| Identification | More | [Name]
2,5-Dibromo-3-hexylthiophene | [CAS]
116971-11-0 | [Synonyms]
2,5-DIBROMO-3-HEXYLTHIOPHENE
3-Bromo-N-phenylcarbazole | [EINECS(EC#)]
639-833-5 | [Molecular Formula]
C10H14Br2S | [MDL Number]
MFCD00274313 | [Molecular Weight]
326.09 | [MOL File]
116971-11-0.mol |
| Hazard Information | Back Directory | [Chemical Properties]
Colorless to yellow liquid | [Uses]
Conducting polymer precursor. | [General Description]
2,5-Dibromo-3-hexylthiophene is a 2,5 coupled conductive polymer with conjugated polythiophene based system, which has a controllable band gap. | [Synthesis]
The general procedure for the synthesis of 2,5-dibromo-3-hexylthiophene from 3-hexylthiophene is as follows: first, 1070 g of a 48% solution of hydrobromic acid was added to 338 g of 3-hexylthiophene. The reaction mixture was cooled to -5 °C and 400 g of a 34% hydrogen peroxide solution was added slowly and dropwise over a period of 7 hours. After the dropwise addition was completed, the reaction mixture was gradually warmed to 20°C over 16 hours. After completion of the reaction, phase separation was carried out. The resulting crude product 2,5-dibromo-3-hexylthiophene had a purity of 96.9% and a yield of 97%. | [References]
[1] Science China Chemistry, 2016, vol. 59, # 2, p. 209 - 217
[2] Journal of Polymer Science, Part A: Polymer Chemistry, 2011, vol. 49, # 16, p. 3604 - 3614
[3] Patent: US2009/259053, 2009, A1. Location in patent: Page/Page column 1
[4] Bulletin of the Chemical Society of Japan, 1995, vol. 68, # 8, p. 2363 - 2378
[5] New Journal of Chemistry, 2001, vol. 25, # 2, p. 318 - 321 |
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