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241636

Sigma-Aldrich

2,2′-Bithiophene

99%

Sinônimo(s):

2,2′-Bithienyl, 2,2′-Dithienyl

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About This Item

Fórmula empírica (Notação de Hill):
C8H6S2
Número CAS:
492-97-7
Peso molecular:
166.26
Beilstein:
3039
Número CE:
207-767-2
Número MDL:
MFCD00005414
Código UNSPSC:
12352103
ID de substância PubChem:
24854316
NACRES:
NA.23

Ensaio

99%

p.e.

260 °C (lit.)

pf

32-33 °C (lit.)

cadeia de caracteres SMILES

c1csc(c1)-c2cccs2

InChI

1S/C8H6S2/c1-3-7(9-5-1)8-4-2-6-10-8/h1-6H

chave InChI

OHZAHWOAMVVGEL-UHFFFAOYSA-N

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Descrição geral

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

Aplicação

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.

Código de classe de armazenamento

10 - Combustible liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

230.0 °F - closed cup

Ponto de fulgor (°C)

110 °C - closed cup

Equipamento de proteção individual

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

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Certificados de análise (COA)

Lot/Batch Number
STBJ6281
STBG5849V
STBG4222V
STBF5730V
STBD8596V

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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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