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844856-42-4

844856-42-4

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844856-42-4 Usage

General Description

3-Bromo-3-chloro-biphenyl is a chemical compound consisting of a biphenyl molecule with bromine and chlorine atoms attached to it. It is a halogenated organic compound that is commonly used in the manufacture of pharmaceuticals, agrochemicals, and other industrial products. The presence of both bromine and chlorine atoms makes this compound useful in a variety of chemical reactions, and it can be used as a building block for the synthesis of more complex organic compounds. However, it is important to handle this chemical with caution, as both bromine and chlorine are toxic and can be harmful to human health and the environment if not properly managed.

Check Digit Verification of cas no

The CAS Registry Mumber 844856-42-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,4,4,8,5 and 6 respectively; the second part has 2 digits, 4 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 844856-42:
(8*8)+(7*4)+(6*4)+(5*8)+(4*5)+(3*6)+(2*4)+(1*2)=204
204 % 10 = 4
So 844856-42-4 is a valid CAS Registry Number.

844856-42-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-bromo-3'-chloro-1,1'-biphenyl

1.2 Other means of identification

Product number -
Other names 3-bromo-3'-chloro-biphenyl

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:844856-42-4 SDS

844856-42-4Synthetic route

bromobenzene
108-86-1

bromobenzene

3-chlorobenzenediazonium tetrafluoroborate
456-39-3

3-chlorobenzenediazonium tetrafluoroborate

A

3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

B

4-bromo-3'-chloro-1,1'-biphenyl
91354-09-5

4-bromo-3'-chloro-1,1'-biphenyl

C

2-bromo-3’-chloro-1,1’-biphenyl

2-bromo-3’-chloro-1,1’-biphenyl

Conditions
ConditionsYield
With pyridine at 23℃; for 18h; Gomberg-Bachman Arylation; Inert atmosphere; Irradiation; Overall yield = 90 percent; Overall yield = 144 mg;
4-dibenzothiophene boronic acid
108847-20-7

4-dibenzothiophene boronic acid

3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

4-(3'-chloro-[1,1'-biphenyl]-3-yl)dibenzo[b,d]thiophene
1369369-50-5

4-(3'-chloro-[1,1'-biphenyl]-3-yl)dibenzo[b,d]thiophene

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene for 5h; Inert atmosphere; Reflux;90%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene at 90℃; for 5h;90%
With tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene at 80℃; for 7h; Alkaline conditions; Inert atmosphere;82%
3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

9H-carbazole
86-74-8

9H-carbazole

9-(3'-Chlorobiphenyl-3-yl)-9H-carbazole

9-(3'-Chlorobiphenyl-3-yl)-9H-carbazole

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene for 12h; Reflux;90%
3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

C33H28BN3O3

C33H28BN3O3

C39H24ClN3O

C39H24ClN3O

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water for 6h; Reflux;73%
3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

10-(4-pyridyl)-9-anthryl boric acid

10-(4-pyridyl)-9-anthryl boric acid

C31H20ClN

C31H20ClN

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); tetrabutyl-ammonium chloride; potassium carbonate In ethanol; water; toluene at 78℃; for 8h; Inert atmosphere;72%
2-([1,1‘:3’,1“-terphenyl]-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1115023-84-1

2-([1,1‘:3’,1“-terphenyl]-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

C30H21Cl

C30H21Cl

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 80℃; for 12h; Inert atmosphere;70%
2-([1,1':3′,1''-terphenyl]-5'-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1036378-83-2

2-([1,1':3′,1''-terphenyl]-5'-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

C30H21Cl

C30H21Cl

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 80℃; for 12h; Inert atmosphere;65%
benzo[l]phenanthrene-2-boronic acid
654664-63-8

benzo[l]phenanthrene-2-boronic acid

3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

C30H19Cl

C30H19Cl

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 80℃; for 12h; Inert atmosphere;65%
3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

2-(carbazol-9-yl)-9H-carbazole
1226810-15-6

2-(carbazol-9-yl)-9H-carbazole

C36H23ClN2

C36H23ClN2

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate In 5,5-dimethyl-1,3-cyclohexadiene at 130℃; for 6h; Inert atmosphere;59%
3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

4-biphenylboronic acid
5122-94-1

4-biphenylboronic acid

C24H17Cl

C24H17Cl

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 80℃; for 12h; Inert atmosphere;55%
3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

aniline
62-53-3

aniline

C30H21Cl2N

C30H21Cl2N

Conditions
ConditionsYield
With bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate In toluene Inert atmosphere; Reflux;46%
3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

C20H15BO2

C20H15BO2

C32H21Cl

C32H21Cl

Conditions
ConditionsYield
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene for 24h; Inert atmosphere; Reflux;42%
3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

C38H24S
1374416-39-3

C38H24S

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / toluene; ethanol; water / 5 h / Inert atmosphere; Reflux
2: potassium phosphate / palladium diacetate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / toluene; water / 9.5 h / 100 °C / Inert atmosphere
View Scheme
3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

C42H26S
1115640-00-0

C42H26S

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / toluene; ethanol; water / 5 h / 90 °C
2: potassium phosphate / palladium diacetate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / toluene; water / 7.5 h / 120 °C
View Scheme
3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

C42H26O2S
1391976-89-8

C42H26O2S

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / toluene; ethanol; water / 5 h / 90 °C
2: potassium phosphate / palladium diacetate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / toluene; water / 7.5 h / 120 °C
3: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / 20 °C
View Scheme
tri-tert-butyl phosphine
13716-12-6

tri-tert-butyl phosphine

3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

9H-carbazole
86-74-8

9H-carbazole

9-(3'-Chlorobiphenyl-3-yl)-9H-carbazole

9-(3'-Chlorobiphenyl-3-yl)-9H-carbazole

Conditions
ConditionsYield
With palladium diacetate In toluene
3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

3-[2-(trimethylsilylethynyl)]phenol
388061-72-1

3-[2-(trimethylsilylethynyl)]phenol

C20H13ClO

C20H13ClO

Conditions
ConditionsYield
Stage #1: 3-[2-(trimethylsilylethynyl)]phenol With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 0.5h;
Stage #2: 3-bromo-3′-chloro-1,1′-biphenyl With bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran at 80℃; for 24h;
3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

C36H33BO2

C36H33BO2

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 12 h / 80 °C / Inert atmosphere
2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / N,N-dimethyl-formamide / 5 h / 150 °C / Inert atmosphere
View Scheme
3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

C36H31BO2
1346007-12-2

C36H31BO2

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 12 h / 80 °C / Inert atmosphere
2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / N,N-dimethyl-formamide / 5 h / 150 °C / Inert atmosphere
View Scheme
3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

C44H30N2

C44H30N2

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 12 h / 80 °C / Inert atmosphere
2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / N,N-dimethyl-formamide / 5 h / 150 °C / Inert atmosphere
3: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 12 h / 80 °C / Inert atmosphere
View Scheme
3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

C50H34N2

C50H34N2

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 12 h / 80 °C / Inert atmosphere
2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / N,N-dimethyl-formamide / 5 h / 150 °C / Inert atmosphere
3: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 12 h / 80 °C / Inert atmosphere
View Scheme
3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

C50H32N2

C50H32N2

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 12 h / 80 °C / Inert atmosphere
2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / N,N-dimethyl-formamide / 5 h / 150 °C / Inert atmosphere
3: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 12 h / 80 °C / Inert atmosphere
View Scheme
3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

C50H32N2

C50H32N2

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 12 h / 80 °C / Inert atmosphere
2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / N,N-dimethyl-formamide / 5 h / 150 °C / Inert atmosphere
3: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 12 h / 80 °C / Inert atmosphere
View Scheme
3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

C50H34N2

C50H34N2

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 12 h / 80 °C / Inert atmosphere
2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / N,N-dimethyl-formamide / 5 h / 150 °C / Inert atmosphere
3: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 12 h / 80 °C / Inert atmosphere
View Scheme
3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

C56H38N2

C56H38N2

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 12 h / 80 °C / Inert atmosphere
2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / N,N-dimethyl-formamide / 5 h / 150 °C / Inert atmosphere
3: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 12 h / 80 °C / Inert atmosphere
View Scheme
3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

4-biphenylboronic acid
5122-94-1

4-biphenylboronic acid

C30H29BO2

C30H29BO2

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 12 h / 80 °C / Inert atmosphere
2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / N,N-dimethyl-formamide / 5 h / 150 °C / Inert atmosphere
View Scheme
3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

C42H45B2NO4

C42H45B2NO4

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: bis(dibenzylideneacetone)-palladium(0); tri tert-butylphosphoniumtetrafluoroborate; sodium t-butanolate / toluene / Inert atmosphere; Reflux
2: palladium diacetate; XPhos; potassium acetate / dimethyl sulfoxide / 15 h / Inert atmosphere; Reflux
View Scheme
3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

C40H27N3

C40H27N3

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: bis(dibenzylideneacetone)-palladium(0); tri tert-butylphosphoniumtetrafluoroborate; sodium t-butanolate / toluene / Inert atmosphere; Reflux
2: palladium diacetate; XPhos; potassium acetate / dimethyl sulfoxide / 15 h / Inert atmosphere; Reflux
3: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / toluene; ethanol; water / 15 h / Inert atmosphere; Reflux
View Scheme
3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

6,9′-diphenyl-9H,9′H-3,3′-bicarbazole

6,9′-diphenyl-9H,9′H-3,3′-bicarbazole

C48H31ClN2

C48H31ClN2

Conditions
ConditionsYield
With palladium diacetate; tri tert-butylphosphoniumtetrafluoroborate In toluene at 120℃; for 4h; Inert atmosphere;
3-bromo-3′-chloro-1,1′-biphenyl
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

2-(carbazol-9-yl)-9H-carbazole
1226810-15-6

2-(carbazol-9-yl)-9H-carbazole

C60H40N2

C60H40N2

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate; tris-(dibenzylideneacetone)dipalladium(0) / 5,5-dimethyl-1,3-cyclohexadiene / 6 h / 130 °C / Inert atmosphere
2: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium carbonate; palladium diacetate / toluene; ethanol; water / 8 h / 80 °C / Inert atmosphere
View Scheme

844856-42-4Relevant articles and documents

Visible-Light-Promoted, Catalyst-Free Gomberg-Bachmann Reaction: Synthesis of Biaryls

Lee, Juyoung,Hong, Boseok,Lee, Anna

, p. 9297 - 9306 (2019/08/12)

Biaryls were synthesized via a novel visible-light-promoted Gomberg-Bachmann reaction that does not require a photosensitizer or any metal reagents. The formation of an electron donor-acceptor complex between aryl diazonium salts and pyridine allows, under visible-light irradiation, the synthesis of biaryls in moderate-to-high yields.

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