STUDIES IN THE HALOGENATION OF ALIPHATIC COMPOUNDS

Abstract

The relative rates of the gas phase chlorination of n-hexane at the primary and secondary positions were studied and a rate expression obtained. The chlorination and bromination of 1,1,1-trifluoropentane and 1-fluorobutane were studied in the gas phase using a static system. The reactions were studied at several temperatures and approximate values of the Arrhenius parameters for attack at each site in the molecules were obtained. The results confirm earlier work and show that the CF3 group exerts a very powerful deactivating effect on halogenation at adjacent sites. The chlorination and bromination of n-valeryl fluoride chloride and methyl valerate were studied in the gas phase using a static system. The acyl group deactivates halogenation at adjacent methylene groups, but to a lesser extent at the alpha-position than would be expected on purely polar grounds. The gas phase reaction of fluorine and carbon tetrachloride with nitrogen as a diluent was studied in a flow system. The extent of reaction was followed by determining the halide formed when unchanged fluorine and any fluorine monochloride produced was converted into hydrogen fluoride and hydrogen chloride.

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Document Details

Document Type
Technical Report
Publication Date
Oct 01, 1965
Accession Number
AD0626758

Entities

People

  • Harpreet Singh
  • I. Galiba
  • J. M. Tedder

Organizations

  • University of Sheffield

Tags

Communities of Interest

  • Energy and Power Technologies
  • Ground and Sea Platforms

DTIC Thesaurus Topics

  • Air Force
  • Aliphatic Compounds
  • Alkanes
  • Carbon Tetrachloride
  • Chemical Reactions
  • Chlorination
  • Crystal Structure
  • Ethers
  • Fluorination
  • Gas Chromatography
  • Governments
  • Halogenation
  • Magnetic Resonance
  • Materials
  • Materials Laboratories
  • Nuclear Magnetic Resonance
  • Phase

Readers

  • Combustion science or combustion engineering.
  • Electrochemical Engineering/ Fuel Cell Technologies
  • Organic Chemistry