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Product Code B2411-5g
Price £125 ex. VAT

A halogenated pyridine building block

As an intermediate for ligands and catalysts synthesis

Specifications | MSDS | Literature and Reviews

2-Bromo-4-fluoropyridine (CAS number 357927-50-5) is a dihalogenated pyridine with a bromine and a fluorine at 2- and 4-positions. 2,2'-Bipyridine ligands can be easily synthesized from 2-bromo-4-fluoropyridine reacting with bis(tributyltin) through Stille coupling. The fluoro substituents originated from 2-bromo-4-fluoropyridine enable the as synthesized 2,2'-bipyridine ligands for further functionalization. A Janus-type organoiridium complex is prepared with such method, bearing both hole- and electron-transporting moieties. 2-Bromo-4-fluoropyridine is also used to synthesize a bis(pyridine) ligands with 1,2-ethynylbenzene via Sonogashira coupling. The bis(pyridine) stabilizes iodine cation through [N−I−N]+ halogen bonding, for developing halogenating reagents.

A chemical catalyst is designed based on 2-bromo-4-fluoropyridine for site-selective lysine acylation of histones.

Multiple functional groups

Multiple functional groups

For facile synthesis

Fluorinated building block

Fluorinated benzonitrile building block

For drug discovery, organic synthesis and medicinal chemistry

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High purity 357927-50-5

High purity

>98% High purity

General Information

CAS Number 357927-50-5
Chemical Formula C5H3BrFN
Full Name 2-Bromo-4-fluoropyridine
Molecular Weight 175.99 g/mol
Synonyms 4-Fluoro-2-bromopyridine
Classification / Family Fluorinated building block, Heterocyclic building block, Ligands, Dyes, Catalysts

Chemical Structure

2-Bromo-4-fluoropyridine chemical structure, CAS 357927-50-5
2-Bromo-4-fluoropyridine chemical structure, CAS 357927-50-5

Product Details

Purity 98%
Boiling Point Tb = 188 ± 20 °C (predicted)
Relative Density 1.69 g/mL at 25 °C
Appearance Colourless liquid

MSDS Documentation

2-Bromo-4-fluoropyridine2-Bromo-4-fluoropyridine MSDS Sheet

Literature and Reviews

  1. Highly phosphorescent cyclometalated iridium(III) complexes for optoelectronic applications: fine tuning of the emission wavelength through ancillary ligands, Ł. Skórka et al., J. Phys. Chem. C, 120(13), 7284–7294(2016); DOI: 10.1021/acs.jpcc.6b01663.
  2. Janus-type dendritic organoiridium(III) complex bearing hole- and electron-transporting moieties: synthesis, luminescence properties, and OLED applications, N. Okamura et al., Bull. Chem. Soc. Jpn., 91, 1419–1428(2018), DOI: 10.1246/bcsj.20180139.
  3. Kinetic analyses and structure-activity relationship studies of synthetic lysine acetylation catalysts, K. Yamatsugu et al., Bioorganic Med. Chem. Lett., 26(19), 5359–5367(2018); DOI: 10.1016/j.bmc.2018.07.009.
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