3-Fluoro-2-hydroxybenzaldehyde

CAS Number 394-50-3

Chemistry Building Blocks, Fluorinated Building Blocks, Monomers

3-Fluoro-2-hydroxybenzaldehyde CAS 394-50-3

A fluorinated hydroxybenzaldehyde building block

For synthesizing salen/salalen ligands, bicyclic heterocycles and macromolecules in application of APIs, semiconductors and gas storage

Overview
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3-Fluoro-2-hydroxybenzaldehyde (CAS number 394-50-3), also known as 3-Fluorosalicylaldehyde, is a benzaldehyde derivative with a fluorine at 3-position and a hydroxy at 2-position. 3-Fluoro-2-hydroxybenzaldehyde is commonly used to synthesize salen (salicylaldehyde and ethylenediamine) ligands as tetradentate C₂-symmertic ligands. Cobalt-salen complexes based on 3-fluoro-2-hydroxybenzaldehyde show reversible oxygen chemisorption as well as anticancer activity with IC₅₀ (half maximal inhibitory concentration) of 50 µM.

By having three chemically reactive sites, 3-fluoro-2-hydroxybenzaldehyde is used to synthesize fluorinated bicyclic heterocycles such as isoflavanone (chromanone) through gold(I) catalysed annulation reaction. Semiconducting acenes can also be prepared from 3-fluoro-2-hydroxybenzaldehyde.

Multiple functional groups

For facile synthesis

Fluorinated salicylaldehyde building block

For drug discovery, organometallic ligands and semiconducting materials

Worldwide shipping

Quick and reliable shipping

High purity

>97% High purity

General Information

CAS Number	394-50-3
Chemical Formula	C₇H₅FO₂
Full Name	3-Fluoro-2-hydroxybenzaldehyde
Molecular Weight	140.11 g/mol
Synonyms	3-Fluorosalicylaldehyde, 2-Hydroxy-3-fluorobenzaldehyde
Classification / Family	Fluorinated building block, Salicylaldehyde building block, Schiff bases, APIs, Semiconductors, Gas storage

Chemical Structure

Product Details

Purity	97%
Melting Point	T_m = 68 – 70 °C
Appearance	White to off-white powder

MSDS Documentation

3-Fluoro-2-hydroxybenzaldehyde MSDS Sheet

Literature and Reviews

Regioselective fluorination of acenes: tailoring of molecular electronic levels and solid-state properties, D. Bischof et al., Chem. Eur. J., 28, e202103653(2022); DOI: 10.1002/chem.202103653.
Investigation of fluorinated and bifunctionalized 3-phenylchroman-4-one (isoflavanone) aromatase inhibitors, E. Amato et al., Bioorg. Med. Chem., 22(1), 126–134(2014); DOI: 10.1016/j.bmc.2013.11.045.
Physical properties, ligand substitution reactions, and biological activity of Co(III)-Schiff base complexes, A. King et al., Dalton Trans., 48, 5987–6002(2019); DOI: 10.1039/C8DT04606A.
Structure activity relationships for reversible O₂ chemisorption by the solid phases of Co(salen) and Co(3F-salen), M. Møller et al., JACS Au, 3, 1484−1495(2023); DOI: 10.1021/jacsau.3c00134.
The influences of electronic effect and isomerization of salalen titanium(IV) complexes on ethylene polymerization in the presence of methylaluminoxane, RSC Adv., 9, 41824(2019); DOI: 10.1039/c9ra08899g.

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