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67061-69-2

67061-69-2 Structure

67061-69-2 Structure
IdentificationBack 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 PropertiesBack 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 DataBack 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 InformationBack Directory
[Chemical Properties]

White to yellow to tan solid
[Synthesis]

DITHIENO[2,3-B:2',3'-D]THIOPHENE

3593-75-7

2,6-Dibromodithieno[3,2-b:2',3'-d]thiophene

67061-69-2

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
Spectrum DetailBack Directory
[Spectrum Detail]

2,6-Dibromodithieno[3,2-b:2',3'-d]thiophene(67061-69-2)1HNMR
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