1,2,4-oxadiazole
- CAS No.
- 288-90-4
- Chemical Name:
- 1,2,4-oxadiazole
- Synonyms
- Azoxime;1,2,4-oxadiazole
- CBNumber:
- CB91564357
- Molecular Formula:
- C2H2N2O
- Molecular Weight:
- 70.05
- MDL Number:
- MOL File:
- 288-90-4.mol
1,2,4-oxadiazole Chemical Properties,Uses,Production
Description
1,2,4-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 properties
The 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.
Uses
1,2,4-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
Raw materials
Preparation Products
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