VAPOR-PHASE REACTIONS OF ORGANIC COMPOUNDS WITH OXYGEN.
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)
Document Details
- Document Type
- Technical Report
- Publication Date
- Jul 19, 1965
- Accession Number
- AD0467534
Entities
People
- Frank R. Mayo
- Theodore Mill
Organizations
- SRI International