Liquid phase oxidation of thiophenol and indene by t-butyl hydroperoxide and oxygen

Journal Article · Fri Jan 01 04:00:00 EST 1988 · Fuel Sci. Technol. Int.; (United States)

DOI:https://doi.org/10.1080/08843758808915882· OSTI ID:7055851

Mushrush, G W; Watkins, J M; Hazlett, R N; Hardy, D R; Eaton, H G

The tert-butyl hydroperoxide (tBHP) or oxygen initiated oxidation of thiophenol in the presence of the active olefin indene was examined in benzene at 120C. The reaction is kinetically complex, but it was possible to relate the product distribution to a few competing reactions. The product mix was determined for several reaction time periods. The product slate was similar for all time periods, but yields of the individual components varied significantly with increasing reaction time. Gaseous products included isobutylene and a trace of methane. The major product from tBHP was t-butanol. The major product observed from thiophenol was phenyl disulfide. Addition products included the major product 2-phenylthiyl indan. Oxidation products included: indanols, indanones, and the sulfoxide and sulfone of the major product 2-phenylthiyl indan. Solvent participation was noted by trace amounts of toluene.

• Research Organization: The Naval Research Lab., Code 6180, Washington, DC (US)
• OSTI ID: 7055851
• Journal Information: Fuel Sci. Technol. Int.; (United States), Journal Name: Fuel Sci. Technol. Int.; (United States) Vol. 6:2; ISSN FSCTE
• Country of Publication: United States
• Language: English

Related Subjects

090121 -- Hydrocarbon Fuels-- Chemical Synthesis-- (1976-1989)
090221* -- Alcohol Fuels-- Chemical Synthesis-- (1976-1989)
10 SYNTHETIC FUELS
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201 -- Chemical & Physicochemical Properties
ALCOHOLS
ALKANES
ALKENES
ALKYL RADICALS
ALKYLATED AROMATICS
AROMATICS
BENZENE
BUTANOLS
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
CONDENSED AROMATICS
EXTRACTION
HYDROCARBONS
HYDROXY COMPOUNDS
INDENE
ISOBUTYL RADICALS
KINETICS
LOW TEMPERATURE
METHANE
ORGANIC COMPOUNDS
ORGANIC SULFUR COMPOUNDS
OXIDATION
PHASE STUDIES
RADICALS
REACTION KINETICS
SEPARATION PROCESSES
SOLVENT EXTRACTION
THIOPHENOLS
TOLUENE