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Product Code B941-5g
Price £170 ex. VAT

3,3'-Dibromo-2,2'-bithiophene available to buy online

Key intermediate for the preparation of semiconducting molecules, oligothiophenes and polymers

Specifications | MSDS | Literature and Reviews

3,3'-Dibromo-2,2'-bithiophene (CAS number 51751-44-1) is an isomer to 5,5'-Dibromo-2,2'-bithiophene. It is a key intermediate for the preparation of semiconducting molecules, oligothiophenes and polymers which find applications in a variety of organic electronic and optoelectronic devices. These include organic field-effect transistors, chemical sensors, and organic solar cells.

Alkylation or arylation at 3-positions of the bithiophene not only provide either extended conjugation or improved solubility, but also give new functionality to change the electron and photophysical properties of the target materials. In addition, alkylation or arylation at 3-positions has a significant impact on the crystallinity of the target molecules to tune the morphology and the microstructure of the cast films.

Substitution of the bromines with either fluorine (F) or cyano (CN) groups makes the structure more electron deficient, which has a pounding effect on the device performance in terms of charge mobility, stability and overall OFET and OPV device efficiency.

3,3'-Dibromo-2,2'-bithiophene is also a must have building block for the synthesis of more complicated fused structures such as dithieno[3,2-b:2,3-d]pyrroles (DTP), dithieno[3,2-b:2,3-d]silole (DTS), dithieno[3,2-b:2,3-d]selenophene (DTSe), dithieno[3,2-b:2′,3′-d]germole (DTG) and 4,4′-Spiro-bis[cyclopenta[2,1-b;3,4-b′]dithiophene] (SCT).

Bithiophene building block

Bithiophene building block

for the synthesis of OLED and organic photovoltaic materials

51751-44-1 Worldwide shipping

Worldwide shipping

Quick and reliable shipping

Capped with bromides

Capped with bromides

for facile coupling reactions

High purity

High purity

>98% Purity

General Information

CAS Number 51751-44-1
Chemical Formula C8H4Br2S2
Full Name 3,3'-Dibromo-2,2'-bithiophene
Molecular Weight 324.06 g/mol
Synonyms 2,2'-Bi(3-bromothiophene)
Classification / Family Bithiophene, semiconductor synthesis intermediates, low band gap polymers, OLED, OFETs, organic photovoltaics

Chemical Structure

3,3'-Dibromo-2,2'-thiophene chemical structure
3,3'-Dibromo-2,2'-thiophene chemical structure, CAS 51751-44-1

Product Details

Purity >98% (1H NMR in CDCl3)
Melting Point 99 °C
Appearance White-yellowish powder

MSDS Documentation

3,3'-Dibromo-2,2'-bithiophene MSDS3,3'-Dibromo-2,2'-bithiophene MSDS Sheet

Literature and Reviews

  1. Simplified Synthetic Approach to Tetrabrominated Spiro-Cyclopentadithiophene and the Following Derivation to A-D-A Type Acceptor Molecules for Use in Polymer Solar Cells, X. Liu et al., J. Org. Chem., 87 (8), 5057–5064 (2022).
  2. Polymerization of Solid-State 2,2′-Bithiophene Thin Film or Doped in Cellulose Paper Using DBD Plasma and Its Applications in Paper-Based Electronics, K. Chen et al., ACS Appl. Polym. Mater., 2 (4), 1518–1527 (2020); DOI: 10.1021/acsapm.9b01202.
  3. Design of novel electroactive polybithiophene derivatives, K. Faid et al., Macromolecules, 26 (10), 2501–2507 (1993); DOI: 10.1021/ma00062a017.
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