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HomeProduct name list4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole

4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole

4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole Structural

What is 4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole?

Description

4,7-bis(5-bromothiophen-2-yl)benzo[c][1,2,5]thiadiazole is a red?monomer used for the synthesis of polymer semiconductors i.e.?PCDTBT in the application of photovoltaic solar cell devices.

The Uses of 4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole

4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole 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

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M4 (0.07 g, 0.233 mmol) was dissolved in 3.3 mLdry CHCl3 followed by addition of NBS (0.87 g, 0.489 mmol) at 0 °C.The reaction was conducted in dark by covering the flask withaluminium foil. The product was extracted with CHCl3 and thesolvent was evaporated to obtain crude product which was purifiedby silica gel column chromatography using 5% ethyl acetate/hexaneas eluent to obtain M5 as bright orange solid (0.101 g, 95%). Meltingpoint = 258 °C.

References

[1] Mai H, et al. Synthesis and characterization of donor–acceptor semiconducting polymers containing 4-(4-((2-ethylhexyl)oxy)phenyl)-4H-dithieno[3,2-b:2′,3′-d]pyrrole for organic solar cells. New Journal of Chemistry, 2020; 44: 16900-16912

Properties of 4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole

Melting point: 245.0 to 249.0 °C
Boiling point: 527.3±45.0 °C(Predicted)
Density  1.898
storage temp.  under inert gas (nitrogen or Argon) at 2–8 °C
form  solid
pka -1.63±0.50(Predicted)
color  Orange to Brown to Dark purple

Safety information for 4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole

Signal word Danger
Pictogram(s)
ghs
Corrosion
Corrosives
GHS05
ghs
Skull and Crossbones
Acute Toxicity
GHS06
GHS Hazard Statements H301:Acute toxicity,oral
H318:Serious eye damage/eye irritation
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.

Computed Descriptors for 4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole

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