Product Name

  • Name

    3-Bromo-9H-carbazole

  • EINECS 679-545-7
  • CAS No. 1592-95-6
  • Article Data115
  • CAS DataBase
  • Density 1.617 g/cm3
  • Solubility Slightly soluble in water.
  • Melting Point 195 °C
  • Formula C12H8BrN
  • Boiling Point 409.2 °C at 760 mmHg
  • Molecular Weight 246.106
  • Flash Point 201.3 °C
  • Transport Information
  • Appearance
  • Safety 26-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 1592-95-6 (3-Bromo-9H-carbazole)
  • Hazard Symbols IrritantXi
  • Synonyms Carbazole,3-bromo- (6CI,7CI,8CI);3-Bromocarbazole;NSC 74389;
  • PSA 15.79000
  • LogP 4.08360

Synthetic route

9H-carbazole
86-74-8

9H-carbazole

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

Conditions
ConditionsYield
With N-Bromosuccinimide In dichloromethane98%
With N-Bromosuccinimide In dichloromethane; N,N-dimethyl-formamide at 20℃;98%
With N-Bromosuccinimide In N,N-dimethyl acetamide at 5℃;97%
6-bromo-1,2,3,4-tetrahydro-9H-carbazole
21865-50-9

6-bromo-1,2,3,4-tetrahydro-9H-carbazole

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

Conditions
ConditionsYield
With copper(II) choride dihydrate In dimethyl sulfoxide at 100℃; for 7h;91%
With iodine In dimethyl sulfoxide at 100℃; for 10h;89%
With chloranil; xylene
C14H16BrN

C14H16BrN

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

Conditions
ConditionsYield
Stage #1: C14H16BrN With dichloro[1,3-bis(2-methylphenyl)-2-imidazolidinylidene](benzylidene) (tricyclohexylphosphine) ruthenium(II) In ethyl acetate at 70℃; under 760.051 Torr; for 2h; Sealed tube; Inert atmosphere;
Stage #2: With oxygen In ethyl acetate at 70℃; under 760.051 Torr; for 24h; Sealed tube;		90%
5-bromo-2-nitro-biphenyl
105971-15-1

5-bromo-2-nitro-biphenyl

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

Conditions
ConditionsYield
With triphenylphosphine In 1,2-dichloro-benzene Inert atmosphere; Reflux;79%
With triphenylphosphine In 1,2-dichloro-benzene Inert atmosphere; Reflux;79%
With triphenylphosphine In 1,2-dichloro-benzene Inert atmosphere; Reflux;79%
2-azido-5-bromo-1,1'-biphenyl
91330-91-5

2-azido-5-bromo-1,1'-biphenyl

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

Conditions
ConditionsYield
With silica gel In water; acetone at 25℃; for 48h; Irradiation;77%
With kerosine
With (thermal decomposition) In decalin at 148 - 163.6℃; Kinetics;
4-bromophenylhydrazine hydrochloride
622-88-8

4-bromophenylhydrazine hydrochloride

cyclohexanone
108-94-1

cyclohexanone

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

Conditions
ConditionsYield
With oxygen In 1-methyl-pyrrolidin-2-one at 140℃; under 760.051 Torr; for 24h;68%
Multi-step reaction with 2 steps
1: acetic acid / 8 h / Reflux
2: copper(II) choride dihydrate / dimethyl sulfoxide / 7 h / 100 °C
View Scheme
1-(3-bromo-9H-carbazol-9-yl)ethan-1-one
177775-86-9

1-(3-bromo-9H-carbazol-9-yl)ethan-1-one

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

Conditions
ConditionsYield
Stage #1: 1-(3-bromo-9H-carbazol-9-yl)ethan-1-one With Triethoxysilane; sodium triethylborohydride In tert-butyl methyl ether at 80℃; for 6h;
Stage #2: With hydrogenchloride In tert-butyl methyl ether; water at 20℃; for 1h; chemoselective reaction;		56%
With potassium hydroxide
Multi-step reaction with 2 steps
1: potassium hydroxide; triethyl borane / tetrahydrofuran / 24 h / 25 °C / Inert atmosphere; Schlenk technique; Sealed tube
2: sodium hydroxide; water / tetrahydrofuran / 1 h / 25 °C / Inert atmosphere; Schlenk technique; Sealed tube
View Scheme
9H-carbazole
86-74-8

9H-carbazole

A

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

B

3,6-dibromo-9H-carbazole
6825-20-3

3,6-dibromo-9H-carbazole

Conditions
ConditionsYield
With N-Bromosuccinimide In N,N-dimethyl-formamide at 0 - 20℃; for 24h;A 47%
B n/a
With N-Bromosuccinimide; silica gel In dichloromethane at 18℃; for 0.33h; Product distribution; one to four equivalents of NBS, other times; other N-heterocycles;
With tetra-N-butylammonium tribromide In chloroform for 0.5h; Product distribution; Ambient temperature; other reaction times, different substrate/reagent ratios;A 62 % Chromat.
B 17 % Chromat.
4-bromonitrosobenzene
3623-23-2

4-bromonitrosobenzene

2-(trimethylsilyl)phenyl trifluoromethanesulfonate
88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

Conditions
ConditionsYield
With cesium fluoride In acetonitrile at 20℃;47%
4-bromophenyl 2-azidobenzoate

4-bromophenyl 2-azidobenzoate

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

Conditions
ConditionsYield
at 650℃; under 1 - 2 Torr;15%
at 400℃; under 0.1 Torr; Yield given;
9-benzyl-9H-carbazole
19402-87-0

9-benzyl-9H-carbazole

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

Conditions
ConditionsYield
With tetrachloromethane; N-Bromosuccinimide unter Bestrahlung mit UV-Licht;
(3-bromo-9H-carbazol-9-yl)(phenyl)methanone
177775-87-0

(3-bromo-9H-carbazol-9-yl)(phenyl)methanone

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

Conditions
ConditionsYield
With potassium hydroxide
1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione
77-48-5

1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione

9H-carbazole
86-74-8

9H-carbazole

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

Conditions
ConditionsYield
With tetrachloromethane
carbon disulfide
75-15-0

carbon disulfide

9-nitroso-9H-carbazole
2788-23-0

9-nitroso-9H-carbazole

bromine
7726-95-6

bromine

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

...Expand
carbazolediazonium bromide-(3)

carbazolediazonium bromide-(3)

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

Conditions
ConditionsYield
With copper; 2,4-dimethylpentan-3-one
N-nitroso-carbazole

N-nitroso-carbazole

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

Conditions
ConditionsYield
With carbon disulfide; bromine
hydrogenchloride
7647-01-0

hydrogenchloride

9H-carbazole
86-74-8

9H-carbazole

acetic acid
64-19-7

acetic acid

KBr

KBr

potassium bromate

potassium bromate

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

...Expand
quinoline
91-22-5

quinoline

6-bromo-1,2,3,4-tetrahydro-9H-carbazole
21865-50-9

6-bromo-1,2,3,4-tetrahydro-9H-carbazole

sulfur

sulfur

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

...Expand
9H-carbazole
86-74-8

9H-carbazole

A

1-bromo-9H-carbazole
16807-11-7

1-bromo-9H-carbazole

B

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

Conditions
ConditionsYield
With carbon tetrabromide In ethanol at 24.84℃; for 30h; Product distribution; Quantum yield; Further Variations:; Reagents; Bromination; Irradiation;A 7.9 % Chromat.
B 37.7 % Chromat.
4-bromophenyl 2-aminobenzoate
90408-20-1

4-bromophenyl 2-aminobenzoate

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 78 percent
2: 15 percent / 650 °C / 1 - 2 Torr
View Scheme
9-acetylcarbazole
574-39-0

9-acetylcarbazole

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: carbon disulfide; bromine
2: alcoholic KOH-solution
View Scheme
2-azidobiphenyl
7599-23-7

2-azidobiphenyl

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: acetic acid; HBr
2: aqueous NaN3 / Diazotization
3: kerosine
View Scheme
2-amino-5-bromobiphenyl
5455-13-0

2-amino-5-bromobiphenyl

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aqueous NaN3 / Diazotization
2: kerosine
View Scheme
Multi-step reaction with 2 steps
1: acetic acid; sodium nitrite; sodium azide / water / 0 - 25 °C
2: silica gel / water; acetone / 48 h / 25 °C / Irradiation
View Scheme
2-phenylaniline
90-41-5

2-phenylaniline

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: aqueous NaN3 / Diazotization
2: acetic acid; HBr
3: aqueous NaN3 / Diazotization
4: kerosine
View Scheme
Multi-step reaction with 3 steps
1: N-Bromosuccinimide / N,N-dimethyl-formamide / 2 h / Cooling with ice
2: acetic acid; sodium nitrite; sodium azide / water / 0 - 25 °C
3: silica gel / water; acetone / 48 h / 25 °C / Irradiation
View Scheme
3-bromo-9-phenyl-9H-carbazole
1153-85-1

3-bromo-9-phenyl-9H-carbazole

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

Conditions
ConditionsYield
With potassium acetate; Pd(dppf)Cl2 In 1,4-dioxane; ethyl acetate
9H-carbazole
86-74-8

9H-carbazole

A

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

B

1-(3-bromo-9H-carbazol-9-yl)ethan-1-one
177775-86-9

1-(3-bromo-9H-carbazol-9-yl)ethan-1-one

Conditions
ConditionsYield
With N-Bromosuccinimide In N,N-dimethyl-formamide
cyclohexanone
108-94-1

cyclohexanone

(4-bromophenyl)hydrazine
589-21-9

(4-bromophenyl)hydrazine

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid / 8.5 h / Reflux
2: iodine / dimethyl sulfoxide / 10 h / 100 °C
View Scheme
phenylboronic acid
98-80-6

phenylboronic acid

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / tetrahydrofuran; water / 80 °C
2: triphenylphosphine / 1,2-dichloro-benzene / 200 °C
View Scheme
Multi-step reaction with 2 steps
1: tetrakis(triphenylphosphine) palladium(0); sodium hydroxide / tetrahydrofuran; water / 80 °C
2: triphenylphosphine / 1,2-dichloro-benzene / 200 °C
View Scheme
Multi-step reaction with 2 steps
1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / tetrahydrofuran; water / 24 h / 80 °C
2: triphenylphosphine / 1,2-dichloro-benzene / 200 °C
View Scheme
3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

acetic anhydride
108-24-7

acetic anhydride

1-(3-bromo-9H-carbazol-9-yl)ethan-1-one
177775-86-9

1-(3-bromo-9H-carbazol-9-yl)ethan-1-one

Conditions
ConditionsYield
With sulfuric acid Reflux;100%
With triethylamine In dichloromethane at 20℃; for 22h;100%
With boron trifluoride diethyl etherate Reflux;98%
3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

3-Bromo-9-chloro-9H-carbazole

3-Bromo-9-chloro-9H-carbazole

Conditions
ConditionsYield
With sodium hypochlorite In dichloromethane for 48h;100%
3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

1-bromo-octane
111-83-1

1-bromo-octane

3-bromo-9-octyl-9H-carbazole
628337-00-8

3-bromo-9-octyl-9H-carbazole

Conditions
ConditionsYield
With tetrabutylammomium bromide; sodium hydroxide In toluene at 120℃;100%
With sodium hydroxide In water; dimethyl sulfoxide at 20℃;90%
Stage #1: 3-bromo-9H-carbazole With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: 1-bromo-octane In N,N-dimethyl-formamide at 20℃; for 3h;		90%
3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

tert-butyl 3-bromo-9H-carbazole-9-carboxylate
1257248-29-5

tert-butyl 3-bromo-9H-carbazole-9-carboxylate

Conditions
ConditionsYield
With dmap In tetrahydrofuran at 20℃; for 12h; Inert atmosphere;100%
With dmap In tetrahydrofuran at 20℃; for 3h;93%
With dmap In tetrahydrofuran at 35℃;85%
With dmap In tetrahydrofuran Reflux;69%
With dmap In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;28.9 g
dibenzoazepine
256-96-2

dibenzoazepine

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

N-[3-(9H-carbazolyl)]iminostilbene

N-[3-(9H-carbazolyl)]iminostilbene

Conditions
ConditionsYield
With C30H43O2P*C13H12N(1-)*CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 80℃; for 16h; Inert atmosphere;100%
3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

3-bromo-9-(tertbutyldimethylsilyl)-9H-carbazole

3-bromo-9-(tertbutyldimethylsilyl)-9H-carbazole

Conditions
ConditionsYield
Stage #1: 3-bromo-9H-carbazole With sodium hydride In tetrahydrofuran at 20℃; for 0.5h;
Stage #2: tert-butyldimethylsilyl chloride In tetrahydrofuran		99%
Stage #1: 3-bromo-9H-carbazole With sodium hydride In tetrahydrofuran at 20℃; for 0.5h;
Stage #2: tert-butyldimethylsilyl chloride		99%
Stage #1: 3-bromo-9H-carbazole With sodium hydride In tetrahydrofuran at 0 - 20℃; for 2h; Inert atmosphere;
Stage #2: tert-butyldimethylsilyl chloride In tetrahydrofuran Inert atmosphere;		83%
3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole
855738-89-5

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

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In 1,4-dioxane at 80℃; for 24h; Time; Inert atmosphere;99%
With C54H44NO2PPdS; potassium acetate In 2-methyltetrahydrofuran at 90℃; for 24h; Miyaura Borylation Reaction; Inert atmosphere; Sealed tube;97%
With potassium acetate In 1,4-dioxane at 90℃; for 8h; Inert atmosphere;88%
3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

diphenylamine
122-39-4

diphenylamine

N,N-diphenyl-9H-carbazole-3-amine

N,N-diphenyl-9H-carbazole-3-amine

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; lithium hydride; tri tert-butylphosphoniumtetrafluoroborate In tetrahydrofuran at 65℃; for 14h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;99%
Stage #1: 3-bromo-9H-carbazole With dmap; di-tert-butyl dicarbonate In tetrahydrofuran
Stage #2: diphenylamine With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine In toluene
Stage #3: With trifluoroacetic acid
Stage #1: 3-bromo-9H-carbazole With dmap; di-tert-butyl dicarbonate In tetrahydrofuran
Stage #2: diphenylamine With tris-(dibenzylideneacetone)dipalladium(0); tributylphosphine In tetrahydrofuran; toluene
Stage #3: With trifluoroacetic acid In tetrahydrofuran; toluene
With tetrakis(triphenylphosphine) palladium(0); sodium t-butanolate In toluene at 105℃; for 24h; Inert atmosphere;
3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

di-p-tolylamine
620-93-9

di-p-tolylamine

3-[bis(4-methylphenylyl)amino]carbazole

3-[bis(4-methylphenylyl)amino]carbazole

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; lithium hexamethyldisilazane; tri tert-butylphosphoniumtetrafluoroborate In tetrahydrofuran at 65℃; for 16h; Inert atmosphere;99%
Stage #1: 3-bromo-9H-carbazole; di-p-tolylamine With ethylmagnesium bromide In diethyl ether at 25℃; for 0.166667h;
Stage #2: With iron(II) chloride tetrahydrate In toluene at 120℃; for 6h;		78%
3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

bis(biphenyl-4-yl)amine
102113-98-4

bis(biphenyl-4-yl)amine

3-[di(4-biphenylyl)amino]carbazole

3-[di(4-biphenylyl)amino]carbazole

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; lithium hexamethyldisilazane; tri tert-butylphosphoniumtetrafluoroborate In tetrahydrofuran at 65℃; for 10h; Inert atmosphere;99%
3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

bis(4-methoxyphenyl)amine
101-70-2

bis(4-methoxyphenyl)amine

3-[bis(4-methoxyphenyl)amino]carbazole

3-[bis(4-methoxyphenyl)amino]carbazole

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; lithium hexamethyldisilazane; tri tert-butylphosphoniumtetrafluoroborate In tetrahydrofuran at 65℃; for 16h; Inert atmosphere;99%
3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

1-bromo-hexane
111-25-1

1-bromo-hexane

3-bromo-9-hexyl-9H-carbazole
156972-74-6

3-bromo-9-hexyl-9H-carbazole

Conditions
ConditionsYield
With potassium hydroxide In tetrahydrofuran at 70℃; for 2h;98.6%
Stage #1: 3-bromo-9H-carbazole With potassium hydroxide In N,N-dimethyl-formamide at 20℃; for 1h; Large scale;
Stage #2: 1-bromo-hexane In N,N-dimethyl-formamide at 1 - 20℃; for 12.8h; Large scale;		96.9%
Stage #1: 3-bromo-9H-carbazole With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere;
Stage #2: 1-bromo-hexane In N,N-dimethyl-formamide for 10h; Inert atmosphere;		90%
3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

methyl iodide
74-88-4

methyl iodide

3-bromo-9-methyl-9H-carbazole (2b)
91828-08-9

3-bromo-9-methyl-9H-carbazole (2b)

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 60℃; for 6h;98%
Stage #1: 3-bromo-9H-carbazole With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 2h; Inert atmosphere;
Stage #2: methyl iodide In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;		97%
Stage #1: 3-bromo-9H-carbazole With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: methyl iodide In N,N-dimethyl-formamide for 19h; Heating; Further stages.;		68.6%
3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

2-chloro-4,6-diphenyl-1,3,5-triazine
3842-55-5

2-chloro-4,6-diphenyl-1,3,5-triazine

3-bromo-9-(4,6-diphenyl-[1,3,5]triazin-2-yl)-9H-carbazole
1266389-17-6

3-bromo-9-(4,6-diphenyl-[1,3,5]triazin-2-yl)-9H-carbazole

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;98%
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 8h; Inert atmosphere;93.2%
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 16h; Inert atmosphere;90%
3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

benzyl bromide
100-39-0

benzyl bromide

3-bromo-9-benzyl-9H-carbazole

3-bromo-9-benzyl-9H-carbazole

Conditions
ConditionsYield
Stage #1: 3-bromo-9H-carbazole With sodium hydride In N,N-dimethyl-formamide at 5℃; for 0.5h;
Stage #2: benzyl bromide In N,N-dimethyl-formamide at 20℃; for 1h;		98%
With sodium hydroxide In N,N-dimethyl-formamide at 20℃; for 19h; Inert atmosphere;96%
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 16h;82%
Stage #1: 3-bromo-9H-carbazole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h;
Stage #2: benzyl bromide In N,N-dimethyl-formamide; mineral oil at 20℃; for 1.5h;
3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

3-(9H-carbazol-9-yl)phenylboronic acid
864377-33-3

3-(9H-carbazol-9-yl)phenylboronic acid

3-(3-(9H-carbazol-9-yl)phenyl)-9H-carbazole
1151988-85-0

3-(3-(9H-carbazol-9-yl)phenyl)-9H-carbazole

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,2-dimethoxyethane; water for 6h; Suzuki Coupling; Inert atmosphere; Reflux;98%
1-(4-methylbenzensulfonyl)-4-phenyl-1H-1,2,3-triazole
884866-01-7

1-(4-methylbenzensulfonyl)-4-phenyl-1H-1,2,3-triazole

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

(Z)-N-(2-(3-bromo-9H-carbazol-9-yl)-2-phenylvinyl)-4-methylbenzenesulfonamide

(Z)-N-(2-(3-bromo-9H-carbazol-9-yl)-2-phenylvinyl)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
With rhodium (II) octanoate dimer In 1,2-dichloro-ethane at 80℃; for 12h; Inert atmosphere; stereoselective reaction;98%
3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

perfluorotoluene
434-64-0

perfluorotoluene

3-bromo-9-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)-9H-carbazole

3-bromo-9-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)-9H-carbazole

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide; paraffin oil at 20℃; for 1h; Inert atmosphere;98%
3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

2-chloro-4,6-diphenylpyrimidine
2915-16-4

2-chloro-4,6-diphenylpyrimidine

3-bromo-9-(4,6-diphenylpyrimidin-2-yl)-9H-carbazole
1266389-15-4

3-bromo-9-(4,6-diphenylpyrimidin-2-yl)-9H-carbazole

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 8h; Inert atmosphere;97.6%
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;96%
With calcium carbonate In N,N-dimethyl-formamide at 20℃; for 24h;83%
With calcium carbonate In N,N-dimethyl-formamide at 20℃; for 24h;83%
With caesium carbonate In N,N-dimethyl acetamide at 70℃; for 16.5h;68%
3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

4-dibenzothiophene boronic acid
108847-20-7

4-dibenzothiophene boronic acid

3-(dibenzo[b,d]thiophen-4-yl)-9H-carbazole
1346669-45-1

3-(dibenzo[b,d]thiophen-4-yl)-9H-carbazole

Conditions
ConditionsYield
With 2-di-t-butylphosphino-3,4,5,6-tetramethyl-2',4',6'-tri-1-propylbiphenyl; palladium diacetate; potassium carbonate In tetrahydrofuran at 70℃; for 4h; Suzuki Coupling; Inert atmosphere;97.2%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In toluene for 12h; Inert atmosphere; Reflux;90%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water for 12h; Reflux; Inert atmosphere;89%
N-phenyl-9H-carbazol-3-boronic acid
854952-58-2

N-phenyl-9H-carbazol-3-boronic acid

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

9-phenyl-3,3'-bicarbazole
1060735-14-9

9-phenyl-3,3'-bicarbazole

Conditions
ConditionsYield
Stage #1: N-phenyl-9H-carbazol-3-boronic acid; 3-bromo-9H-carbazole With potassium carbonate In ethanol; water; toluene for 0.5h; Inert atmosphere;
Stage #2: With tris-(dibenzylideneacetone)dipalladium(0); triphenylphosphine In ethanol; water; toluene for 2h; Reflux;		97%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene for 12h; Inert atmosphere; Reflux;90%
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,4-dioxane; water for 4h; Inert atmosphere; Reflux;86%
3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

propyl bromide
106-94-5

propyl bromide

3-bromo-9-propyl-9H-carbazole

3-bromo-9-propyl-9H-carbazole

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide; acetonitrile at 20℃; for 16h;97%
Stage #1: 3-bromo-9H-carbazole With potassium hydroxide In 1-methyl-pyrrolidin-2-one at 80℃; for 4h;
Stage #2: propyl bromide In 1-methyl-pyrrolidin-2-one at 80℃; Further stages;
3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

4-bromomethyltrifluoromethylbenzene
402-49-3

4-bromomethyltrifluoromethylbenzene

3-bromo-9-(4(trifluoromethyl)benzyl)carbazole

3-bromo-9-(4(trifluoromethyl)benzyl)carbazole

Conditions
ConditionsYield
With sodium hydroxide In N,N-dimethyl-formamide at 20℃; for 15h; Inert atmosphere;97%
2-ethylhexyl bromide
18908-66-2

2-ethylhexyl bromide

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

3-bromo-9-(2-ethylhexyl)-9H-carbazole
628336-85-6

3-bromo-9-(2-ethylhexyl)-9H-carbazole

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 18.5h; Inert atmosphere;96%
Stage #1: 3-bromo-9H-carbazole With sodium hydride In N,N-dimethyl-formamide; mineral oil for 0.5h;
Stage #2: 3-bromomethylheptane In N,N-dimethyl-formamide; mineral oil at 20℃; for 24h;		95%
With tetra-(n-butyl)ammonium iodide; sodium hydroxide In water at 70℃; for 8h; Inert atmosphere;92%
3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

9‐{[1,1'‐biphenyl]‐4‐yl}carbazol‐3‐ylboronic acid
1028648-22-7

9‐{[1,1'‐biphenyl]‐4‐yl}carbazol‐3‐ylboronic acid

9-(4-biphenylyl)-3,3'-bicarbazole
1346669-48-4

9-(4-biphenylyl)-3,3'-bicarbazole

Conditions
ConditionsYield
Stage #1: 3-bromo-9H-carbazole; 9‐{[1,1'‐biphenyl]‐4‐yl}carbazol‐3‐ylboronic acid With potassium carbonate In ethanol; water; toluene for 0.5h; Inert atmosphere;
Stage #2: With tris-(dibenzylideneacetone)dipalladium(0); triphenylphosphine In ethanol; water; toluene for 2h; Reflux;		96%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water; toluene for 12h; Inert atmosphere; Reflux;64%
3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

trifluoro(4-methylbenzyl)-λ4-borane potassium salt

trifluoro(4-methylbenzyl)-λ4-borane potassium salt

C20H17N

C20H17N

Conditions
ConditionsYield
With 2,6-dimethylpyridine; [2,2]bipyridinyl; [nickel(II)dichloride(dimethoxyethane)]; (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile In N,N-dimethyl-formamide at 20℃; for 18h; Irradiation;96%
3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

alpha-bromo-3,4-difluorotoluene
85118-01-0

alpha-bromo-3,4-difluorotoluene

3-bromo-9-(3,4-difluorobenzyl)carbazole

3-bromo-9-(3,4-difluorobenzyl)carbazole

Conditions
ConditionsYield
With sodium hydroxide In N,N-dimethyl-formamide at 20℃; for 20h; Inert atmosphere;96%
3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

9H-carbazole
86-74-8

9H-carbazole

Conditions
ConditionsYield
With hydrogen; triethylamine In ethanol; water at 140℃; under 37503.8 Torr; for 110h; Autoclave;96%
With potassium carbonate; isopropyl alcohol for 48h; Schlenk technique; Inert atmosphere; Irradiation; Heating;84%
With triethylamine In acetonitrile at 20℃; for 15h; Irradiation; Inert atmosphere;77%
3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

phenylhydrazine
100-63-0

phenylhydrazine

3-bromo-9-phenyl-9H-carbazole
1153-85-1

3-bromo-9-phenyl-9H-carbazole

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; nickel dichloride In acetonitrile at 60℃; for 12h;96%

3-Bromo-9H-carbazole Chemical Properties

Molecular structure of 3-Bromo-9H-carbazole (CAS NO.1592-95-6) is:

Product Name: 3-Bromo-9H-carbazole
CAS Registry Number: 1592-95-6
IUPAC Name: 3-bromo-9H-carbazole
Molecular Weight: 246.10262 [g/mol]
Molecular Formula: C12H8BrN
XLogP3: 4.4
H-Bond Donor: 1
Melting Point: 195 °C
Surface Tension: 60.8 dyne/cm
Density: 1.617 g/cm3
Flash Point: 201.3 °C
Enthalpy of Vaporization: 63.57 kJ/mol
Boiling Point: 409.2 °C at 760 mmHg
Vapour Pressure: 1.56E-06 mmHg at 25°C
Product Categories: Fused Ring Systems;Halides

3-Bromo-9H-carbazole Safety Profile

Safty information about 3-Bromo-9H-carbazole (CAS NO.1592-95-6) is:
Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection.
Hazard Note: Irritant

3-Bromo-9H-carbazole Specification

 3-Bromo-9H-carbazole , its cas register number is 1592-95-6. It also can be called 9H-Carbazole, 3-bromo- .

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