311073

2,2′:5′,2′′-Terthiophen

99%

• Synonym(e): α-Terthienyl, 2,5-Di-(2-thienyl)-thiophen
• Empirische Formel (Hill-System): C₁₂H₈S₃
• CAS-Nummer: 1081-34-1
• Molekulargewicht: 248.39
• Beilstein: 178604
• MDL-Nummer: MFCD00012167
• UNSPSC-Code: 12352103
• PubChem Substanz-ID: 24858835
• NACRES: NA.23

Eigenschaften

• Assay: 99%
• mp (Schmelzpunkt): 93-95 °C (lit.)
• SMILES String: c1csc(c1)-c2ccc(s2)-c3cccs3
• InChI: 1S/C12H8S3/c1-3-9(13-7-1)11-5-6-12(15-11)10-4-2-8-14-10/h1-8H
• InChIKey: KXSFECAJUBPPFE-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

2,2′:5′,2′′-Terthiophene (TTh) may be prepared by nickel catalysed coupling reaction of grignard′s reagent derived from 2-bromothiophene and magnesium.[1] It generates singlet oxygen.[2] In nature, it is found in the floral extract of Tagetes minuta[3] and Echinops grijisii.[4] It is known to be toxic to mosquitoes.[3] It also exihibits antifungal activity.[4]

Anwendung

3T can be combined with 3,4-ethylenedioxythiophene (EDOT) in a tetrabutylammonium perchlorate solution for use as an electrochromic copolymer for a wide range of applications like photovoltaics[5] and polymer light emitting diodes (LEDs).[6][7] It can also be used to form metal-organic based thin films with metals like aluminum, silver, and calcium which can potentially be used for optoelectronics based applications.[8]

Electrochemical copolymerization of carbazole and TTh in sodium perchlorate/acetonitrile was reported.[9] Electrochromic copolymer based on TTh and 3, 4-ethylenedioxythiophene has been reported.[10] TTh acts as a monomer precursor for polythiophene[11] and as a dopant for polycarbonate.[12] It may function as a photosensitizer.[13]

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)