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Merck

241636

Sigma-Aldrich

2,2′-Bithiophen

99%

Synonym(e):

2,2′-Bithienyl, 2,2′-Dithienyl

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About This Item

Empirische Formel (Hill-System):
C8H6S2
CAS-Nummer:
Molekulargewicht:
166.26
Beilstein:
3039
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352103
PubChem Substanz-ID:
NACRES:
NA.23

Assay

99%

bp

260 °C (lit.)

mp (Schmelzpunkt)

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

InChIKey

OHZAHWOAMVVGEL-UHFFFAOYSA-N

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Allgemeine Beschreibung

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

Anwendung

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.

Lagerklassenschlüssel

10 - Combustible liquids

WGK

WGK 3

Flammpunkt (°F)

230.0 °F - closed cup

Flammpunkt (°C)

110 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)


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Shuichi Yanagisawa et al.
Journal of the American Chemical Society, 128(36), 11748-11749 (2006-09-07)
A new method for the catalytic C-H arylation of heteroarenes and arenes that manifests high activity paired with reasonably broad scope was developed. Under the catalytic influence of RhCl(CO){P[OCH(CF3)2]3}2 and Ag2CO3, the direct C-H arylation of heteroarenes/arenes with aryl/heteroaryl iodides
Electrochemical characterization of the Poly (2, 2'-Bithiophene-co-Pyrene) Functionalized Single-Walled Carbon Nanotubes Films and Their Applications in Supercapacitors Field.
Baibarac M, et al.
International Journal of Electrochemical Science, 12(3), 2013-2025 (2017)
Electrode material dependent p-or n-like thermoelectric behavior of single electrochemically synthesized poly (2, 2?-bithiophene) layer?application to thin film thermoelectric generator.
Kublitski J, et al.
Journal of Solid State Electrochemistry, 20(8), 2191-2196 (2016)
Applications of Poly (indole-6-carboxylic acid-co-2, 2?-bithiophene) Films in High-Contrast Electrochromic Devices.
Kuo C, et al.
Coatings, 8(3), 102-102 (2018)
Weiying He et al.
Nature communications, 9(1), 3866-3866 (2018-09-27)
Nickel-catalyzed catalyst transfer polycondensation (CTP) of thiophenes is an efficient strategy for the controlled synthesis of polythiophenes. However, a detailed view of its reaction mechanism has remained elusive with unresolved questions regarding the geometry and bonding of critical Ni(0) thiophene intermediates.

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