809179
N-Ethyl-N-isopropylpropan-2-aminium 3-(3-Chloro-2,5,6-trifluoropyridin-4-yl)-4-oxo-1,5-dioxaspiro[5.5]-undec-2-en-2-olate
≥95%
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About This Item
Empirical Formula (Hill Notation):
C22H30ClF3N2O4
CAS Number:
Molecular Weight:
478.93
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22
SMILES string
FC1=C(F)N=C(F)C(Cl)=C1C2=C([O-])OC3(CCCCC3)OC2=O.CC[NH+](C(C)C)C(C)C
InChI
1S/C14H11ClF3NO4.C8H19N/c15-8-6(9(16)11(18)19-10(8)17)7-12(20)22-14(23-13(7)21)4-2-1-3-5-14;1-6-9(7(2)3)8(4)5/h20H,1-5H2;7-8H,6H2,1-5H3
InChI key
PCXHULBKBXNUIT-UHFFFAOYSA-N
assay
≥95%
form
powder
mp
118-123 °C
storage temp.
2-8°C
General description
N-Ethyl-N-isopropylpropan-2-aminium 3-(3-chloro-2,5,6-trifluoropyridin-4-yl)-4-oxo-1,5-dioxaspiro[5.5]-undec-2-en-2-olate is a fluoroarylated-meldrum′s acid adduct. It can be prepared by reacting cyclohexyl-Meldrum′s acid with 3-chloro-2,4,5,6- tetrafluoropyridine.
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.
signalword
Warning
hcodes
pcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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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
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