| Identification | Back Directory | [Name]
DITHIENO[2,3-B:2',3'-D]THIOPHENE | [CAS]
3593-75-7 | [Synonyms]
Dithieno[2,3-b
Dithieno[3,2-b
Dithieno[3,4-b
JACS-3593-75-7
3',4'-d]thiophene
DTT, dithienothiophene
2-Vinyl-thieno[3,2-b]thiophene
DITHIENO[2,3-B:2',3'-D]THIOPHENE
Dithieno[3,2-b:2',3'-d]thiophene
3',2'-d]thiophene-2-carbonitrile
bisthieno[3,2-b:2',3'-d]thiophene
2',3'-d]thiophene-2-carboxylic acid
Dithieno[3,2-b:2',3'-d]thiophene>
3',2'-d]thiophene-2-carboxylic acid
3',2'-d]thiophene-2,5-dicarbaldehyde
3',2'-d]thiophene-2,5-dicarbonitrile
3',2'-d]thiophene-2,5-dicarboxylic acid
2',3'-d]thiophene-2,6-dicarboxylic acid
3',2'-d]thiophene-2-carboxylic acid ethyl ester
3',2'-d]thiophene-2,5-dicarboxylic acid diethyl ester | [Molecular Formula]
C8H4S3 | [MDL Number]
MFCD06656577 | [MOL File]
3593-75-7.mol | [Molecular Weight]
196.31 |
| Chemical Properties | Back Directory | [Melting point ]
67 °C | [Boiling point ]
138 °C / 1.8mmHg | [density ]
1.556±0.06 g/cm3(Predicted) | [Fp ]
120℃ | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
soluble in Toluene | [form ]
powder to crystal | [color ]
White to Light yellow to Light orange | [InChI]
InChI=1S/C8H4S3/c1-3-9-7-5(1)11-6-2-4-10-8(6)7/h1-4H | [InChIKey]
VGWBXRXNERKBSJ-UHFFFAOYSA-N | [SMILES]
C12C=CSC=1C1SC=CC=1S2 |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
22-36 | [Safety Statements ]
26-24/25 | [WGK Germany ]
2 | [HazardClass ]
IRRITANT | [HS Code ]
29309090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Irrit. 2 |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow to red solid | [Uses]
DTT can be used for a wide range of applications which include electro-luminescence, organic thin film transistors, photochromism, and organic photovoltaic (OPV) solar cells. | [General Description]
Dithieno[3,2-b:2′,3′-d]thiophene (DTT) is a conductive material that acts as a donor building block for synthesizing a variety of optoelectronic materials. It can be used as an active layer with high charge mobility and environmental stability for development of organic electronic devices. | [Synthesis]
General procedure for the synthesis of dithieno[3,2-b:2',3'-d]thiophene-2,6-dicarboxylic acid from dithieno[3,2-b:2',3'-d]thiophene: 113.0 g (0.397 mol) of the compound denoted by Eqs. 3-d, 24.0 g (0.378 mol) of copper powder (prepared from Reaction Eq. 18) and 791 mL of quinoline were added to a 1 L round bottomed flask and heated to reflux. Stirring was continued at 230 °C until complete release of carbon dioxide gas. After the reaction mixture was cooled to room temperature, the product was purified by column chromatography using hexane as eluent to finally obtain 58.8 g (75.4% yield) of the compound represented by formula 3-e. | [References]
[1] Chemical Communications, 2002, # 20, p. 2424 - 2425
[2] Patent: KR101791161, 2017, B1. Location in patent: Paragraph 0223; 0229-0234
[3] Journal of Organic Chemistry, 2011, vol. 76, # 10, p. 4088 - 4093
[4] Organic Syntheses, 2006, vol. 83, p. 209 - 216 |
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