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2-BROMODIBENZOTHIOPHENE

Product Name
2-BROMODIBENZOTHIOPHENE
CAS No.
22439-61-8
Chemical Name
2-BROMODIBENZOTHIOPHENE
Synonyms
2-broModibenzo[b,d]thiophene;DBT-Brc;2-DCDT-A;NSC 172586;2-Bromdibenzothiophene;2-BROMODIBENZOTHIOPHENE;Dibenzothiophene,2-bromo-;2-Bromodibenzothiophene >2-Bromodibenzothiophene in isooctane;2-BROMODIBENZOTHIOPHENE ISO 9001:2015 REACH
CBNumber
CB6182423
Molecular Formula
C12H7BrS
Formula Weight
263.15
MOL File
22439-61-8.mol
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2-BROMODIBENZOTHIOPHENE Property

Melting point:
250-252℃
Boiling point:
387℃
Density 
1.611
Flash point:
188℃
storage temp. 
Sealed in dry,Room Temperature
solubility 
DMSO (Sparingly), Ethyl Acetate (Slightly)
form 
Solid
color 
White to Off-White
Water Solubility 
Slightly soluble in water.
InChI
InChI=1S/C12H7BrS/c13-8-5-6-12-10(7-8)9-3-1-2-4-11(9)14-12/h1-7H
InChIKey
IJICRIUYZZESMW-UHFFFAOYSA-N
SMILES
C12=CC=C(Br)C=C1C1=CC=CC=C1S2
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Safety

Safety Statements 
24/25
HS Code 
29309090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P405Store locked up.

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N-Bromosuccinimide Price

TCI Chemical
Product number
B3525
Product name
2-Bromodibenzothiophene
Purity
>95.0%(GC)
Packaging
5g
Price
$93
Updated
2025/07/31
TCI Chemical
Product number
B3525
Product name
2-Bromodibenzothiophene
Purity
>95.0%(GC)
Packaging
25g
Price
$273
Updated
2025/07/31
TRC
Product number
B683358
Product name
2-Bromodibenzo[b,d]thiophene
Packaging
10g
Price
$65
Updated
2021/12/16
AK Scientific
Product number
J95604
Product name
2-Bromodibenzo[b,d]thiophene
Packaging
1g
Price
$12
Updated
2021/12/16
AK Scientific
Product number
Z4444
Product name
2-Bromodibenzo[b,d]thiophene
Packaging
1g
Price
$16
Updated
2021/12/16
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2-BROMODIBENZOTHIOPHENE Chemical Properties,Usage,Production

Chemical Properties

White solid

Uses

Used as intermediate for organic light-emitting diode(OLED) materials and pharmaceutical.

Uses

2-BROMODIBENZOTHIOPHENE can be used as an intermediate to synthesize organic semiconductor molecules. It is mainly used to synthesize devices used in OLED, OFET and OPV. It can also be used as a raw material and pharmaceutical intermediate in drug discovery and industrial production synthesis. For example, new N-substituted dibenzothiophene derivatives are synthesized by conjugation with primary or secondary amines[1-2].

Synthesis

132-65-0

22439-61-8

9.2 g of dibenzothiophene was placed in a 500 mL three-necked round-bottomed flask and 150 mL of dichloroethane was added. The dibenzothiophene was dissolved under magnetic stirring and the temperature of the reaction system was adjusted to 10 °C. To the reaction system, 10.7 g of N-bromosuccinimide and 3 g of acidic clay (pH 3, measured as a 10% aqueous solution) were sequentially added for 6 hours. The amount of acidic clay was 32.6 wt% of the mass of dibenzothiophene. Upon completion of the reaction, 150 mL of 5% aqueous sodium bicarbonate was added to the reaction mixture, stirred for 1 h and left to stratify. The organic phase was washed twice with water, followed by spinning to remove all solvents to give the crude product as a solid.HPLC analysis (254 nm wavelength) showed 96.71 wt% of 2-bromodibenzothiophene in the crude product, 2.21 wt% of the by-product 2,7-dibromodibenzothiophene, and 0.01 wt% of unreacted dibenzothiophene. The crude product was dissolved in 300 mL of acetonitrile and heated to 82 °C to dissolve it completely. After slow cooling to 30 °C, the precipitated 2,7-dibromodibenzothiophene by-product was removed by filtration. The filtrate was vortexed to 310 mL and cooled to room temperature to precipitate a solid. The solid was collected by filtration to give 12.3 g of 2-bromodibenzothiophene in 93.18% yield and ≥99% purity.

References

[1] Alelaiwi S, et al. One-Pot Synthesis of Aminated Benzo-Fused Heterocycles and N-Substituted Dibenzothiophenes via Copper-Catalyzed Ullmann Type Reaction. ACS Omega, 2021; 6: 6009–6016.[2] Avila-Ortega A, et al. Living anionic polymerization of 2-vinyldibenzothiophene: Homopolymer and block copolymers with styrene. Journal of Polymer Science Part A: Polymer Chemistry, 2007; 45: 1993-2003.

2-BROMODIBENZOTHIOPHENE Preparation Products And Raw materials

Raw materials

Preparation Products

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2-BROMODIBENZOTHIOPHENE Suppliers

AbaChemScene
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View Lastest Price from 2-BROMODIBENZOTHIOPHENE manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
2-BROMODIBENZOTHIOPHENE 22439-61-8
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
10000KGS
Release date
2025-05-16
Zhejiang Free Trade Zone Violet Trade Co., Ltd.
Product
2-Bromodibenzothiophene 22439-61-8
Price
US $0.00/KG
Min. Order
10g
Purity
99.90%
Supply Ability
10TONS
Release date
2020-11-20
Hebei Zhuanglai Chemical Trading Co Ltd
Product
2-BROMODIBENZOTHIOPHENE 22439-61-8
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-12-18

22439-61-8, 2-BROMODIBENZOTHIOPHENERelated Search:


  • 2-BROMODIBENZOTHIOPHENE
  • 2-broModibenzo[b,d]thiophene
  • NSC 172586
  • 2-BroModibenzothiophene/ 2-BroModibenzothiophene
  • Dibenzothiophene,2-bromo-
  • 2-DCDT-A
  • 2-Bromdibenzothiophene
  • 2-Bromodibenzothiophene &gt
  • 2-BROMODIBENZOTHIOPHENE ISO 9001:2015 REACH
  • DBT-Brc
  • 2-Bromodibenzothiophene in isooctane
  • 22439-61-8
  • C12H7BrS
  • OLED