Reaction of atomic oxygen with alkanes. Regioselective alcohol formation on. gamma. -radiolysis of liquid carbon dioxide solutions of alkanes
Gamma-radiolysis of liquid carbon dioxide in the presence of cyclohexane, methylcyclohexane, and cis- or trans-decalin has been studied at 0/sup 0/C. The main products were corresponding alcohols and carbonyl compounds. The oxidizing species from carbon dioxide apparently shows selective attack on C--H bonds of alkane in the order tertiary greater than secondary greater than primary. The observed tendency could be rationalized in terms of the reaction of ground state triplet oxygen atoms, O(/sup 3/P), with alkane in liquid carbon dioxide. In the case of cis- and trans-decalin, highly configurational retention of decalol-9 was observed. The formation of a dimer of alkane was negligibly small. The rapid recombination of radical pairs initially formed by the reaction of O(/sup 3/P) atoms with alkane in a solvent cage is proposed. In addition, the production of cyclohexanone from cyclohexanol is described.
- Research Organization:
- Osaka Univ., Suita, Japan
- OSTI ID:
- 7312620
- Journal Information:
- J. Org. Chem.; (United States), Journal Name: J. Org. Chem.; (United States) Vol. 42:13; ISSN JOCEA
- Country of Publication:
- United States
- Language:
- English
Similar Records
Use of excited-state and ground-state redox properties of polyoxometalates for selective transformation of unactivated carbon-hydrogen centers remote from the functional group in ketones
Reactions between Deuterium and Olefins in the Liquid Phase on Platinum Oxide Catalysts
Related Subjects
400600* -- Radiation Chemistry
ALKANES
CARBON COMPOUNDS
CARBON DIOXIDE
CARBON OXIDES
CHALCOGENIDES
CHEMICAL RADIATION EFFECTS
CHEMICAL REACTIONS
CHEMISTRY
CYCLOALKANES
CYCLOHEXANE
DECALIN
DECOMPOSITION
ELECTROMAGNETIC RADIATION
G VALUE
GAMMA RADIATION
HYDROCARBONS
IONIZING RADIATIONS
LOW TEMPERATURE
ORGANIC COMPOUNDS
OXIDES
OXYGEN COMPOUNDS
RADIATION CHEMISTRY
RADIATION EFFECTS
RADIATIONS
RADIOLYSIS