Product Name

  • Name

    (9-(4-BROMOPHENYL))-9H-CARBAZOLE

  • EINECS 805-754-1
  • CAS No. 57102-42-8
  • Article Data192
  • CAS DataBase
  • Density 1.391 g/cm3
  • Solubility Slightly soluble in water.
  • Melting Point 147-151℃
  • Formula C18H12BrN
  • Boiling Point 452.672 °C at 760 mmHg
  • Molecular Weight 322.204
  • Flash Point 227.568 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 57102-42-8 ((9-(4-BROMOPHENYL))-9H-CARBAZOLE)
  • Hazard Symbols
  • Synonyms Carbazole,9-(p-bromophenyl)- (6CI);1-(9-N-Carbazolyl)-4-bromobenzene;1-Bromo-4-(carbazol-9-yl)benzene;9-(4-Bromophenyl)-9H-carbazole;N-(4-Bromophenyl)-9H-carbazole;N-(4-Bromophenyl)carbazole;
  • PSA 4.93000
  • LogP 5.54620

Synthetic route

1,4-bromoiodobenzene
589-87-7

1,4-bromoiodobenzene

9H-carbazole
86-74-8

9H-carbazole

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
With copper(l) iodide; 1,10-Phenanthroline; potassium hydroxide In 1,2-dimethoxyethane; water at 95℃; for 20h; Catalytic behavior; Solvent; Schlenk technique; Inert atmosphere; Sealed tube;99%
With copper; potassium carbonate In N,N-dimethyl acetamide at 180℃; for 40h; Schlenk technique; Inert atmosphere;99%
With copper; potassium carbonate In N,N-dimethyl-formamide at 130℃; for 42h; Inert atmosphere;96%
[1,1'-biphenyl]-2,2'-iodonium trifluoromethanesulfonate
189999-35-7

[1,1'-biphenyl]-2,2'-iodonium trifluoromethanesulfonate

4-bromo-aniline
106-40-1

4-bromo-aniline

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
With copper diacetate; sodium carbonate In ethylene glycol; isopropyl alcohol at 90℃; for 16h;98.46%
With copper diacetate; sodium carbonate; ethylene glycol In isopropyl alcohol at 85℃; for 16h; Ullmann Condensation; Inert atmosphere;65%
With copper diacetate; sodium carbonate In ethylene glycol; isopropyl alcohol for 16h; Inert atmosphere; Reflux; Green chemistry;
9H-carbazole
86-74-8

9H-carbazole

(4-bromophenyl)hydrazine
589-21-9

(4-bromophenyl)hydrazine

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
With palladium diacetate; cesium fluoride In acetonitrile at 60℃; for 12h; Schlenk technique;96%
9H-carbazole
86-74-8

9H-carbazole

1-Bromo-4-fluorobenzene
460-00-4

1-Bromo-4-fluorobenzene

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 150℃; for 24h;95%
With potassium phosphate In N,N-dimethyl-formamide at 190℃; for 1h; Microwave irradiation;91%
With caesium carbonate In dimethyl sulfoxide at 160℃; for 48h; Inert atmosphere;80%
With potassium fluoride; 18-crown-6 ether In dimethyl sulfoxide for 24h; Reflux;68.3%
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere;66%
N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
With N-Bromosuccinimide In chloroform at 20℃; for 24h;91%
Multi-step reaction with 2 steps
1: N-Bromosuccinimide / N,N-dimethyl-formamide / 16 h / 0 °C / Inert atmosphere
2: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tetrakis(acetonitrile)copper(I)tetrafluoroborate; 2.9-dimethyl-1,10-phenanthroline; iodine; methyloxirane / tetrahydrofuran / 21 h / 21 °C / Flow reactor; Irradiation
View Scheme
1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

9H-carbazole
86-74-8

9H-carbazole

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
With copper(l) iodide; potassium carbonate; L-proline In dimethyl sulfoxide at 140℃; Ullmann reaction; Inert atmosphere;85%
With copper; potassium carbonate; nitrobenzene at 120 - 160℃; Inert atmosphere;85%
With potassium phosphate; copper(l) iodide; trans-1,2-Diaminocyclohexane In toluene at 110℃; for 24h; Inert atmosphere; sealed tube;83%
1,4-bromoiodobenzene
589-87-7

1,4-bromoiodobenzene

9H-carbazole
86-74-8

9H-carbazole

A

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

B

9-(4-(9H-carbazol-9-yl)phenyl)-9H-carbazole
19287-68-4

9-(4-(9H-carbazol-9-yl)phenyl)-9H-carbazole

Conditions
ConditionsYield
With copper; potassium carbonate In Triethylene glycol dimethyl ether at 180 - 200℃; for 24h; Ullmann condensation;A 71%
B 28%
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tri-tert-butyl phosphine; sodium t-butanolate In toluene at 111℃; for 26h; Schlenk technique; Inert atmosphere; chemoselective reaction;A 49%
B 13%
1-azido-4-bromobenzene
2101-88-4

1-azido-4-bromobenzene

2-Biphenylboronic acid
4688-76-0

2-Biphenylboronic acid

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(I) acetate; sodium carbonate In 1,4-dioxane at 80℃; for 12h; Schlenk technique;70%
2-iodobiphenyl
2113-51-1

2-iodobiphenyl

4-bromo-aniline
106-40-1

4-bromo-aniline

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
With copper diacetate; palladium diacetate; caesium carbonate; triphenylphosphine In N,N-dimethyl-formamide at 120℃; for 12h; Sealed tube;48%
N-N'-dimetylpropyleneurea

N-N'-dimetylpropyleneurea

1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

copper(I) iodide
7681-65-4

copper(I) iodide

9H-carbazole
86-74-8

9H-carbazole

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
With potassium carbonate; 18-crown-6 ether35%
1,3,4-trimethylimidazolidin-2-one
24044-24-4

1,3,4-trimethylimidazolidin-2-one

1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

9H-carbazole
86-74-8

9H-carbazole

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
With potassium carbonate; 18-crown-6 ether; copper(I) iodide35%
9H-carbazole
86-74-8

9H-carbazole

1,2-dibromobenzene
583-53-9

1,2-dibromobenzene

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
With potassium carbonate; copper(II) sulfate at 210℃; Inert atmosphere;31%
4-N,N-diphenylamino-1-bromobenzene
36809-26-4

4-N,N-diphenylamino-1-bromobenzene

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
With tetrakis(acetonitrile)copper(I)tetrafluoroborate; 2.9-dimethyl-1,10-phenanthroline; iodine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; methyloxirane In tetrahydrofuran at 21℃; for 21h; Reagent/catalyst; Flow reactor; Irradiation;19%
1,4-bromoiodobenzene
589-87-7

1,4-bromoiodobenzene

9H-carbazole
86-74-8

9H-carbazole

A

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

B

9-(4-(9H-carbazol-9-yl)phenyl)-9H-carbazole
19287-68-4

9-(4-(9H-carbazol-9-yl)phenyl)-9H-carbazole

C

9-(4-iodophenyl)carbazole
57103-15-8

9-(4-iodophenyl)carbazole

Conditions
ConditionsYield
With copper(l) iodide; 18-crown-6 ether; potassium carbonate at 175℃; for 24h; Schlenk technique; Inert atmosphere;A 20 %Spectr.
B 9%
C 33 %Spectr.
1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone
7226-23-5

1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone

1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

copper(I) iodide
7681-65-4

copper(I) iodide

9H-carbazole
86-74-8

9H-carbazole

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
With potassium carbonate; 18-crown-6 ether
phenylboronic acid
98-80-6

phenylboronic acid

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: potassium phosphate; tetrakis(triphenylphosphine) palladium(0) / ethanol / 6 h / Reflux; Inert atmosphere
2.1: hydrazine hydrate / methanol / 2 h / 20 °C
3.1: hydrogenchloride; sodium nitrite / tetrahydrofuran; water / 0.33 h / Cooling with ice
3.2: 20 °C / Cooling with ice
4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 20 °C
5.1: copper diacetate; sodium carbonate; ethylene glycol / isopropyl alcohol / 16 h / 85 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1.1: tetrakis(triphenylphosphine) palladium(0); potassium phosphate / ethanol / 6 h / Reflux
2.1: sodium nitrite; hydrogenchloride / water; tetrahydrofuran / 0 °C
2.2: Sandmeyer Reaction / 20 °C
3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 20 °C
4.1: sodium carbonate; copper diacetate / isopropyl alcohol; ethylene glycol / 16 h / Inert atmosphere; Reflux; Green chemistry
View Scheme
o-nitroiodobenzene
609-73-4

o-nitroiodobenzene

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: potassium phosphate; tetrakis(triphenylphosphine) palladium(0) / ethanol / 6 h / Reflux; Inert atmosphere
2.1: hydrazine hydrate / methanol / 2 h / 20 °C
3.1: hydrogenchloride; sodium nitrite / tetrahydrofuran; water / 0.33 h / Cooling with ice
3.2: 20 °C / Cooling with ice
4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 20 °C
5.1: copper diacetate; sodium carbonate; ethylene glycol / isopropyl alcohol / 16 h / 85 °C / Inert atmosphere
View Scheme
2-nitrobiphenyl
86-00-0

2-nitrobiphenyl

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: hydrazine hydrate / methanol / 2 h / 20 °C
2.1: hydrogenchloride; sodium nitrite / tetrahydrofuran; water / 0.33 h / Cooling with ice
2.2: 20 °C / Cooling with ice
3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 20 °C
4.1: copper diacetate; sodium carbonate; ethylene glycol / isopropyl alcohol / 16 h / 85 °C / Inert atmosphere
View Scheme
2-phenylaniline
90-41-5

2-phenylaniline

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: hydrogenchloride; sodium nitrite / tetrahydrofuran; water / 0.33 h / Cooling with ice
1.2: 20 °C / Cooling with ice
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 20 °C
3.1: copper diacetate; sodium carbonate; ethylene glycol / isopropyl alcohol / 16 h / 85 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1.1: sodium nitrite; hydrogenchloride / water; tetrahydrofuran / 0 °C
1.2: Sandmeyer Reaction / 20 °C
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 20 °C
3.1: sodium carbonate; copper diacetate / isopropyl alcohol; ethylene glycol / 16 h / Inert atmosphere; Reflux; Green chemistry
View Scheme
2-iodobiphenyl
2113-51-1

2-iodobiphenyl

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 20 °C
2: copper diacetate; sodium carbonate; ethylene glycol / isopropyl alcohol / 16 h / 85 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 20 °C
2: sodium carbonate; copper diacetate / isopropyl alcohol; ethylene glycol / 16 h / Inert atmosphere; Reflux; Green chemistry
View Scheme
2-iodophenylamine
615-43-0

2-iodophenylamine

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: tetrakis(triphenylphosphine) palladium(0); potassium phosphate / ethanol / 6 h / Reflux
2.1: sodium nitrite; hydrogenchloride / water; tetrahydrofuran / 0 °C
2.2: Sandmeyer Reaction / 20 °C
3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 20 °C
4.1: sodium carbonate; copper diacetate / isopropyl alcohol; ethylene glycol / 16 h / Inert atmosphere; Reflux; Green chemistry
View Scheme
2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran / 2 h / -78 °C / Schlenk technique
1.2: 10 h / -78 - 20 °C / Schlenk technique
1.3: 1 h / 20 °C / pH 6 - 7 / Schlenk technique
2.1: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(I) acetate; sodium carbonate / 1,4-dioxane / 12 h / 80 °C / Schlenk technique
View Scheme
N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

3-bromo-9-(4-bromophenyl)-9H-carbazole
1226860-66-7

3-bromo-9-(4-bromophenyl)-9H-carbazole

Conditions
ConditionsYield
With N-Bromosuccinimide at 20℃; for 12h; Inert atmosphere;100%
With N-Bromosuccinimide at 20℃;98%
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 12.5h;92%
N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

9,9′-bis(4-bromophenyl)-9H,9′H-3,3′-bicarbazole

9,9′-bis(4-bromophenyl)-9H,9′H-3,3′-bicarbazole

Conditions
ConditionsYield
Stage #1: N-(4-bromophenyl)carbazole With methanesulfonic acid In dichloromethane at 0℃; Inert atmosphere;
Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 20℃; for 0.0166667h; Reagent/catalyst; Inert atmosphere; regioselective reaction;
99%
With iron(III) chloride In chloroform at 20℃; for 40h; Inert atmosphere;
N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

9‐(4‐bromophenyl)‐3,6‐diiodocarbazole
601454-29-9

9‐(4‐bromophenyl)‐3,6‐diiodocarbazole

Conditions
ConditionsYield
With potassium iodate; potassium iodide In acetic acid at 80℃; for 4h;98%
With potassium iodate; acetic acid; potassium iodide for 4h; Reflux; Inert atmosphere;85%
With potassium iodate; acetic acid; potassium iodide at 135℃; for 18h;82.22%
N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

3,6-dibromo-9-(4-bromophenyl)-9H-carbazole
73087-83-9

3,6-dibromo-9-(4-bromophenyl)-9H-carbazole

Conditions
ConditionsYield
With N-Bromosuccinimide In dichloromethane at 0℃; for 16h; Schlenk technique; Darkness; Inert atmosphere;98%
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 3h;88%
With N-Bromosuccinimide at 0℃; for 8h; Darkness;87%
5-(phenylthio)quinolin-8-amine
56017-36-8

5-(phenylthio)quinolin-8-amine

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

N,N-bis(4-(9H-carbazol-9-yl)phenyl)-5-(phenylthio)quinolin‐8‐amine

N,N-bis(4-(9H-carbazol-9-yl)phenyl)-5-(phenylthio)quinolin‐8‐amine

Conditions
ConditionsYield
With potassium carbonate; nickel dichloride In tetrahydrofuran at 100℃; for 24h; Inert atmosphere;97%
N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

9-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole
785051-54-9

9-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; palladium diacetate In dimethyl sulfoxide at 80℃; for 8h; Inert atmosphere;96.8%
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In 1,4-dioxane at 85℃; for 48h;87%
Stage #1: N-(4-bromophenyl)carbazole; bis(pinacol)diborane With potassium acetate In dimethyl sulfoxide at 60℃; for 0.25h;
Stage #2: With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In dichloromethane; dimethyl sulfoxide at 80℃; for 6h;
86%
Ethyl bromodifluoroacetate
667-27-6

Ethyl bromodifluoroacetate

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

C22H17F2NO2

C22H17F2NO2

Conditions
ConditionsYield
With bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; tetrabutylammomium bromide; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; zinc In tetrahydrofuran at 60℃; for 24h; Inert atmosphere;96%
8-amino quinoline
578-66-5

8-amino quinoline

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

N,N-bis(4-(9H-carbazol-9-yl)phenyl)quinolin‐8‐amine

N,N-bis(4-(9H-carbazol-9-yl)phenyl)quinolin‐8‐amine

Conditions
ConditionsYield
With sodium hydroxide; nickel dichloride In N,N-dimethyl-formamide at 150℃; for 16h; Reagent/catalyst; Inert atmosphere; Glovebox; Sealed tube; Schlenk technique;96%
With potassium carbonate; nickel dibromide In tetrahydrofuran at 100℃; for 24h; Reagent/catalyst; Temperature; Solvent; Inert atmosphere;95%
9,9-diphenyl-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)-9H-fluoren-2-amine

9,9-diphenyl-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)-9H-fluoren-2-amine

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

N-(4-(9H-carbazol-9-yl)phenyl)-9,9-diphenyl-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)-9H-fluoren-2-amine

N-(4-(9H-carbazol-9-yl)phenyl)-9,9-diphenyl-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)-9H-fluoren-2-amine

Conditions
ConditionsYield
With 1,1'-bis(diisopropylphosphino)ferrocene; Pd(dippf)maleimide; sodium t-butanolate In toluene at 120℃; for 24h; Inert atmosphere;95%
N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

N-(4-hydroxyphenyl)carbazole
222620-05-5

N-(4-hydroxyphenyl)carbazole

Conditions
ConditionsYield
With tris(6,6'-diamino-2,2'-bipyridine); 4,4-diphenyl-1,3,5,7,8-pentamethyl-2,6-diethyl-4-bora-3a,4a-diaza-s-indacene; Br2Ni*3H2O; water; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide; acetonitrile at 20℃; for 36h; Glovebox; Irradiation; Inert atmosphere;95%
With oxygen; triethylamine; sodium iodide In acetonitrile at 32℃; for 24h; Schlenk technique; UV-irradiation;40%
4-phenyl-8-aminoquinoline
55484-55-4

4-phenyl-8-aminoquinoline

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

N,N-bis(4-(9H-carbazol-9-yl)phenyl)-4-phenylquinolin‐8‐amine

N,N-bis(4-(9H-carbazol-9-yl)phenyl)-4-phenylquinolin‐8‐amine

Conditions
ConditionsYield
With nickel dichloride; sodium t-butanolate In water; N,N-dimethyl-formamide at 150℃; for 16h; Inert atmosphere; Glovebox; Sealed tube; Schlenk technique;95%
With nickel(II) sulphate; caesium carbonate In acetonitrile at 100℃; for 24h; Inert atmosphere;86%
N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

C34H36Cl2Si3Zn2

C34H36Cl2Si3Zn2

C70H60N2Si3

C70H60N2Si3

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In toluene at 120℃; for 12h; Inert atmosphere;94%
N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

4,4'-bis(9H-carbazol-9-yl)biphenyl
58328-31-7

4,4'-bis(9H-carbazol-9-yl)biphenyl

Conditions
ConditionsYield
Stage #1: N-(4-bromophenyl)carbazole With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 1h; Inert atmosphere;
Stage #2: With copper(l) cyanide In tetrahydrofuran; pentane at -78 - 25℃; Inert atmosphere;
Stage #3: In tetrahydrofuran; pentane at 25℃; for 3h; Inert atmosphere;
93%
Allylchlorodimethylsilane
4028-23-3

Allylchlorodimethylsilane

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

9-(4-(allyldimethylsilyl)phenyl)-9H-carbazole

9-(4-(allyldimethylsilyl)phenyl)-9H-carbazole

Conditions
ConditionsYield
Stage #1: N-(4-bromophenyl)carbazole With n-butyllithium In tetrahydrofuran; acetone at -78℃; for 3h; Inert atmosphere;
Stage #2: Allylchlorodimethylsilane In tetrahydrofuran at 20℃;
93%
6-methoxyquinolin-8-amine
90-52-8

6-methoxyquinolin-8-amine

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

N,N-bis(4-(9H-carbazol-9-yl)phenyl)-6-(methoxy)quinolin‐8‐amine

N,N-bis(4-(9H-carbazol-9-yl)phenyl)-6-(methoxy)quinolin‐8‐amine

Conditions
ConditionsYield
With nickel(II) fluoride; potassium carbonate In tetrahydrofuran at 100℃; for 24h; Inert atmosphere;93%
With nickel dichloride; sodium t-butanolate In water; N,N-dimethyl-formamide at 150℃; for 16h; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere; Glovebox; Sealed tube; Schlenk technique;83%
5-phenylquinoline-8-amine
104711-51-5

5-phenylquinoline-8-amine

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

N,N-bis(4-(9H-carbazol-9-yl)phenyl)-5-(phenyl)quinolin‐8‐amine

N,N-bis(4-(9H-carbazol-9-yl)phenyl)-5-(phenyl)quinolin‐8‐amine

Conditions
ConditionsYield
With nickel dichloride; sodium t-butanolate In water; N,N-dimethyl-formamide at 150℃; for 16h; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere; Glovebox; Sealed tube; Schlenk technique;93%
With nickel(II) fluoride; potassium carbonate In tetrahydrofuran at 100℃; for 24h; Inert atmosphere;91%
2,3-dimethyl-2,3-butane diol
76-09-5

2,3-dimethyl-2,3-butane diol

Triisopropyl borate
5419-55-6

Triisopropyl borate

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

9-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole
785051-54-9

9-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole

Conditions
ConditionsYield
Stage #1: N-(4-bromophenyl)carbazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Schlenk technique; Inert atmosphere;
Stage #2: Triisopropyl borate In tetrahydrofuran; hexane at -78℃; for 0.166667h; Schlenk technique; Inert atmosphere;
Stage #3: 2,3-dimethyl-2,3-butane diol In tetrahydrofuran; hexane at 20℃; for 69h; Schlenk technique; Inert atmosphere;
93%
Stage #1: N-(4-bromophenyl)carbazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere; Schlenk technique; Sealed tube;
Stage #2: Triisopropyl borate In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere; Schlenk technique; Sealed tube;
Stage #3: 2,3-dimethyl-2,3-butane diol In tetrahydrofuran at 20℃; for 69h; Inert atmosphere; Schlenk technique;
67%
N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

C22H17N3
1432666-69-7

C22H17N3

N,N-bis[3-(pyridin-2-yl)phenyl]4-(9H-carbazole-9-yl)aniline

N,N-bis[3-(pyridin-2-yl)phenyl]4-(9H-carbazole-9-yl)aniline

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene for 24h; Buchwald-Hartwig Coupling; Inert atmosphere; Reflux;92%
9,9″-diphenyl-9H,9′H,9″H-3,3':6′,3″-tercarbazole
1060735-19-4

9,9″-diphenyl-9H,9′H,9″H-3,3':6′,3″-tercarbazole

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

C66H42N4

C66H42N4

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate In 5,5-dimethyl-1,3-cyclohexadiene for 10h; Inert atmosphere; Reflux;92%
N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

p-toluidine
106-49-0

p-toluidine

9-[4-(4-methylphenylamino)phenyl]-9H-carbazole
908139-14-0

9-[4-(4-methylphenylamino)phenyl]-9H-carbazole

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; XPhos In toluene at 108℃; for 2h; Inert atmosphere;92%
N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

5-(naphthalen-1-yl)quinolin-8-amine

5-(naphthalen-1-yl)quinolin-8-amine

N,N-bis(4-(9H-carbazol-9-yl)phenyl)-5-(naphthalen-1-yl)quinolin-8-amine

N,N-bis(4-(9H-carbazol-9-yl)phenyl)-5-(naphthalen-1-yl)quinolin-8-amine

Conditions
ConditionsYield
With nickel dichloride; sodium t-butanolate In water; N,N-dimethyl-formamide at 150℃; for 16h; Inert atmosphere; Glovebox; Sealed tube; Schlenk technique;92%
N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

3-chlorophenylboronic acid
63503-60-6

3-chlorophenylboronic acid

C24H16ClN

C24H16ClN

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 80℃; for 12h; Inert atmosphere;92%
N-phenyl-N-[4-(9-phenylcarbazole-3-yl)phenyl]amine
1072194-21-8

N-phenyl-N-[4-(9-phenylcarbazole-3-yl)phenyl]amine

N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

4-(9H-carbazol-9-yl)-4'-(9-phenyl-9H-carbazol-3-yl)triphenylamine
1246637-79-5

4-(9H-carbazol-9-yl)-4'-(9-phenyl-9H-carbazol-3-yl)triphenylamine

Conditions
ConditionsYield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In hexane; toluene at 80℃; for 5h; Inert atmosphere;91%
N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

2-phenylaniline
90-41-5

2-phenylaniline

N-(4-(9H-carbazol-9-yl)phenyl)-[1,1'-biphenyl]-2-amine

N-(4-(9H-carbazol-9-yl)phenyl)-[1,1'-biphenyl]-2-amine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene for 6h; Inert atmosphere; Reflux;91%
N-(4-bromophenyl)carbazole
57102-42-8

N-(4-bromophenyl)carbazole

4-fluorobenzoyl chloride
403-43-0

4-fluorobenzoyl chloride

(9-(4-bromophenyl)-9H-carbazol-3-yl)(4-fluorophenyl)methanone

(9-(4-bromophenyl)-9H-carbazol-3-yl)(4-fluorophenyl)methanone

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at 0 - 20℃; for 12h; Friedel-Crafts Acylation;91%

9-(4-Bromophenyl)carbazole Specification

The 9-(4-Bromophenyl)carbazole, with the CAS registry number 57102-42-8, is also known as N-(4-bromophenyl)carbazole. This chemical's molecular formula is C18H12BrN and formula weight is 322.20. What's more, both its IUPAC name and systematic name are the same which is called 9-(4-Bromophenyl)carbazole.

Physical properties about this chemical are: (1)ACD/LogP: 6.97; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 6.97; (4)ACD/LogD (pH 7.4): 6.97; (5)ACD/BCF (pH 5.5): 116447.37; (6)ACD/BCF (pH 7.4): 116447.37; (7)ACD/KOC (pH 5.5): 147202.06; (8)ACD/KOC (pH 7.4): 147202.06; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.672; (13)Molar Refractivity: 86.81 cm3; (14)Molar Volume: 231.6 cm3; (15)Surface Tension: 47.3 dyne/cm; (16)Density: 1.39 g/cm3; (17)Flash Point: 227.6 °C; (18)Enthalpy of Vaporization: 71.19 kJ/mol; (19)Boiling Point: 452.7 °C at 760 mmHg; (20)Vapour Pressure: 2.2E-08 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC=C2C(=C1)C3=CC=CC=C3N2C4=CC=C(C=C4)Br
(2)InChI: InChI=1S/C18H12BrN/c19-13-9-11-14(12-10-13)20-17-7-3-1-5-15(17)16-6-2-4-8-18(16)20/h1-12H
(3)InChIKey: XSDKKRKTDZMKCH-UHFFFAOYSA-N

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