Preparative oxidation of cycloalkanes with O(/sup 3/P) atoms. Microwave discharge of CO/sub 2/ as a source of O(/sup 3/P) atoms

Journal Article · Fri May 21 04:00:00 EDT 1982 · J. Org. Chem.; (United States)

OSTI ID:6720577

Zadok, E; Mazur, Y

Reaction of O atoms produced by CO/sub 2/ discharge with cycloalkanes leads to their hydroxy, keto, and epoxy derivatives. The main products of oxidation of isomeric 1,2-dimethylcyclohexanes and cis-decalin were their respective tertiary alcohols formed with a high retention of configuration. This oxidation proceeds via radical mechanisms, and the alcohols are formed by radical combination in a solvent cage. The influence of temperature and of O/sub 2/ on the relative product distribution was investigated. The reactions were performed in a flow system at 2 torr with the substrate placed in a flask with an efficient cooling condenser. The reaction times varied betwen 15 min and 2 h, the reaction temperatures between -78 and 25/sup 0/ C, and the conversions between 20% and 50%.

• Research Organization: Weizmann Institute of Science, Rehovot, Israel
• OSTI ID: 6720577
• Journal Information: J. Org. Chem.; (United States), Journal Name: J. Org. Chem.; (United States) Vol. 47:11; ISSN JOCEA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400301* -- Organic Chemistry-- Chemical & Physicochemical Properties-- (-1987)
ALKANES
CARBON COMPOUNDS
CARBON DIOXIDE
CARBON OXIDES
CHALCOGENIDES
CHEMICAL REACTION KINETICS
CHEMICAL REACTION YIELD
CHEMICAL REACTIONS
CYCLOALKANES
DATA
ELECTRIC DISCHARGES
ELECTROMAGNETIC RADIATION
EPOXIDES
EXPERIMENTAL DATA
GAMMA RADIATION
HIGH-FREQUENCY DISCHARGES
HYDROCARBONS
HYDROXY COMPOUNDS
INFORMATION
IONIZING RADIATIONS
KETONES
KINETICS
NUMERICAL DATA
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
OXIDATION
OXIDES
OXYGEN COMPOUNDS
RADIATIONS
REACTION KINETICS
TEMPERATURE DEPENDENCE
YIELDS