Cookies disclaimer

I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.

A12335 2,2'-Bithiophene, 98%

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

Stock No. Size Price ($) Quantity Availability
A12335-03 1g 26.90
A12335-06 5g 64.50
A12335-14 25g 257.00
Add to Cart Bulk/Specialty Print Quote View Item

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)
Storage & Sensitivity
Light Sensitive. Ambient temperatures.
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).

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.

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P501c

Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
3039
Harmonized Tariff Code
2934.99
TSCA
Yes

Recommended

  • A10807

    1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 98+%
  • A15275

    Boron trifluoride diethyl etherate, 98+%
  • A16748

    2,2':5',2''-Terthiophene, 99%
  • B20391

    Mercaptoacetic acid, 97+%
  • J62694

    Phosphate buffered RIPA

Recently Viewed

Chemicals

Life Science

Metals & Materials

Catalysts

Analytical & Labware