ir-catalyzed borylation of arenes using pinacolborane (HBPin) followed by oxidation of the intermediate arylboronic ester by OXONE is described.

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