2,6-Difluorocinnamic aldehyde

CAS Number 117338-43-9

Chemistry Building Blocks, Fluorinated Building Blocks, Materials, Monomers

2,6-Difluorocinnamic aldehyde CAS 117338-43-9

A fluorinated cinnamaldehyde building block

Used as a synthesis intermediate for APIs and macromolecules

Overview
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2,6-Difluorocinnamic aldehyde (CAS number 117338-43-9) is a cinnamaldehyde derivative with fluorine substituents at 2- and 6-position. 2,6-Difluorocinnamic aldehyde includes a propenal functional group, allowing it to engage in conjugative addition with Gillman reagents and direct addition onto the aldehyde using Grignard reagents. 2,6-Difluorocinnamic aldehyde reacts with methylbenzimidazole through nucleophilic substitution for antimicrobials, yielding antimicrobial compounds with demonstrated potency of 32 µg/mL.

When subjected to an oxidative condensation reaction catalysed by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), 2,6-difluorocinnamic aldehyde and dipyrromethene yield hexaphyrin molecules. Notably, the alkene moiety present in 2,6-difluorocinnamic aldehyde proves advantageous for ruthenium-catalysed C-H activations.

Multiple functional groups

For facile synthesis

Fluorinated cinnamic aldehyde building block

For drug discovery, medicinal chemistry and biochemistry research

Worldwide shipping

Quick and reliable shipping

High purity

>97% High purity

General Information

CAS Number	117338-43-9
Chemical Formula	C₉H₆F₂O
Full Name	2,6-Difluorocinnamic aldehyde
Molecular Weight	168.14 g/mol
Synonyms	3-(2,6-Difluorophenyl)acrylaldehyde, 3-(2,6-Difluorophenyl)prop-2-enal
Classification / Family	Fluorinated building blocks, Aldehyde building blocks, APIs, Macromolecules

Chemical Structure

Product Details

Purity	97%
Melting Point	N/A
Appearance	White crystals

MSDS Documentation

2,6-Difluorocinnamic aldehyde MSDS Sheet

Literature and Reviews

Cinnamaldehyde derivatives act as antimicrobial agents against Acinetobacter baumannii through the inhibition of cell division, W. Chai et al., Front. Microbiol., 13, 967949(2022); DOI: 10.3389/fmicb.2022.967949.
Corroles and hexaphyrins: synthesis and application in cancer photodynamic therapy, S. Lopes et al., Molecules, 25, 3450(2020); DOI: 10.3390/molecules25153450.
Inhibition of spontaneous mutagenesis by vanillin and cinnamaldehyde in Escherichia coli: dependence on recombinational repair, D. Shaughnessy et al., Mutat. Res., 602(1-2), 54–64(2006); DOI: 10.1016/j.mrfmmm.2006.08.006.
Ruthenium-catalyzed reactions for organic synthesis, T. Naota et al., Chem. Rev., 98, 2599–2660(1998); DOI: 10.1021/cr9403695.

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