311073

2,2′:5′,2′′-Terthiophene

99%

• Synonyme(s) : α-Terthienyl, 2,5-Di(2-thienyl)thiophene
• Formule empirique (notation de Hill) : C₁₂H₈S₃
• Numéro CAS: 1081-34-1
• Poids moléculaire : 248.39
• Beilstein: 178604
• Numéro MDL: MFCD00012167
• Code UNSPSC : 12352103
• ID de substance PubChem : 24858835
• Nomenclature NACRES : NA.23

Propriétés

• Essai: 99%
• Pf: 93-95 °C (lit.)
• Chaîne SMILES: 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
• Clé InChI: KXSFECAJUBPPFE-UHFFFAOYSA-N

Description

Description générale

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]

Application

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]

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)