Accession Number : AD0680676

Title :   REACTIONS OF OZONIDES. VII. ISOLATION AND OXIDATION OF OZONOLYSIS PRODUCTS FROM 1-DECENE,

Corporate Author : ROYAL MILITARY COLL OF CANADA KINGSTON (ONTARIO) DEPT OF CHEMISTRY AND CHEMICAL ENGINEERING

Personal Author(s) : Diaper,Dennis G. M.

Report Date : 26 APR 1968

Pagination or Media Count : 5

Abstract : 1-Decene ozonide (1) was isolated by column chromatography of the mixed products of ozonation of 1-decene (2) in several nonpolar solvents. 1-Methoxy- (3) and 1-tertiary butoxynonane-1-hydroperoxide (4) were similarly obtained. The thin-layer chromatographic separation of these products from each other and from other ozonation products was examined. Compounds 3 and 4 were smoothly oxidized to di-(1-alkoxyalkyl)peroxides by Ce(IV). The stoichiometry of this reaction, examined by isothermal calorimetry, was 1:1. Compounds 1, 3, and 4 were oxidized by CF3CO3H and by other oxidizing agents to nonanoic acid with chain degradation loss of 2-30%. (Author)

Descriptors :   (*OZONIDES, OXIDATION), (*HYDROPEROXIDES, OXIDATION), ALKENES, CHROMATOGRAPHIC ANALYSIS, THIN LAYER CHROMATOGRAPHY, CERIUM COMPOUNDS, CALORIMETRY, ACETIC ACID, FLUORINE COMPOUNDS

Subject Categories : Organic Chemistry

Distribution Statement : APPROVED FOR PUBLIC RELEASE