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2-BROMODIBENZOTHIOPHENE

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Products Intro: Product Name:2-bromodibenzo[b,d]thiophene
CAS:22439-61-8
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Products Intro: Product Name:2-Bromodibenzothiophene
CAS:22439-61-8
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CAS:22439-61-8
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CAS:22439-61-8
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Products Intro: Product Name:2-BROMODIBENZOTHIOPHENE
CAS:22439-61-8
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2-BROMODIBENZOTHIOPHENE manufacturers

  • 2-Bromodibenzothiophene
  • 2-Bromodibenzothiophene pictures
  • $0.00 / 25KG
  • 2026-01-23
  • CAS:22439-61-8
  • Min. Order: 1KG
  • Purity: ≥99%
  • Supply Ability: 100mt/year
2-BROMODIBENZOTHIOPHENE Basic information
Product Name:2-BROMODIBENZOTHIOPHENE
Synonyms:2-BROMODIBENZOTHIOPHENE;2-broModibenzo[b,d]thiophene;NSC 172586;2-BroModibenzothiophene/ 2-BroModibenzothiophene;Dibenzothiophene,2-bromo-;2-DCDT-A;2-Bromdibenzothiophene;2-Bromodibenzothiophene >
CAS:22439-61-8
MF:C12H7BrS
MW:263.15
EINECS:1308068-626-2
Product Categories:OLED
Mol File:22439-61-8.mol
2-BROMODIBENZOTHIOPHENE Structure
2-BROMODIBENZOTHIOPHENE Chemical Properties
Melting point 250-252℃
Boiling point 387℃
density 1.611
Fp 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.
InChIInChI=1S/C12H7BrS/c13-8-5-6-12-10(7-8)9-3-1-2-4-11(9)14-12/h1-7H
InChIKeyIJICRIUYZZESMW-UHFFFAOYSA-N
SMILESC12=CC=C(Br)C=C1C1=CC=CC=C1S2
Safety Information
Safety Statements 24/25
HS Code 29309090
MSDS Information
2-BROMODIBENZOTHIOPHENE Usage And Synthesis
Chemical PropertiesWhite solid
UsesUsed as intermediate for organic light-emitting diode(OLED) materials and pharmaceutical.
Uses2-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
Dibenzothiophene

132-65-0

2-BROMODIBENZOTHIOPHENE

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 materials2,8-Dibromodibenzothiophene-->Dibenzothiophene-->N-Bromosuccinimide-->1,2-Dichloroethane
Tag:2-BROMODIBENZOTHIOPHENE(22439-61-8) Related Product Information
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