3,3'-Dibromo-2,2'-bithiophene Chemical Properties

Melting point:

103°C

Boiling point:

318.6±37.0 °C(Predicted)

Density 

1.951±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Toluene

form 

powder

color 

White to Yellow to Orange

Safety Information

Hazard Codes 

T

Risk Statements 

25-41

Safety Statements 

26-39

RIDADR 

2811

WGK Germany 

3

HazardClass 

IRRITANT

PackingGroup 

Ⅲ

HS Code 

29339900

3,3'-Dibromo-2,2'-bithiophene Usage And Synthesis

Chemical Properties

Colorless solid

Uses

3,3’-Dibromo-2,2’-dithiophene is used in the preparation of benzothiadiazole copolymers which direct charge transport in thin-film transistors. Used in the synthesis of solar cells which are dithienopyrrole / anthracene based.

Uses

suzuki reaction

Uses

3,3'-Dibromo-2,2'-dithiophene is used in the preparation of benzothiadiazole copolymers which direct charge transport in thin-film transistors. Used in the synthesis of solar cells which are dithienop yrrole / anthracene based.

Application

3,3'-Dibromo-2,2'-bithiophene can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development processes and pharmaceutical and chemical production processes.

Synthesis

The freshly prepared LDA solution (prepared by the addition ofn-BuLi (2.5 M in hexanes, 100 mmol, 40 mL) and diisopropylamine(11.1 g, 110 mmol) in 50 mL of anhydrous THF (78 C to roomtemperature)) was added drop wise to a solution of 3-bromothiophene (16.30 g, 100 mmol) in anhydrous THF (100 mL)at 78 C under nitrogen atmosphere. The reaction mixture wasstirred for 1 h at 78 C and CuCl2 (14.11 g, 105 mmol)was added inone portion. The reaction mixture was allowed towarm up to roomtemperature and treated with aqueous HCl. The organic phaseseparated was collected and the aqueous phase was extracted withdiethyl ether several times. The combined organic phase was driedover anhydrous Na2SO4 and the solution was filtered, concentratedand the residue was purified by silica gel column chromatography(hexane eluent) to afford a the required compound as white solid(yield 85%).1H NMR (500 MHz, CDCl3, d ppm): 7.08 (d, J 5.0 Hz, 2H), 7.40(d, J 5.0 Hz, 2H).

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