4-BROMODIBENZOTHIOPHENE Chemical Properties

Melting point:

85.0 to 89.0 °C

Boiling point:

386.6±15.0 °C(Predicted)

Density 

1.611

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

Appearance

White to off-white Solid

InChI

InChI=1S/C12H7BrS/c13-10-6-3-5-9-8-4-1-2-7-11(8)14-12(9)10/h1-7H

InChIKey

GJXAVNQWIVUQOD-UHFFFAOYSA-N

SMILES

C12=C(Br)C=CC=C1C1=CC=CC=C1S2

CAS DataBase Reference

97511-05-2

Safety Information

HS Code 

2934208090

4-BROMODIBENZOTHIOPHENE Usage And Synthesis

Uses

4-Bromodibenzothiophene is used as an intermediate in pharmaceuticals, organic products, and materials.

Chemical Properties

Light yellow powder

Synthesis

The general procedure for the synthesis of 4-bromodibenzothiophene from dibenzothiophene: Dibenzothiophene was dissolved in tetrahydrofuran (THF) at -40°C, and 2.5 M n-butyllithium (n-BuLi) solution was slowly added and reacted for 1 hour. Subsequently, the temperature of the reaction mixture was raised to 0 °C and 1,2-dibromoethane was slowly added dropwise at -78 °C. After completion of the dropwise addition, the reaction mixture was gradually warmed to room temperature and stirred for 12 hours. Upon completion of the reaction, the solvent was removed by reduced pressure distillation and the residue was separated by extraction with water and chloromethane (MC). The organic phase was collected, concentrated and recrystallized from chloromethane (MC) and hexane to give a white solid intermediate in 95% yield.

References

[1] Patent: KR101578475, 2015, B1. Location in patent: Paragraph 0090; 0091; 0092; 0093; 0095
[2] Organometallics, 2012, vol. 31, # 21, p. 7447 - 7452,6
[3] Patent: KR101497123, 2015, B1. Location in patent: Paragraph 0083; 0084; 0085; 0086; 0087
[4] Patent: EP2762478, 2014, A1. Location in patent: Paragraph 0187; 0188
[5] Journal of the American Chemical Society, 1954, vol. 76, p. 5783,5784

4-BROMODIBENZOTHIOPHENE(97511-05-2)Related Product Information

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• 4-BROMODIBENZOTHIOPHENE