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Product Code B1541-LT-1g
Price $144 ex. VAT

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A well-known bipyridine ligand with two bromo-functional groups

A bidentate ligand for organometallic compound in application of OLEDs, DSSCs and photosensitisers


5,5'-Dibromo-2,2'-bipyridine, derived from bipyridine, is a bromine functionalized building block with popular use as a chelating ligand for ruthenium (Ru) or iridium (Ir) organometallic complexes. Bipyridine-Ru complexes exhibit excellent photoluminescence and electrochemiluminescence for OLEDs and DSSCs, owing to the strong intraligand (π-π*) and metal-ligand charge transfer (MLCT) transition bands.

Bearing dibromo function groups, 5,5'-Dibromo-2,2'-bipyridine allows further functionalization to form larger conjugated molecules. Bipyridine derivatives can react with borane species to form organoboron compounds as electron acceptor in organic photovoltaics. By extending the chromophore size of the bipyridine core, these types of ligands are employed as photosensors for the detection of fluoride ions. This linear building block is also ideal for bridging different functional molecules for modifying energy band gap and intramolecular spacing.

General Information

CAS Number 15862-18-7
Chemical Formula C10H6Br2N2
Full Name 5,5'-Dibromo-2,2'-bipyridine
Molecular Weight 313.98 g/mol
Synonyms 5-bromo-2-(5-bromopyridin-2-yl)pyridine
Classification / Family Bipyridine derivatives, Heterocyclic building blocks, Dyes, Semiconductor synthesis intermediates, OLED, OFETs, organic photovoltaics

Chemical Structure

5,5'-Dibromo-2,2'-bipyridine CAS 15862-18-7
5,5'-Dibromo-2,2'-bipyridine chemical structures, CAS 15862-18-7

Product Details

Purity >98% (1H NMR)
Melting Point Tm = 226 - 227 °C
Appearance Off-white powder

MSDS Documentation

5,5'-Dibromo-2,2'-bipyridine5,5'-Dibromo-2,2'-bipyridine MSDS Sheet

Literature and Reviews

  1. Synthesis, photoluminescence and electrochemiluminescence of ruthenium(II) polypyridyl complexes based on bipyridine derivatives with carbazole moieties, H. -Y. Li et al., Inorg. Chim. Acta., 370, 398-404(2011); DOI: 10.1016/j.ica.2011.02.012.
  2. Heteroleptic ruthenium complexes containing uncommon 5,5'-disubstituted-2,2'-bipyridine chromophores for dye-sensitized solar cells, F.-R. Dai et al., Dalton Trans., 40, 2314–2323(2011); DOI: 10.1039/c0dt01043j.
  3. Oligomeric ligands incorporating multiple 5,5'-diethynyl-2,2'-bipyridine moieties bridged and end-called by 3,4-dibutylthiophene units, S. Goeb et al., J. Org. Chem., 70, 1518-1529(2005); DOI: 10.1021/jo048435i.
  4. An organoboron compound with wide absorption spectrum for solar cell application, F. Liu et al., Chem. Commun., 53, 12213-12216(2017); DOI: 10.1039/C7CC07494H.
  5. Replacement of biphenyl by bipyridine enabling powerful hole transport materials for efficient perovskite solar cells with high Voc and FF, F. Wu et al., ChemSusChem, 10,3833–3838(2017); DOI: 10.1002/cssc.201700973.
  6. A highly efficient red-emitting ruthenium complex with 3,5-difluorophenyl substituents, Y. Zhu et al., ChemPlusChem, 81, 73–79(2016); DOI: 10.1002/cplu.201500346.
  7. Conjugated triarylboryl donor-acceptor systems supported by 2,2'-bipyridine: metal chelation impact on intraligand charger transfer emission, electron accepting ability, and “turn-on” fluoride sensing, Y. Sun et al., Inorg. Chem., 48(8), 3755-3767(2009); DOI: 10.1021/ic9000335.
  8. Synthesis of a linear bis-porphyrin with a Ru(phen)22+-complexed 2,2'-bipyridine spacer, J. Bruce et al., J. Chem. Soc., Perkin Trans., 1, 1226–123(2002); DOI: 10.1039/b202407c.

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.

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