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5,5'-Dibromo-4,4'-dihexyl-2,2'-bithiophene 

CAS Number 214493-03-5

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


Product Code B1551-LT-1g
Price $350 ex. VAT

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An alkylated bithiophene building block with two bromo-functional groups

A bithiophene derivatives for semiconducting oligomer/polymer synthesis in application of OFETs and OSCs


5,5'-Dibromo-4,4'-dihexyl-2,2'-bithiophene is a derivative of bithiophene with two hexyl groups at 4,4'-positions and two bromine group at 5,5'-positions, allowing further functionalization as well as gaining excellent solubility. It is facile for synthesising thiophene oligomer/polymer and block copolymer/small molecules with other building blocks such as perylene, triphenylamine and carbazoles.

5,5'-Dibromo-4,4'-dihexyl-2,2'-bithiophene has a well-defined structure with two thiophene units joined at 2,2'-positions and two hexyl groups being away from each other at 4,4'-positions. This is particularly useful when certain desired structure conformation to be achieved or film morphology issues to be addressed, unlike the random coupling reactions between mono-thiophenes.

General Information

CAS Number 214493-03-5
Chemical Formula C20H28Br2S2
Full Name 5,5'-dibromo-4,4'-dihexyl-2,2'-bithiophene
Molecular Weight 492.37 g/mol
Synonyms 2-bromo-5-(5-bromo-4-hexylthiophen-2-yl)-3-hexylthiophene
Classification / Family thiophene derivatives, Semiconductor synthesis intermediates, OLED, OFETs, organic photovoltaics

Chemical Structure

5,5'-Dibromo-4,4'-dihexyl-2,2'-bithiophene CAS 214493-03-5
5,5'-Dibromo-4,4'-dihexyl-2,2'-bithiophene chemical structure, CAS 214493-03-5

Product Details

Purity >98% (1H NMR)
Boiling Point Tb > 468.8±40.0 °C at 760 mmHg
Appearance Yellow liquid
Relative density 1.4±0.1 g/cm3

MSDS Documentation

5,5'-Dibromo-4,4'-dihexyl-2,2'-bithiophene5,5'-Dibromo-4,4'-dihexyl-2,2'-bithiophene MSDS Sheet

Literature and Reviews

  1. Thiophene in conducting polymers: synthesis of poly(thiophene)s and other conjugated polymers containing thiophenes, for application in polymer solar cell, F. Livi et al., Top. Heterocycl. Chem., 39, 203–226(2015); DOI: 10.1007/7081_2014_128.
  2. Nanoscale correlation between exciton dissociation and carrier transport in silole-containing cyclopentadithiophene-based bulk heterojunction films, J.-H. Huang et al., J. Phys. Chem. C, 115, 2398–2405(2011); DOI: 10.1021/jp1090894.
  3. Polymer for electronics and spintronics, P. Bujak et al., Chem. Soc. Rev., 42, 8895–8999(2013); DOI: 10.1039/c3cs60257e.
  4. Pyrrole-containing semiconducting materials: synthesis and applications in organic photovoltaics and organic field-effect transistors, C. Bulumulla et al., ACS Appl. Mater. Interfaces, 12, 32209−32232(2020); DOI: 10.1021/acsami.0c07161.
  5. Rod-like oligomers incorporating 2,6-dialkylamino core-substituted naphthalene diimide as acceptors for organic photovoltaic, R. Fernando et al., Org. Electron., 14, 1683–1692(2013); DOI:10.1016/j.orgel.2013.03.039.
  6. Small molecules based on bithiazole for solution-processed organic solar cells, Y. Lin et al., Org. Electron., 13, 673-680(2013); DOI: 10.1016/j.orgel.2012.01.016.
  7. Synthesis and applications of 2,7-carbazole-based conjugated main-chain copolymers containing electron deficient bithiazole units for organic solar cells, D. Patra et al., J. Polym. Sci. A Polym. Chem., 48, 5479-5489(2010); DOI: 10.1002/pola.24356.
  8. Synthesis and characterization of soluble low-bandgap oligothiophene-[all]-S,S-dioxides-based conjugated oligomers and polymers, E. Amir et al., J. Polym. Sci. A Polym. Chem., 49, 1933-1941 (2011); DOI: 10.1002/pola.24641.
  9. Synthesis and photovoltaic properties of low bandgap dimeric perylene diimide based non-fullerene acceptors, X. Zhang et al., Sci. China Chem., 59, 209–217 (2016); DOI: 10.1007/s11426-015-5485-8


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