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Product Code B321-5g
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High purity 2,2'-bithiophene, for applications in organic electronics

For the synthesis of small molecules or polymer semiconductors


2,2'-bithiophene (CAS number 492-97-7) is an intermediate widely used for the synthesis of small molecules or polymer semiconductors in application of organic electronics. It has proven that 2,2'-bithiophene exists as a mixture of the cis-like and the trans-like planar structures. 5,5'-positions of 2,2'-bithiophene are easily accessible for bromination and stannylation to give 5,5'-dibromo-2,2'-bithiophene or 5,5'-trimethylstannyl-2,2'-bithiophene, which can be used for direct arylation reactions.

Synthesis of 5,5-dibromo-2,2-bithiophene
Synthesis of 5,5’-dibromo-2,2’-bithiophene from 2,2’-bithiophene reacting with NBS in CHCl3
A synthesis precusor

A synthesis precusor

For bithiophene backboned polymers

Bithiophene building block

Bithiophene building block

For semiconductors, OFETs, and solar cells

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High purity 492-97-7

High purity

>99% High purity

General Information

CAS Number 492-97-7
Chemical Formula C8H6S2
Molecular Weight 166.26 g/mol
Synonyms 2,2′-Bithienyl, 2,2′-Dithienyl
2-(2-thienyl)thiophene
2-(thien-2-yl)thiophene
Classification / Family Thiophene, Bithiophene, Heterocyclic five-membered ring, Organic materials, Semiconductor Synthesis, Low band gap polymers, OFETs, Organic Photovoltaics, Polymer Solar Cells

Chemical Structure

Chemical structure of 2,2-bithiophene. CAS number 492-97-7
Chemical structure of 2,2-bithiophene. CAS number 492-97-7. Chemical formula C8H6S2.

Product Details

Purity 99%
Melting Point 32 °C - 33 °C
Appearance Yellowish liquid/solid

Characterisation by 1H-NMR (example)

1H NMR bithiophene in CDCl3
1H NMR spectrum of 2,2’-bithiophene in CDCl3: Instrument AVIIIHD400 (view full version)

MSDS Documentation

2,2'-bithiophene MSDS2,2'-bithiophene MSDS sheet

Literature and Reviews

  1. White light from an electroluminescent diode made from poly[3(4‐octylphenyl)‐2,2’‐bithiophene] and an oxadiazole derivative, M. Berggren et al, J. Appl. Phys. 76, 7530 (1994); http://dx.doi.org/10.1063/1.357984.
  2. Electronic structure of thiophene and pyrrole dimers: 2,2’‐bithiophene, 2,2’‐thienylpyrrole, and 2,2’‐bipyrrole, D. Birnbaum et al., J. Chem. Phys. 95, 4783 (1991); http://dx.doi.org/10.1063/1.461721.
  3. Highly Efficient Light-Harvesting Ruthenium Sensitizer for Thin-Film Dye-Sensitized Solar Cells, C-Y. Chen et al., ACS Nano, 3 (10), 3103–3109 (2009); DOI: 10.1021/nn900756s.
  4. 3,6-Di(furan-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione and bithiophene copolymer with rather disordered chain orientation showing high mobility in organic thin film transistors, Y. Li et al., J. Mater. Chem., 21, 10829-10835 (2011).
  5. Indolo[3,2-b]carbazole-based alternating donor–acceptor copolymers: synthesis, properties and photovoltaic application, E. Zhou et al., J. Mater. Chem., 19, 7730-7737 (2009).
  6. A Binaphthyl–Bithiophene Copolymer for Light Emitting Devices, Y. Li et al., Macromol. Chem. Phys., 203, 37–40 (2002).
  7. A high-mobility electron-transporting polymer for printed transistors, H. Yan et al., nature, 457, 679 (2009).

To the best of our knowledge the information provided here is accurate. The values provided are typical at the time of manufacture and may vary over time and from batch to batch. Products may have minor cosmetic differences (e.g. to the branding) compared to the photos on our website. All products are for laboratory and research and development use only.

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