ChemicalBook > CAS DataBase List > 3-Bromo-9H-carbazole

3-Bromo-9H-carbazole

Product Name
3-Bromo-9H-carbazole
CAS No.
1592-95-6
Chemical Name
3-Bromo-9H-carbazole
Synonyms
2-bromo-9H-carbazole;3-BROMOCARBAZOLE;9H-Carbazole, 3-bromo-;3-broMidecarbazole;Carbazole, 3-bromo-;3- broMinecarbazole;3-Bromo-9H-carbazoL;3-Bromocarbazole >3-BROMO-9H-CARBAZOLE;3-BroMocarbazole (3BC)
CBNumber
CB2444848
Molecular Formula
C12H8BrN
Formula Weight
246.1
MOL File
1592-95-6.mol
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3-Bromo-9H-carbazole Property

Melting point:
195 °C
Boiling point:
160℃/6mm
Density 
1.617±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
pka
16.43±0.30(Predicted)
form 
Solid
color 
White
Water Solubility 
Slightly soluble in water.
InChI
InChI=1S/C12H8BrN/c13-8-5-6-12-10(7-8)9-3-1-2-4-11(9)14-12/h1-7,14H
InChIKey
LTBWKAYPXIIVPC-UHFFFAOYSA-N
SMILES
N1C2=C(C=CC=C2)C2=C1C=CC(Br)=C2
EPA Substance Registry System
3-Bromocarbazole (1592-95-6)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-22
Safety Statements 
26-37/39-24/25
WGK Germany 
3
Hazard Note 
Irritant
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
777153
Product name
3-Bromocarbazole
Purity
97% (GC)
Packaging
1g
Price
$64.6
Updated
2023/06/20
TCI Chemical
Product number
B3458
Product name
3-Bromocarbazole
Purity
>97.0%(GC)
Packaging
5g
Price
$66
Updated
2024/03/01
TCI Chemical
Product number
B3458
Product name
3-Bromocarbazole
Purity
>97.0%(GC)
Packaging
25g
Price
$229
Updated
2024/03/01
Alfa Aesar
Product number
H64437
Product name
3-Bromocarbazole, 98%
Packaging
5g
Price
$105
Updated
2024/03/01
Alfa Aesar
Product number
H64437
Product name
3-Bromocarbazole, 98%
Packaging
1g
Price
$28.6
Updated
2023/06/20
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3-Bromo-9H-carbazole Chemical Properties,Usage,Production

Description

3-Bromo-9H-carbazole is an isomer to 2-Bromo-9H-carbazole, with the only difference being that 9H-carbazole is mono-brominated at 3-position. Blocked at 3-position, 3-Bromo-9H-carbazole derivatives reduce the chance of being oxidised to form excimers or oligomers. 3-bromo-9H-carbazole is a versatile building block that can be used to create a range of compounds, such as 9-Benzyl-3-bromo-9H-carbazole. 3-Bromo-9H-carbazole can be prepared by reacting 9H-carbzole with N-bromosuccinimide (NBS) In tetrahydrofuran at room temperature[1].

Chemical Properties

White to light yellow solid

Uses

3-Bromo-9H-carbazole is an aryl hydrocarbon receptor agonist. A standard for environmental testing and research. Substance for the bological potency study, characterization of mono to tetra-halogenated carbazoles.

Uses

3-Bromocarbazole is used as a intermediate for organic light-emitting diode(OLED) and pharmaceutical.

Preparation

3-Bromocarbazole synthesis: A solution of N-bromosuccinimide (1.1g, 5.98mmol) in dimethylformamide was added dropwise to a solution of carbazole (1, 1g, 5.96mmol) in dimethylformamide (15mL) at 0°C. The reaction mixture was then stirred at room temperature for 24h. The reaction was poured into distilled water to give a cream coloured precipitate. The precipitate was filtered off under vacuum and washed with distilled water (3 × 20mL). The precipitate was dissolved in ethyl acetate, dried with sodium sulfate and filtered. Upon concentration under reduced pressure the crude product was obtained as a brown solid. After crystallisation of the crude product with chloroform, the pure 3-Bromo-9H-carbazole(692 mg, 47%) was obtained as white crystals. Rf (ethyl acetate/hexane, 1:6 v/v): 0.43; melting point: 200–201°C.

References

[1] Peng-Mian Huang, Xiao-Chun Wang. “9-Benzyl-3-bromo-9H-carbazole.” Acta crystallographica. Section E, Structure reports online 65 Pt 8 (2009): o1763.

3-Bromo-9H-carbazole Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 3-Bromo-9H-carbazole manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
3-Bromo-9H-carbazole 1592-95-6
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
5tons
Release date
2024-11-18
Shaanxi Dideu Medichem Co. Ltd
Product
3-Bromo-9H-carbazole 1592-95-6
Price
US $0.00-0.00/KG
Min. Order
1g
Purity
99%
Supply Ability
2000tons
Release date
2019-12-31
Hebei Xinsheng New Material Technology Co., LTD.
Product
3-Bromo-9H-carbazole 1592-95-6
Price
US $35.00-25.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 Ton
Release date
2023-10-08

1592-95-6, 3-Bromo-9H-carbazoleRelated Search:


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  • 3-Bromocarbazole 97% (GC)
  • 3-BroMocarbazole (3BC)
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  • 9H-Carbazole, 3-bromo-
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