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5,5′′-Dibromo-2,2′:5′,2′′-terthiophene

CAS Number 98057-08-0

Chemistry Building Blocks, Dibromo Monomers, Heterocyclic Building Blocks, Materials, Monomers


Product Code B1071-1g
Price £120 ex. VAT

5,5′′-Dibromo-2,2′:5′,2′′-terthiophene

This intermediate is widely used for the synthesis of semiconducting molecules, oligomers and conjugated polymers.


Specifications | MSDS | Literature and Reviews


5,5′′-Dibromo-2,2′:5′,2′′-terthiophene (CAS number 98057-08-0) is a brominated derivative of α-terthienyl at 5,5′′-positions. 5,5′′-Dibromo-2,2′:5′,2′′-terthiophene can be prepared via bromination with N-Bromosuccinimide in N,N-dimethylformamide (DMF).

5,5′′-Dibromo-2,2′:5′,2′′-terthiophene is a useful building block for the further synthesis of small molecules, oligomers and conjugated semiconducting polymers. Pyrene end-capped thiophene oligomer 5,5′′-di(pyren-1-yl)-2,2′:5′,2′′-terthiophene prepared from one step synthesis from 5,5′′-Dibromo-2,2′:5′,2′′-terthiophene show great potential as semiconducting materials for OTFTs and OSCs. Devices based on 5,5′′-di(pyren-1-yl)-2,2′:5′,2′′-terthiophene exhibited a field effect mobility of 0.11 cm2 V−1 s−1. Naphthyl end-capped oligothiophenes are also good candidates for high-performance organic electronic devices. Methoxy-functionalized 5,5′′-bis-(6-methoxynaphth-2-yl)-2:2′,5′:2′′-terthiophene (MONaT3) substantially increases the crystallization into aligned fibers.

General Information


CAS Number 98057-08-0
Chemical Formula C12H6Br2S3
Full Name 5,5′′-Dibromo-2,2′:5′,2′′-terthiophene
Molecular Weight 406.18 g/mol
Synonyms 2,5-Bis(5-bromothiophen-2-yl)thiophene
Classification / Family Terthiophene, semiconductor synthesis intermediates, low band gap polymers, OLED, OFETs, organic photovoltaics

Chemical Structure


5,5′′-Dibromo-2,2′:5′,2′′-terthiophene chemical structure
5,5′′-Dibromo-2,2′:5′,2′′-terthiophene chemical structure, CAS 98057-08-0

Product Details


Purity >98% (1H NMR in CDCl3)
Melting Point 158.0 °C
Appearance Light yellow powder/crystals

MSDS Documentation


5,5′′-Dibromo-2,2′:5′,2′′-terthiophene MSDS5,5′′-Dibromo-2,2′:5′,2′′-terthiophene MSDS Sheet

Literature and Reviews


  1. Selective Synthesis of α-Substituted Oligothiophenes, P. Bauerle, et al., Synthesis,11, 1099-1103 (1993); DOI:10.1055/s-1993-26009.
  2. Novel Electron Acceptors Bearing a Heteroquinonoid System. I. Synthesis and Conductive Complexes of 5,5′-Bis(dicyanomethylene)-5,5′-dihydro-Δ2,2′-bithiophene and Related Compounds, Y. Koji et al., Bull. Chem. Soc. Jpn., 62 (5), 1539-1546 (1989); DOI: 10.1246/bcsj.62.1539.
  3. Synthesis and liquid crystal properties of a novel family of oligothiophene derivatives, P. Liu et al., Tetrahedron 60 (24), 5259-5264 (2004); DOI: 10.1016/j.tet.2004.04.029.
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