Preparation Oxaziridines from Olefins
โ Scribed by Dr. Manfred Schulz; Dipl.-Chem. D. Becker; Prof. Dr. A. Rieche
- Publisher
- John Wiley and Sons
- Year
- 1965
- Tongue
- English
- Weight
- 212 KB
- Volume
- 4
- Category
- Article
- ISSN
- 0044-8249
No coin nor oath required. For personal study only.
โฆ Synopsis
a good yield of a hydroperoxide is obtained whose elemental analysis and content of active oxygen indicate the structure (2). oc;;.c> 0 (31
The infrared spectrum of (2) in KBr does not contain the band at 1660 cm-1 due to the C=N group which is observed in the spectrum of ( I ) ; a new band at 3275 cm-1 can be ascribed to an N-H valence vibration. In solution at room temperature the hydroperoxide ( 2) is partially dissociated into starting components, but on heating for a short time at 80 " C in an inert solvent, e . g . benzene, it loses a molecule of water to yield pentamethylene-N-cyclohexyloxaziridine (3).
The addition of hydrogen peroxide can also be effected with other Schiff bases; the products are invariably a-hydroperoxyamines ( 4 ) .
๐ SIMILAR VOLUMES
Alkylated olefins were directly synthesized in good yields by the deoxygenation reaction of epoxides with concomitant introduction of the alkyl group using lithium tetraalkylcerate. Styreneoxide and (I-naphthyl)ethyleneoxide gave terminal olefins, while ethyleneoxide replaced by aliphatic substituen