4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole
- CAS NO.:288071-87-4
- Empirical Formula: C14H6Br2N2S3
- Molecular Weight: 458.21
- MDL number: MFCD16619295
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-04-24 17:21:45
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
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) |
Corrosion Corrosives GHS05 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
New Products
Tert-butyl bis(2-chloroethyl)carbamate 4-Methylphenylacetic acid N-Boc-D-alaninol N-BOC-D/L-ALANINOL 3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin- 2(1H)-one Furan-2,5-Dicarboxylic Acid Tropic acid DIETHYL AMINOMALONATE HYDROCHLORIDE 1,1’-CARBONYLDIIMIDAZOLE R-2-BENZYLOXY PROPIONIC ACID 1,1’-CARBONYLDI (1,2-4 TRIAZOLE) N-METHYL INDAZOLE-3-CARBOXYLIC ACID (2-Hydroxyphenyl)acetonitrile 4-Bromopyrazole 5-BROMO-2CYANO PYRIDINE 5,6-Dimethoxyindanone 5-broMo-2-chloro-N-cyclopentylpyriMidin-4-aMine 2-(Cyanocyclohexyl)acetic acid 4-methoxy-3,5-dinitropyridine 2-aminopropyl benzoate hydrochloride 1-(4-(aminomethyl)benzyl)urea hydrochloride diethyl 2-(2-((tertbutoxycarbonyl)amino) ethyl)malonate tert-butyl 4- (ureidomethyl)benzylcarbamate Ethyl-2-chloro((4-methoxyphenyl)hydrazono)acetateRelated products of tetrahydrofuran
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