| Identification | Back Directory | [Name]
2,6-Dibromodithieno[3,2-b:2',3'-d]thiophene | [CAS]
67061-69-2 | [Synonyms]
M8806
TTT-2Br
2,6-DibroMo-dithieno[3,2-b
26-dibromobisthieno[32-b23-d]thiophene
2,6-dibromodithieno[2,3-a:2',3'-d]thiophene
2,6-Dibromodithieno[3,2-b:2',3'-d]thiophene
2,6-Dibromodithieno[3,2-b:2',3'-d]thiophene>
Dithieno[3,2-b:2',3'-d]thiophene, 2,6-dibromo-
2,6-Dibromodithieno[3,2-b:2',3'-d]thiophene | [Molecular Formula]
C8H2Br2S3 | [MDL Number]
MFCD11215199 | [MOL File]
67061-69-2.mol | [Molecular Weight]
354.12 |
| Chemical Properties | Back Directory | [Melting point ]
171℃ (chloroform methanol ) | [Boiling point ]
447.9±40.0 °C(Predicted) | [density ]
2.234±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
soluble in Toluene | [form ]
powder to crystal | [color ]
White to Light yellow to Green | [InChI]
1S/C8H2Br2S3/c9-5-1-3-7(12-5)8-4(11-3)2-6(10)13-8/h1-2H | [InChIKey]
UTKPZZGBROTDKR-UHFFFAOYSA-N | [SMILES]
Brc1cc2sc3cc(Br)sc3c2s1 |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
22-36 | [Safety Statements ]
26 | [WGK Germany ]
3 | [HS Code ]
29349990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Irrit. 2 |
| Hazard Information | Back Directory | [Chemical Properties]
White to yellow to tan solid | [Synthesis]
General procedure for the synthesis of 2,5-dibromodithieno[3,2-B:2',3'-D]thiophene using dithieno[3,2-B:2',3'-D]thiophene as starting material: at 0 °C, N-bromosuccinimide (5.87 g, 33 mmol) was slowly added to dithieno[3,2-B:2',3'-D]thiophene (Aldrich, 2.94 g, 2.94 g, 2.94 g, 1.5 mmol) dissolved in an anhydrous DMF (60 mL). 15 mmol) was dissolved in a solution of anhydrous DMF (60 mL). The reaction mixture was gradually warmed to room temperature and stirred overnight. Subsequently, the reaction solution was poured into water and the precipitate precipitated was collected. The precipitate was washed with methanol and recrystallized in a chloroform/methanol solvent mixture to finally obtain off-white crystals of 2,5-dibromodithieno[3,2-B:2',3'-D]thiophene (yield: 5.14 g, 97%).1H NMR (500 MHz, CDCl3): δ 7.28 (s, 2H). | [References]
[1] Journal of Materials Chemistry, 2012, vol. 22, # 33, p. 16810 - 16816
[2] Patent: US2013/207081, 2013, A1. Location in patent: Paragraph 0081; 0082; 0083
[3] Angewandte Chemie - International Edition, 2015, vol. 54, # 9, p. 2734 - 2738
[4] Angew. Chem., 2015, vol. 127, # 9, p. 2772 - 2776,5
[5] Patent: CN105646528, 2016, A. Location in patent: Paragraph 0069; 0070 |
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