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809136

3-Propyl-3-(2,3,5,6-tetrafluoro-4-nitrophenyl)-1,5-dioxaspiro[5.5]undecane-2,4-dione

Name: 3-Propyl-3-(2,3,5,6-tetrafluoro-4-nitrophenyl)-1,5-dioxaspiro[5.5]undecane-2,4-dione
Brand: ALDRICH

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About This Item

Fórmula empírica (notación de Hill):

C₁₈H₁₇F₄NO₆

Número de CAS:

1632145-40-4

Peso molecular:

419.32

MDL number:

MFCD28359688

UNSPSC Code:

12352202

PubChem Substance ID:

329769141

form

powder

storage temp.

2-8°C

SMILES string

FC1=C(F)C([N+]([O-])=O)=C(F)C(F)=C1C2(CCC)C(OC3(CCCCC3)OC2=O)=O

InChI

1S/C18H17F4NO6/c1-2-6-18(9-10(19)12(21)14(23(26)27)13(22)11(9)20)15(24)28-17(29-16(18)25)7-4-3-5-8-17/h2-8H2,1H3

InChI key

JWAHHCQJIGIGMQ-UHFFFAOYSA-N

General description

3-Propyl-3-(2,3,5,6-tetrafluoro-4-nitrophenyl)-1,5-dioxaspiro[5.5]undecane-2,4-dione can be synthesized from pentafluoronitrobenzene, 3-propyl-1,5-dioxaspiro[5.5]undecane-2,4-dione, N,N-diisopropylethylamine and CH₃CN.

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.

Other Notes

Selective Perfluoro- and Polyfluoroarylation of Meldrum′s Acid

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_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

Contenido relacionado

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.

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