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241636

Sigma-Aldrich

2,2′-Bithiophene

99%

Sinonimo/i:

2,2′-Bithienyl, 2,2′-Dithienyl

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About This Item

Formula empirica (notazione di Hill):
C8H6S2
Numero CAS:
492-97-7
Peso molecolare:
166.26
Beilstein:
3039
Numero CE:
207-767-2
Numero MDL:
MFCD00005414
Codice UNSPSC:
12352103
ID PubChem:
24854316
NACRES:
NA.23

Saggio

99%

P. eboll.

260 °C (lit.)

Punto di fusione

32-33 °C (lit.)

Stringa SMILE

c1csc(c1)-c2cccs2

InChI

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

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Descrizione generale

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

Applicazioni

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.

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

230.0 °F - closed cup

Punto d’infiammabilità (°C)

110 °C - closed cup

Dispositivi di protezione individuale

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

Certificati d'analisi (COA)

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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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