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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%

Numéro CAS
492-97-7
Synonymes
2,2'-Bithienyl
2,2'-Dithienyl

Dimensions Prix ($) Quantité Disponibilité
1g 25,80
5g 62,00
25g 255,00
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2,2'-Bithiophene, 98%

MDL
MFCD00005414
EINECS
207-767-2

Propriétés chimiques

Formule
C8H6S2
Poids formulaire
166.27
Point de fusion
30-33°
Point d'ébullition
260°
Point d'éclair
>110°(230°F)
Sensibilité
Light Sensitive
Solubilité
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.

Références bibliographiques

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.

Mentions de danger et de prudence du SGH

Mentions de prudence: P260u-P201-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310a-P405-P501a

Obtain special instructions before use. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Beilstein
3039
Code tarifaire harmonisé
2934.99
TSCA
Yes

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