FREE shipping to on qualifying orders when you spend or more, processed by Ossila BV. All prices ex. VAT. Qualifying orders ship free worldwide! Fast, secure, and backed by the Ossila guarantee. It looks like you are visiting from , click to shop in or change country. Orders to the EU are processed by our EU subsidiary.

It looks like you are using an unsupported browser. You can still place orders by emailing us on info@ossila.com, but you may experience issues browsing our website. Please consider upgrading to a modern browser for better security and an improved browsing experience.

2,2'-bithiophene-5-carbonitrile

CAS Number 16278-99-2

Chemistry Building Blocks, Heterocyclic Building Blocks, Monomers


Product Code B311-5g
Price $413 ex. VAT

Quality assured

Expert support

Volume discounts

Worldwide shipping

Fast and secure


2,2'-bithiophene-5-carbonitrile, high-purity monomer

For the synthesis of semiconducting materials used in organic electronic devices


2,2'-bithiophene-5-carbonitrile is the intermediate used for the synthesis of 3,6-bis[5-(2,2'-bithiophene)]pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione which can be further modified to form oligomers or polymers used for organic electronic devices.

2,2'-bithiophene unit is electron-rich, and thus a good building block for the synthesis of semiconducting materials that are used for organic electronic devices. Embedded in the polymer backbones, 2,2'-bithiophene unit is proven to promote cystallinity to form small domains in bulk heterojunction solar cells [4].

Synthesis of 3,6-bis[5-(2,2'-bithiophene)]pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
Synthesis of 3,6-bis[5-(2,2'-bithiophene)]pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione

General Information

CAS Number 16278-99-2
Chemical Formula C9H5NS2
Molecular Weight 191.27 g/mol
Synonyms
  • 5-(2-thienyl)thiophene-2-carbonitrile
  • 5-cyano-2,2'-bithiophene
Classification / Family Thiophene, Bithiophene, Heterocyclic five-membered ring, Organic materials, Semiconductor synthesis, Building blocks

Chemical Structure

Chemical structure of 2,2-bithiophene-5-carbonitrile, CAS 16278-99-2
Chemical structure of 2,2-bithiophene-5-carbonitrile, CAS 16278-99-2

Product Details

Purity >98%
Melting Point 74 °C - 75 °C
Appearance White powder/crystals

NMR Characterisation

1H NMR bithiophene-5-carbonitrile in CDCl3
1H NMR spectrum of 2,2’-bithiophene-5-carbonitrile in CDCl3: Instrument AVIIIHD400 (view full version).

MSDS Documentation

2,2'-bithiophene-5-carbonitrile MSDS2,2'-bithiophene-5-carbonitrile MSDS sheet

Literature and Reviews

  1. Effect of substituents on redox, spectroscopic and structural properties of conjugated diaryltetrazines—a combined experimental and theoretical study, E. Kurach et al., Phys. Chem. Chem. Phys., 13, 2690–2700 (2011).
  2. Dicationic phenyl-2,2′-bichalcophenes and analogues as antiprotozoal agents, M. A. Ismail et al.,  Bioorg. Med. Chem. 19, 978–984 (2011).
  3. Compromise between conjugation length and charge-transfer in nonlinear optical h5 -monocyclopentadienyliron(II) complexes with substituted oligo-thiophene nitrile ligands: Synthesis, electrochemical studies and first hyperpolarizabilities, M. H. Garcia et al., J. Organometallic Chem., 692, 3027–3041 (2007).
  4. Fluorene-Based Co-polymer with High Hole Mobility and Device Performance in Bulk Heterojunction Organic Solar Cells, D. Watters et al., Macromol. Rapid Commun. , 34, 1157−1162 (2013).

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.

Return to the top