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Product Code B2411-5g
Price $157 ex. VAT

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A halogenated pyridine building block

As an intermediate for ligands and catalysts synthesis

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.
  4. Substituent effects on the [N−I−N]+ halogen bond, A.-C. Carlsson et al., J. Am. Chem. Soc., 138, 9853−9863(2018); DOI: 10.1021/jacs.6b03842.

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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