Oxidation of Sulfur and Amine Model Compounds.

Abstract

Rapid removal of toxic agents from surfaces by techniques that employ atmospheric oxygen as the reactive species have considerable advantage over chemical or physical techniques that require spray, detergents, or surface coatings that are consumed in the reaction. This study is directed toward evaluating free radical oxidation and singlet oxygenation of sulfur and amine simulants for toxic agents at useful rates. The objectives of the work are to compare the rates of oxidation of some model sulfides and amines by free radicals and singlet oxygen to determine which reagents have the best potential as rapid and efficient decontaminating agents. To simplify the investigation the authors used two relatively nontoxic compounds, dibutyl sulfide (Bu2S) and ethyl diisopropylamine (i-Pr2NEt) as models for toxic agents containing sulfur and nitrogen. Photooxygenation of n-Bu2S with Rose Bengal (RB) and Methylene Blue (MB) gave rapid and high conversions of Bu2S to Bu2SO in MeOH with 0.0001 to 0.00001 M RB; sensitizer turnover numbers for RB and MB were 10,000 and 35,000 respectively. Photooxygenation of iPr2NEt with RB or MB under conditions similar to those used for Bu2S gave less than 0.4% conversion of the amine. The free radical initiated oxidation of di-n-butyl sulfide (Bu2S) at 60C gives a slow conversion of sulfide to a complex mixture of products.

Document Details

Document Type
Technical Report
Publication Date
Jul 01, 1975
Accession Number
ADA012910

Entities

People

  • C. Gould
  • F. R. Mayo
  • L. Piszkiewicz
  • T. Mill

Organizations

  • SRI International

Tags

DTIC Thesaurus Topics

  • Amines
  • Chemical Compounds
  • Complex Mixtures
  • Conversion
  • Detergents
  • Free Radicals
  • Methylene Blue
  • Methylenes
  • Nitrogen
  • Oxidation
  • Oxygen
  • Oxygenation
  • Redox Indicators

Fields of Study

  • Chemistry

Readers

  • Aerospace Engineering
  • Analytical Chemistry
  • Organic Chemistry