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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 Number
492-97-7
Synonyms
2,2'-Bithienyl
2,2'-Dithienyl

Size Price ($) Quantity Availability
1g 26.06
5g 62.62
25g 257.50
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2,2'-Bithiophene, 98%

MDL
MFCD00005414
EINECS
207-767-2

Chemical Properties

Formula
C8H6S2
Formula Weight
166.27
Melting point
30-33°
Boiling Point
260°
Flash Point
>110°(230°F)
Sensitivity
Light Sensitive
Solubility
Insoluble in water.

Applications

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.

Notes

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

Literature References

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.

Other References

Beilstein
3039
Harmonized Tariff Code
2934.99
TSCA
Yes

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