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2,2'-Bithiophene, 98%, Thermo Scientific Chemicals
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Catalog number A12335.06
also known as A12335-06
Price (USD)/ Each
82.65
Online exclusive
91.20 Save 8.55 (9%)
-
Quantity:
5 g
Price (USD)/ Each
82.65
Online exclusive
91.20 Save 8.55 (9%)
2,2'-Bithiophene, 98%, Thermo Scientific Chemicals
Catalog numberA12335.06
Price (USD)/ Each
82.65
Online exclusive
91.20 Save 8.55 (9%)
-
Chemical Identifiers
CAS492-97-7
IUPAC Name2,2'-bithiophene
Molecular FormulaC8H6S2
InChI KeyOHZAHWOAMVVGEL-UHFFFAOYSA-N
SMILESS1C=CC=C1C1=CC=CS1
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Specifications
Specification Sheet
Specification SheetAppearance (Color)White or pale yellow to dark green or blue-green
Formcrystalline or fused solid
Solution Test5% w/v solution in ethaonol: clear
Assay (GC)>97.5%
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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
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.
Solubility
Insoluble in water.
Notes
Incompatible with strong oxidizing agents. Keep container tightly closed in a dry and well-ventilated place.
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.
Solubility
Insoluble in water.
Notes
Incompatible with strong oxidizing agents. Keep container tightly closed in a dry and well-ventilated place.
RUO – Research Use Only
General 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).
- 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.