VAPOR-PHASE REACTIONS OF ORGANIC COMPOUNDS WITH OXYGEN

Abstract

A series of gas-phase, peroxide-initiated oxidations of isobutane was carried out at 100C with pressures of isobutane ranging from 1 to 13 atmospheres. The yields of hydroperoxide increased with increasing pressure: from 16% at one atmosphere to 92% at 13 atmospheres (with < 1% conversion of isobutane). The rate of the t-Bu2O2-induced decomposition of t-butyl hydroperoxide in the gas phase at 100C in the absence of oxygen depends on the kind and concentration of added hydrocarbon. Liquid-phase data on the oxidations of isobutane at 50C and 80C were used to estimate rates of oxidation, kinetic chain lengths, and times for 99% conversion for oxidations of liquid isobutane and very dilute gaseous isobutane at 30C. The gas-phase oxidation of cyclopentene at 1-3 atmospheres at 100C and 155C gave hydroperoxide (and its decomposition products), epoxide and unidentified high-boiling materials in proportions which depend on the concentration of cyclopentene. The liquid-phase oxidation at 100C (and below) gave more than 90% yield of hydroperoxide. Two postulates were applied to literature data on the gas-phase oxidation of isobutylene and found to provide a useful correlation. Catalysis by hydrogen chloride of free radical chain oxidations of hydrocarbons by alkoxy radical carriers is proposed and discussed.

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Document Details

Document Type
Technical Report
Publication Date
Jul 15, 1964
Accession Number
AD0603096

Entities

People

  • Frank R. Mayo
  • Theodore Mill

Organizations

  • SRI International

Tags

Communities of Interest

  • Energy and Power Technologies

DTIC Thesaurus Topics

  • Alcohols
  • Alkanes
  • Alkenes
  • Chemical Reaction Properties
  • Chemical Reactions
  • Chemical Synthesis
  • Chemistry
  • Cyclic Hydrocarbons
  • Decomposition
  • Hydrocarbons
  • Length
  • Liquid Phases
  • Low Temperature
  • Materials
  • Organic Chemistry
  • Vapor Phases

Fields of Study

  • Chemistry
  • Environmental science

Readers

  • Organic Chemistry