241636

2,2′-Bithiophene

99%

• Synonym(s): 2,2′-Bithienyl, 2,2′-Dithienyl
• Empirical Formula (Hill Notation): C₈H₆S₂
• CAS Number: 492-97-7
• Molecular Weight: 166.26
• Beilstein/REAXYS Number: 3039
• EC Number: 207-767-2
• MDL number: MFCD00005414
• UNSPSC Code: 12352103
• PubChem Substance ID: 24854316
• NACRES: NA.23

Properties

• assay: 99%
• bp: 260 °C (lit.)
• mp: 32-33 °C (lit.)
• SMILES string: c1csc(c1)-c2cccs2
• InChI: 1S/C8H6S2/c1-3-7(9-5-1)8-4-2-6-10-8/h1-6H
• InChI key: OHZAHWOAMVVGEL-UHFFFAOYSA-N

Description

General description

2,2′-Bithiophene is an electron transporting material with the π-electrons present in the system that facilitate charge mobility.

Application

2,2′-Bithiophene can be polymerized to form poly(2,2′-Bithiophene) which can be electrodeposited on indium tin oxide (ITO) substrates for the fabrication of electrochromic devices. It can also be used in the formation of electrode material for the development of supercapacitors.

Substrate used in a rhodium-catalyzed C-H arylation of heteroarenes with aryl iodides.

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: 230.0 °F - closed cup
• flash_point_c: 110 °C - closed cup
• ppe: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)