| Identification | Back Directory | [Name]
4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole | [CAS]
288071-87-4 | [Synonyms]
BT-2ThBr
Bromothiophene Benzothiadiazole
2,1,3-Benzothiadiazole, 4,7-bis(5-broMo-2-thie
4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole
4,7-Bis(5-broMo-2-thienyl)-2,1,3-benzothiadiazole
2,1,3-Benzothiadiazole,4,7-bis(5-broMo-2-thienyl)-
4,7-di-2′-(5′-broMo)-thienyl-2,1,3-benzothiadiazole
4,7-bis(5-bromothiophen-2-yl)-2,1,3-benzothiadiazole
4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole >
4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole >=99.0% (HPLC)
2,1,3-Benzothiadiazole, 4,7-bis(5-broMo-2-thienyl)-
4,7-Bis(2-broMo-5-thienyl)-2,1,3-benzothiadiazole | [Molecular Formula]
C14H6Br2N2S3 | [MDL Number]
MFCD16619295 | [MOL File]
288071-87-4.mol | [Molecular Weight]
458.21 |
| Chemical Properties | Back Directory | [Melting point ]
245.0 to 249.0 °C | [Boiling point ]
527.3±45.0 °C(Predicted) | [density ]
1.898 | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [form ]
solid | [pka]
-1.63±0.50(Predicted) | [color ]
Orange to Brown to Dark purple | [InChI]
InChI=1S/C14H6Br2N2S3/c15-11-5-3-9(19-11)7-1-2-8(10-4-6-12(16)20-10)14-13(7)17-21-18-14/h1-6H | [InChIKey]
ZIIMIGRZSUYQGW-UHFFFAOYSA-N | [SMILES]
N1=C2C(C3SC(Br)=CC=3)=CC=C(C3SC(Br)=CC=3)C2=NS1 | [Odor]
Red needles / powder |
| Hazard Information | Back Directory | [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. | [Uses]
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 |
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