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492-97-7 - 2,2'-Bithiophene, 98% - 2,2'-Bithienyl - 2,2'-Dithienyl - A12335 - Alfa Aesar

A12335 2,2'-Bithiophene, 98%

CAS-Nummer
492-97-7
Synonyme
2,2'-Bithienyl
2,2'-Dithienyl

Größe Preis ($) Menge Verfügbarkeit
1g 26,06
5g 62,62
25g 257,50
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2,2'-Bithiophene, 98%

MDL
MFCD00005414
EINECS
207-767-2

Chemische Eigenschaften

Formel
C8H6S2
Molmasse
166.27
Schmelzpunkt
30-33°
Siedepunkt
260°
Flammpunkt
>110°(230°F)
Sensitivität
Light Sensitive
Löslichkeit
Insoluble in water.

Anwendungen

2,2'-Bithiophene is used as a precursor in the preparation of 5,5'-bis(trimethylstannyl)-2,2'-bithiophene , which is used for the synthesis of small molecules and polymer semiconductors for organic field-effect transistor (OFETs), organic light-emitting diode (OLED), Plastic Light Emitting Diode (PLED) and Organic Photovoltaic (OPV) applications. It is associated with aryl iodides and involved in rhodium catalyzed arylation of heteroarenes.

Bemerkungen

Incompatible with strong oxidizing agents. Keep container tightly closed in a dry and well-ventilated place.

Literaturverweise

Can be converted to its 5-lithio- and 5,5'-dilithio derivatives by PhLi and n-BuLi respectively. Chemistry of this type has found applications in synthesis of: liquid crystal molecules: Mol. Cryst. Liq. Cryst. Sci. Technol. Sect. A, 218, 113 (1992); bithienoquinoid compounds as electron donors for organic conductors: Tetrahedron Lett., 33, 5405 (1992); conjugated thiophene oligomers as organic semiconductors: J. Am. Chem. Soc., 115, 8716 (1993); polythiophenes as conducting polymers: Synth. Met., 55, 420 (1993).

/n

Gao, H.; Cheng, H.; Yang, Z.; Prehm, M.; Cheng, X.; Tschierske, C. Synthesis and self-assembly of 5,5'-bis(phenylethynyl)-2,2'-bithiophene-based bolapolyphiles in triangular and square LC honeycombs. J. Mater. Chem. C 2015, 3 (6), 1301-1308.

Pace, G.; Caranzi, L.; Bucella, S. G.; Canesi, E. V.; Dell'Erba, G.; Bertarelli, C.; Caironi, M. Electronic transport regimes through an alkoxythiolated diphenyl-2,2'-bithiophene-based molecular junction diodes: critical assessment of the thermal dependence. Nanoscale 2015, 7 (5), 2076-2084.

Weitere Referenzen

Beilstein
3039
Harmonized Tariff Code
2934.99
TSCA
Yes

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