6-Fluoro-4-chromanone

CAS Number 66892-34-0

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

A fluorinated heterocyclic building block

Used as a synthesis intermediate for enzyme inhibitors and dye-sensitized solar cells (DSSCs)

Overview
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6-Fluoro-4-chromanone (CAS number 66892-34-0) is a fluorinated heterocyclic compound that is a benzene-fused dihydropyran with a fluorine and a ketone substituent. The fluorine group enhances the lipophilicity of 6-fluoro-4-chromanone, and also favours further functionalization via nucleophilic aromatic substitution. Through this method, chromophoric xerogels are synthesized for sensor applications. The ketone substituent supports functionalization through an aldol reaction. 6-Fluoro-4-chromanone is also used as an enzyme inhibitor such as Sirtuin 2 (an enzyme related to aging diseases).

6-Fluoro-4-chromanone can be fully aromatized in an oxidation reaction catalysed by iodine, to expand its application to DSSCs.

Multiple functional groups

For facile synthesis

Worldwide shipping

Quick and reliable shipping

High purity

>99% High purity

Fluorinated chromanone building block

For semiconductors, dyes, and solar cells

General Information

CAS Number	66892-34-0
Chemical Formula	C₉H₇FO₂
Full Name	6-Fluoro-2,3-dihydro-4H-chromen-4-one
Molecular Weight	166.15 g/mol
Synonyms	6-Fluorochroman-4-one
Classification / Family	Dyes, Semiconductor synthesis intermediates, organic photovoltaics

Chemical Structure

Product Details

Purity	99%
Boiling Point	T_m = 114 °C – 116 °C
Appearance	Off-white powder

MSDS Documentation

6-Fluoro-4-chromanone MSDS Sheet

Literature and Reviews

A one-pot synthesis of chromophoric silicate-based xerogels, S. Spange et al., Angew. Chem. Int. Ed., 41, 1729-1732(2002); DOI: 10.1002/1521-3773(20020517)41:10<1729::AID-ANIE1729>3.0.CO;2-V.
Efficient synthesis of chromones with alkenyl functionalities by the Heck reaction, T. Patonay et al., Aust. J. Chem., 63, 1582–1593(2010); DOI:10.1071/CH10295.
Eploration of chromone-based thiosemicarbazone derivatives: SC-XRD/DFT, spectral (IR, UV−Vis) characterization, and quantum chemical analysis, R. Basri et al., ACS Omega, 5, 30176-30188(2020); DOI: 10.1021/acsomega.0c04653.
Preparation of a 2-(4-fluorophenyl)indole-modified xerogel and its use for the fabrication of screen-printed electrodes for the electrocatalytic determination of sulfide, G. Roman et al., Anal. Chim. Acta, 523, 201-207(2004); DOI: 10.1016/j.aca.2004.07.037.
Synthesis and evaluation of substituted chroman-4-one and chromone derivatives as sirtuin 2‑selective inhibitors, M. Fridén-Saxin et al., J. Med. Chem. 55, 7104-7113(2012); DOI: 10.1021/jm3005288.

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