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2,6-Difluorocinnamic aldehyde

CAS Number 117338-43-9

Chemistry Building Blocks, Fluorinated Building Blocks, Materials, Monomers

Product Code B2761-250mg
Price $113 ex. VAT

A fluorinated cinnamaldehyde building block

Used as a synthesis intermediate for APIs and macromolecules

Specifications | MSDS | Literature and Reviews

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

Multiple functional groups

For facile synthesis

Fluorinated building block

Fluorinated cinnamic aldehyde building block

For drug discovery, medicinal chemistry and biochemistry research

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High purity 117338-43-9

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

2,6-Difluorocinnamic aldehyde chemical structure, CAS 117338-43-9.
2,6-Difluorocinnamic aldehyde chemical structure, CAS 117338-43-9

Product Details

Purity 97%
Melting Point N/A
Appearance White crystals

MSDS Documentation

2,6-Difluorocinnamic aldehyde2,6-Difluorocinnamic aldehyde MSDS Sheet

Literature and Reviews

  1. 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.
  2. Corroles and hexaphyrins: synthesis and application in cancer photodynamic therapy, S. Lopes et al., Molecules, 25, 3450(2020); DOI: 10.3390/molecules25153450.
  3. 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.
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