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809292

3-Methyl-3-(perfluoropyridin-4-yl)-1,5-dioxaspiro[5.5]undecane-2,4-dione

Name: 3-Methyl-3-(perfluoropyridin-4-yl)-1,5-dioxaspiro[5.5]undecane-2,4-dione
Brand: ALDRICH

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About This Item

Formule empirique (notation de Hill):

C₁₅H₁₃F₄NO₄

Numéro CAS:

1632145-37-9

Poids moléculaire :

347.26

Numéro MDL:

MFCD28359682

Code UNSPSC :

12352200

ID de substance PubChem :

329769153

Forme

powder or crystals

Température de stockage

2-8°C

Chaîne SMILES

O=C(C1(C)C2=C(F)C(F)=NC(F)=C2F)OC3(CCCCC3)OC1=O

InChI

1S/C15H13F4NO4/c1-14(7-8(16)10(18)20-11(19)9(7)17)12(21)23-15(24-13(14)22)5-3-2-4-6-15/h2-6H2,1H3

Clé InChI

PWILGKQKDOVPSH-UHFFFAOYSA-N

Description générale

3-Methyl-3-(perfluoropyridin-4-yl)-1,5-dioxaspiro[5.5]undecane-2,4-dione is a substituted Meldrum′s acid derivative. It can be prepared by reacting 3-methyl-1,5-dioxaspiro[5.5]undecane-2,4-dione with pentafluoropyridine.

Application

This compound undergoes cycloreversion to form the fluoro(hetero)aryl ketene, which undergoes efficient coupling with nucleophiles and allows rapid incorporation of highly fluorinated α-fluoro(hetero)aryl acetic acid derivatives.

Autres remarques

Selective Perfluoro- and Polyfluoroarylation of Meldrum′s Acid

Pictogrammes

GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Conseils de prudence

P305 + P351 + P338

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

13 - Non Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Selective perfluoro- and polyfluoroarylation of Meldrum's acid.

Sameera M Senaweera et al.

The Journal of organic chemistry, 79(21), 10466-10476 (2014-10-02)

This work describes the facile and mono-selective per- and polyfluoroarylation of Meldrum's acid to generate a versatile synthon for highly fluorinated α-phenyl acetic acid derivatives, which provide straightforward access to fluorinated building blocks. The reaction takes place quickly, and most

Contenu apparenté

Weaver Group – Professor Product Portal

Organofluorine chemistry is an essential part of drug discovery programs as well as agrochemical programs and even plays a major role in materials chemistry. Despite the undeniable importance of fluorinated organic molecules, our ability to synthesize these substrates is lacking - though arguably it is better than that of Nature. Consequently, methods that allow facile access to fluorinated molecules are important especially when they provide unique access to fluorinated chemical space.

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

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