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1,2,4-oxadiazole

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1,2,4-oxadiazole Basic information
Product Name:1,2,4-oxadiazole
Synonyms:1,2,4-oxadiazole;Azoxime
CAS:288-90-4
MF:C2H2N2O
MW:70.05
EINECS:
Product Categories:
Mol File:288-90-4.mol
1,2,4-oxadiazole Structure
1,2,4-oxadiazole Chemical Properties
Melting point 69-70 °C(Solv: ethanol (64-17-5))
Boiling point 87 °C
density 1.193±0.06 g/cm3(Predicted)
pka-0.28±0.20(Predicted)
Safety Information
MSDS Information
1,2,4-oxadiazole Usage And Synthesis
Description1,2,4-Oxadiazole is a five-membered, planar, conjugated, nonbenzonoid, aromatic heterocyclic system comprised of one oxygen atom and two nitrogen atoms at positions 2 and 4 of the oxadiazole ring. The oxadiazole ring has two pyridine-like nitrogen atoms. Positions 3 and 5 are vulnerable for nucleophilic substitution to form 3,5-disubstituted 1,2,4-oxadiazoles. The topography of the 1,2,4-oxadiazole ring reveals that it has a more heterodiene character compared to its aromatic nature. The substituted 1,2,4-oxadiazole ring system was first reported in 1880 but the parent 1,2,4-oxadiazole was not reported until 1962 because of instability of the molecule.
Physical propertiesThe parent 1H-1,2,4-oxadiazole is highly unstable and its synthesis has not been reported so far. The 3,5-disubstituted 1,2,4-oxadiazoles are stable, while monosubstituted oxadiazoles are less stable and prone to acid- and base-induced hydrolysis. The 13C NMR spectra of 3,5-diaryl-1,2,4-oxadiazoles in CDCl3 showed chemical shift for C3 at 168.8–169.0 ppm and C5 at 174.7–175.8 ppm.
Uses1,2,4-Oxadiazole can be used in biological study of antitubercular activity of butyrate-specific oxadiazoles against Mycobacterium tuberculosis and their cytotoxicity on monkey kidney cells.
1,2,4-oxadiazole Preparation Products And Raw materials
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