2-Bromo-4-fluoropyridine

CAS Number 357927-50-5

Chemistry Building Blocks, Fluorinated Building Blocks, Heterocyclic Building Blocks, Monomers

2-Bromo-4-fluoropyridine CAS 357927-50-5

A halogenated pyridine building block

As an intermediate for ligands and catalysts synthesis

Overview
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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

For facile synthesis

Fluorinated benzonitrile building block

For drug discovery, organic synthesis and medicinal chemistry

Worldwide shipping

Quick and reliable shipping

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

Product Details

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

MSDS Documentation

2-Bromo-4-fluoropyridine MSDS Sheet

Literature and Reviews

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.
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.
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.
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.

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