406228
3-(Trifluoromethyl)pyrazole
99%
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About This Item
Fórmula empírica (notación de Hill):
C4H3F3N2
Número de CAS:
Peso molecular:
136.08
Beilstein/REAXYS Number:
1564179
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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assay
99%
bp
70 °C/2 mmHg (lit.)
mp
45-47 °C (lit.)
SMILES string
FC(F)(F)c1cc[nH]n1
InChI
1S/C4H3F3N2/c5-4(6,7)3-1-2-8-9-3/h1-2H,(H,8,9)
InChI key
PYXNITNKYBLBMW-UHFFFAOYSA-N
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General description
3-(Trifluoromethyl)pyrazoles is a heterocyclic building block. It undergoes alkylation with alkyl iodides in DMF to afford the N-alkyl pyrazoles. It participates in the synthesis of disubstituted pyrimidines.
Application
3-(Trifluoromethyl)pyrazole may be used in copper-catalyzed pyrazole N-arylation. It may be used in the synthesis of sodium hydridotris(1H-3-trifluoromethylpyrazol-1-yl)borate by heating with sodium borohydride.
signalword
Warning
hcodes
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
ppe
dust mask type N95 (US), Eyeshields, Gloves
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[A simple method for the direct preparation of O2,3'-cyclo-2'-desoxynucleosides].
G Kowollik et al.
Tetrahedron letters, 44(44), 3863-3865 (1969-09-01)
The effect of the 3-trifluoromethyl substituent in polypyrazolylborato complexes on the iron(II) spin state; X-ray diffraction and absorption and Mossbauer studies.
Cecchi P, et al.
Inorgorganica Chimica Acta, 318(1), 67-76 (2001)
Mild Conditions for Copper-Catalysed N-Arylation of Pyrazoles.
Cristau HJ, et al.
European Journal of Organic Chemistry, 4, 695-709 (2004)
Wei Zhang
Organic letters, 5(7), 1011-1013 (2003-03-28)
[reaction: see text] The fluorous synthesis of disubstituted pyrimidines is carried out by attaching 2,4-dichloro-6-methylpyrimidine with 1H,1H,2H,2H-perfluorodecanethiol. The tagged substrate is substituted with 3-(trifluoromethyl)pyrazole followed by thioether oxidation and tag displacement with amines or thiols. The fluorous chain serves as
George P Lahm et al.
Bioorganic & medicinal chemistry letters, 15(22), 4898-4906 (2005-09-17)
A novel class of anthranilic diamides has been discovered with exceptional insecticidal activity on a range of Lepidoptera. These compounds have been found to exhibit their action by release of intracellular Ca2+ stores mediated by the ryanodine receptor. The discovery
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