2,2'-bithiophene-5-carbonitrile

CAS Number 16278-99-2

Chemistry Building Blocks, Heterocyclic Building Blocks, Materials, Monomers

2,2'-bithiophene-5-carbonitrile CAS 16278-99-2

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

For the synthesis of semiconducting materials used in organic electronic devices

Specifications | MSDS | Literature and Reviews

2,2'-bithiophene-5-carbonitrile (CAS number 16278-99-2) 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

Bithiophene building block

For the synthesis of OLED and organic photovoltaic materials

Worldwide shipping

Quick and reliable shipping

Functionlized with a nitrile group

For synthesizing pyrrolopyrrole derivatives

High purity

>98% Purity

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

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 MSDS sheet

Literature and Reviews

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).
Dicationic phenyl-2,2′-bichalcophenes and analogues as antiprotozoal agents, M. A. Ismail et al., Bioorg. Med. Chem. 19, 978–984 (2011).
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).

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).