4-Fluororesorcinol

CAS Number 103068-41-3

A fluorinated resorcinol building block

Used as a synthesis intermediate for dyes, liquid crystals and APIs

Overview
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4-Fluororesorcinol (CAS number 103068-41-3) is a fluorinated resorcinol, a meta-substituted benzenediol. One of the key applications of 4-fluororesorcinol is to synthesise fluorinated fluoresceins. One synthetic route is 4-fluororesorcinol reacting with benzaldehyde derivatives and followed by an oxidation by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ). Another method includes a reaction of 4-fluororesorcinol with phthalic anhydride catalysed by zinc chloride or methanesulfonic acid. It is feasible to synthesise bent-core azo-benzene liquid crystal mesogens from 4-fluororesorcinol with a bending angle of 121.5°.

Chemical structure of fluorinated fluorescein, a fluorescent dye

4-Fluororesorcinol can also chelate to the copper centre in oxy-tyrosinase causing inactivation of the tyrosinase.

Multiple functional groups

For facile synthesis

Fluorinated resorcinol building block

For the synthesis of dyes, liquid crystals and APIs

Worldwide shipping

Quick and reliable shipping

High purity

>98% High purity

General Information

CAS Number	103068-41-3
Chemical Formula	C₆H₅FO₂
Full Name	4-Fluoro-1,3-dihydroxybenzene
Molecular Weight	128.10 g/mol
Synonyms	4-Fluoro-1,3-benzenediol
Classification / Family	Fluorinated building block, Dyes, APIs, Liquid crystals

Chemical Structure

Product Details

Purity	98%
Melting Point	T_m = 96 °C – 100 °C
Appearance	Beige powder

MSDS Documentation

4-Fluororesorcinol MSDS Sheet

Literature and Reviews

Efficient two-step synthesis of 9-aryl-6-hydroxy-3H-xanthen-3-one-fluorophores, J. Bacci et al., J. Org. Chem., 70(22), 9051–9053(2005); DOI: 10.1021/jo051243i.
Dark conglomerate phases of azobenzene derived bent-core mesogens — relationships between the molecular structure and mirror symmetry breaking in soft matter, M. Alaasar et al., Soft Matter, 10, 7285(2014); DOI: 10.1039/c4sm01255k.
Mechanistic studies of the inactivation of tyrosinase by resorcinol, M. Stratford et al., ioorg. Med. Chem., 21, 1166–1173(2013); DOI: 10.1016/j.bmc.2012.12.031.
Synthesis of fluorinated fluoresceins, W.-C. Sun et al., J. Org. Chem., 62, 6469–6475(1997); DOI: 10.1021/jo9706178.

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