Accession Number : AD0467534

Title :   VAPOR-PHASE REACTIONS OF ORGANIC COMPOUNDS WITH OXYGEN.

Descriptive Note : Annual rept. no. 2, 20 Jun 64-21 Jun 65,

Corporate Author : STANFORD RESEARCH INST MENLO PARK CA

Personal Author(s) : Mill, Theodore ; Mayo, Frank R.

Report Date : 19 JUL 1965

Pagination or Media Count : 16

Abstract : A series of gas-phase oxidations with 0.03 M cyclopentene, at 100 degrees, using di-t-butyl peroxide initiator, gave a 30% yield of volatile products at 3% conversion. The volatile products contained 29% cyclopentenyl hydroperoxide, 34% cyclopentenol, 23% cyclopentenone, and 13% cyclopentene oxide. Liquid-phase oxidations of cyclopentene at 100 degrees as 0.1, 1.0, and 5.7 molar solutions in chlorobenzene at 8-22% conversion gave 50-60% volatile products, containing about 68% hydroperoxide, 23% epoxide, 5% ketone, and 3% alcohol. An oxygen pressure effect may be responsible for more epoxide in solution runs than in neat cyclopentene oxidations at 50 degrees. For unknown reasons, liquid-phase oxidations of cyclopentene are three to twenty times as fast as gas-phase oxidations. (Author)

Descriptors :   (*CYCLOPENTENES, OXIDATION), (*OXIDATION, PHASE STUDIES), BUTANES, CYCLOPENTANES, PEROXIDES, CATALYSTS, SYNTHESIS(CHEMISTRY), REACTION KINETICS, VAPORS, HYDROPEROXIDES, ACETATES, ESTERS, CHLORINE COMPOUNDS, HYDROGEN COMPOUNDS, CHLORIDES, ALCOHOLS, KETONES, OXIDES, OXYGEN HETEROCYCLIC COMPOUNDS, CHROMATOGRAPHIC ANALYSIS, BUTANOLS, CHEMICAL BONDS, ENERGY, ALIPHATIC COMPOUNDS, HYDROCARBONS.

Distribution Statement : APPROVED FOR PUBLIC RELEASE