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844856-42-4

Basic Information
CAS No.: 844856-42-4
Name: 3-broMo-3-chloro-biphenyl
Molecular Structure:
Molecular Structure of 844856-42-4 (3-broMo-3-chloro-biphenyl)
Formula: C12H8BrCl
Molecular Weight: 268.55686
Synonyms: 3-bromo-3'-chloro-1,1'-biphenyl
EINECS:
Density: 1.463±0.06 g/cm3(Predicted)
Melting Point: 41 °C
Boiling Point: 331.7±17.0 °C(Predicted)
Flash Point:
Solubility:
Appearance:
Hazard Symbols:
Risk Codes:
Safety:
Transport Information:
PSA: 0.00000
LogP: 4.76950
Synthetic route
108-86-1

bromobenzene

456-39-3

3-chlorobenzenediazonium tetrafluoroborate

A

844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

B

91354-09-5

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

C

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;
108847-20-7

4-dibenzothiophene boronic acid

844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

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%
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

86-74-8

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%
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

C33H28BN3O3

C39H24ClN3O

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water for 6h; Reflux;73%
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

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

C31H20ClN

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); tetrabutyl-ammonium chloride; potassium carbonate In ethanol; water; toluene at 78℃; for 8h; Inert atmosphere;72%
1115023-84-1

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

844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

C30H21Cl

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 80℃; for 12h; Inert atmosphere;70%
1036378-83-2

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

844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

C30H21Cl

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 80℃; for 12h; Inert atmosphere;65%
654664-63-8

benzo[l]phenanthrene-2-boronic acid

844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

C30H19Cl

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

3-bromo-3′-chloro-1,1′-biphenyl

1226810-15-6

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

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%
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

5122-94-1

4-biphenylboronic acid

C24H17Cl

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

3-bromo-3′-chloro-1,1′-biphenyl

62-53-3

aniline

C30H21Cl2N

Conditions
ConditionsYield
With bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate In toluene Inert atmosphere; Reflux;46%
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

C20H15BO2

C32H21Cl

Conditions
ConditionsYield
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene for 24h; Inert atmosphere; Reflux;42%
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

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
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

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
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

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
13716-12-6

tri-tert-butyl phosphine

844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

86-74-8

9H-carbazole

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

Conditions
ConditionsYield
With palladium diacetate In toluene
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

388061-72-1

3-[2-(trimethylsilylethynyl)]phenol

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;
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

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
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

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
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

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
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

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
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

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
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

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
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

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
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

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
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

5122-94-1

4-biphenylboronic acid

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
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

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
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

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
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

6,9′-diphenyl-9H,9′H-3,3′-bicarbazole

C48H31ClN2

Conditions
ConditionsYield
With palladium diacetate; tri tert-butylphosphoniumtetrafluoroborate In toluene at 120℃; for 4h; Inert atmosphere;
844856-42-4

3-bromo-3′-chloro-1,1′-biphenyl

1226810-15-6

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

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
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    3-broMo-3-chloro-biphenyl

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    3-Bromo-3'-chloro-1,1'-biphenyl

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