2-Furoyltrifluoroacetone

CAS Number 326-90-9

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

A fluorinated β-diketone building block

Used as a synthesis intermediate for metal complexes, isoxazoles, pyrimidine and pyrazoles in application of OLEDs, displays, and drug discovery

Overview
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2-Furoyltrifluoroacetone (CAS number 326-90-9) is a derivative of β-diketone with a furan and a trifluoromethyl substituents. 2-Furoyltrifluoroacetone is directly applied as a ligand to the synthesis of luminescent terbium (Tb III) and lanthanide (Ln III) complexes that are used OLEDs and displays. The complexes have high quantum efficiency of 77% and long lifetime of 842 μs.

The furan of 2-Furoyltrifluoroacetone can be easily modified via Diels-Alder reactions (with electron deficient dienophiles) and electrophilic substitution.

The β-diketone (1,3-diketone) moiety is a precursor for many other heterocyclic compounds. 2-Furoyltrifluoroacetone reacts with hydrazine to form pyrazole, with hydroxylamine to form isoxazole, and with urea pyrimidine. The heterocyclic compounds are investigated as active pharmaceutical ingredients (APIs) for anticancer and anti-inflammatory drug discovery.

Multiple functional groups

For facile synthesis

Fluorinated diketone building block

For drug discovery, ligands, and OLEDs

Worldwide shipping

Quick and reliable shipping

High purity

>98% High purity

General Information

CAS Number	326-90-9
Chemical Formula	C₈H₅F₃O₃
Full Name	4,4,4-Trifluoro-1-(2-furyl)-1,3-butanedione
Molecular Weight	206.12 g/mol
Synonyms	Perfluoroacetyl(2-furoyl)methane
Classification / Family	Fluorinated building block, Heterocyclic building block, Diketone Derivatives, Pyrazoles, OLEDs, APIs, Display

Chemical Structure

Product Details

Purity	98%
Melting Point	T_m = 19 °C – 21 °C
Boiling Point	T_b= 203 °C at 760 mmHg
Relative Density	1.391 g/mL at 25 °C
Appearance	Clear liquid

MSDS Documentation

2-Furoyltrifluoroacetone MSDS Sheet

Literature and Reviews

Luminescent Tb(III) complexes with Lewis bases for displays: Synthesis and spectral investigation, A. Hooda et al, Inorg. Chem. Commun., 151, 110583(2023); DOI: 10.1016/j.inoche.2023.110583.
Anticancer activity of novel 3‐(furan‐2‐yl)pyrazolyl and 3‐(thiophen‐2‐yl)pyrazolyl hybrid chalcones: Synthesis and in vitro studies, M. Helmy et al., Arch. Pharm., 355, e2100381(2022); DOI: 10.1002/ardp.202100381.
Exploration of photophysical behavior of lanthanide complex and its hybrids, S. Wankar et al., Spectrochim. Acta A Mol. Biomol., 254, 119629(2021); DOI: 10.1016/j.saa.2021.119629.
Heteroaromatic analogues of 1,5-diarylpyrazole class as anti-inflammatory agents, P. Sharma et al., Med. Chem. Res., 21, 3757–3766(2012); DOI: 10.1007/s00044-011-9898-4.
Improved regioselectivity in pyrazole formation through the use of fluorinated alcohols as solvents: synthesis and biological activity of fluorinated tebufenpyrad analogs, S. Fustero et al., J. Org. Chem., 73, 3523–3529(2008); DOI: 10.1021/jo800251g.
Structure-related mode-of-action differences of anticancer organoruthenium complex with β-diketonates, S. Seršen et al., J. Med. Chem., 58(9), 3984–3996(2015); DOI: 10.1021/acs.jmedchem.5b00288.

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