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1592-95-6

Basic Information
CAS No.: 1592-95-6
Name: 3-Bromo-9H-carbazole
Article Data: 115
Molecular Structure:
Molecular Structure of 1592-95-6 (3-Bromo-9H-carbazole)
Formula: C12H8BrN
Molecular Weight: 246.106
Synonyms: Carbazole,3-bromo- (6CI,7CI,8CI);3-Bromocarbazole;NSC 74389;
EINECS: 679-545-7
Density: 1.617 g/cm3
Melting Point: 195 °C
Boiling Point: 409.2 °C at 760 mmHg
Flash Point: 201.3 °C
Solubility: Slightly soluble in water.
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-37/39
PSA: 15.79000
LogP: 4.08360
Synthetic route
86-74-8

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%
21865-50-9

6-bromo-1,2,3,4-tetrahydro-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

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%
105971-15-1

5-bromo-2-nitro-biphenyl

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%
91330-91-5

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

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;
622-88-8

4-bromophenylhydrazine hydrochloride

108-94-1

cyclohexanone

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
177775-86-9

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

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
86-74-8

9H-carbazole

A

1592-95-6

3-bromo-9H-carbazole

B

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.
3623-23-2

4-bromonitrosobenzene

88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

1592-95-6

3-bromo-9H-carbazole

Conditions
ConditionsYield
With cesium fluoride In acetonitrile at 20℃;47%

4-bromophenyl 2-azidobenzoate

1592-95-6

3-bromo-9H-carbazole

Conditions
ConditionsYield
at 650℃; under 1 - 2 Torr;15%
at 400℃; under 0.1 Torr; Yield given;
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    Product Name: 3-Bromo-9H-carbazole CAS: 1592-95-6 MF: C12H8BrN MW: 246.1 EINECS: 679-545-7 Mol File: 1592-95-6.mol 3-Bromo-9H-carbazole Structure 3-Bromo-9H-carbazole Chemical Properties Melting point 195 °C Boiling point

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Chemistry

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

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

Specification

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