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| | 5,6-difluorobenzo[c][1,2,5]thiadiazole Basic information |
| Product Name: | 5,6-difluorobenzo[c][1,2,5]thiadiazole | | Synonyms: | 5,6-difluorobenzo[c][1,2,5]thiadiazole;5,6-Difluoro-2,1,3-benzothiadiazole;5,6-Difluoro-benzo[1,2,5]thiadiazole;2,1,3-Benzothiadiazole, 5,6-difluoro-;BT2F;EA405;5,6-difluorobenzothiadiazole | | CAS: | 1293389-28-2 | | MF: | C6H2F2N2S | | MW: | 172.16 | | EINECS: | | | Product Categories: | | | Mol File: | 1293389-28-2.mol | ![5,6-difluorobenzo[c][1,2,5]thiadiazole Structure](CAS/20150408/GIF/1293389-28-2.gif) |
| | 5,6-difluorobenzo[c][1,2,5]thiadiazole Chemical Properties |
| Melting point | 66.0 to 70.0 °C | | Boiling point | 218.2±20.0 °C(Predicted) | | density | 1.595±0.06 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | form | powder to crystal | | pka | -1.44±0.50(Predicted) | | color | White to Light yellow |
| | 5,6-difluorobenzo[c][1,2,5]thiadiazole Usage And Synthesis |
| Uses | 5,6-Difluorobenzo[c][1,2,5]thiadiazole has potential applications in the field of organic electronics and can be used as an organic semiconductor material for the preparation of organic thin film transistors, light-emitting diodes and other devices. | | Synthesis | General procedure for the synthesis of 5,6-difluorobenzo[c][1,2,5]thiadiazole from 4,5-difluorophthalimide: To a 500 mL two-necked round-bottomed flask were added 4,5-difluorobenzene-1,2-diamine (10.0 g, 0.070 mol, Matrix Scientific), anhydrous CHCl3 (250 mL) and anhydrous triethylamine ( 40 mL, 0.28 mol). The reaction mixture was stirred until the diamine was completely dissolved. Thionyl chloride (SOCl2, 10.5 mL, 0.145 mol) was added slowly and dropwise through the addition funnel, followed by heating and refluxing the reaction mixture for 5 hours. Upon completion of the reaction, the mixture was cooled to room temperature and poured into 500 mL of distilled water. Extraction was carried out with CH2Cl2 (100 mL x 3), the organic layers were combined and dried with anhydrous MgSO4. The solvent was removed under reduced pressure and the crude product obtained was purified by column chromatography using hexane/ethyl acetate (1:4) as eluent. After removal of the solvent, a brownish white crystalline solid product was obtained. Yield: 10.65 g (90% yield).1H NMR (600 MHz, CDCl3): δ 7.73 (t, 2H, JF.H = 12.0 Hz, 12.0 Hz). | | References | [1] Patent: WO2013/123047, 2013, A1. Location in patent: Paragraph 0314
[2] Angewandte Chemie - International Edition, 2011, vol. 50, # 13, p. 2995 - 2998
[3] Journal of the American Chemical Society, 2013, vol. 135, # 45, p. 17060 - 17068
[4] Journal of Materials Chemistry A, 2013, vol. 1, # 48, p. 15535 - 15543
[5] Journal of Materials Chemistry C, 2014, vol. 2, # 26, p. 5116 - 5123 |
| | 5,6-difluorobenzo[c][1,2,5]thiadiazole Preparation Products And Raw materials |
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