New Synthetic Techniques for Advanced Propellant Ingredients: Trifluoromethanesulfonate Derivitive Intermediates

Abstract

The metathesis reaction between silver triflate and bromoalkanes potentially offers an attractive synthetic complement to the well known alcohol condensation with triflic anhydride for organic triflate esters. Dibromoalkanes can further give difunctional triflate intermediates and could provide convenient routes to asymmetrically substituted derivatives. Certain shorter members of the alpha,omega-dibromoalkane homologous series display a unique reactivity and product selectivity over higher homologues and corresponding 1 monobromoalknaes. Triflate products from monobromoalkanes and alpha,omega- dibromoalkanes greater than 1,4-dibromobutane can lead to benzene solvent alkylation or polymerization in CC14, but the lower 1,2- through 1,4- dibromoalkanes produce desired monobromoalkyl triflate and akanediyl ditriflate products under the same reaction conditions. Keywords: Trifluoromethanesulfonate; Energetic materials; Propellants; Ingredients; Synthesis(Chemistry); Fluorodintroethyl; Nitrogen compounds.

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Document Details

Document Type
Technical Report
Publication Date
Apr 01, 1987
Accession Number
ADA180620

Entities

People

  • John L. Andreshak
  • Robert A. Hildreth
  • Robert D. Chapman
  • Scott A. Shackelford
  • Stephen P. Herrlinger

Tags

Communities of Interest

  • Space
  • Weapons Technologies

DTIC Thesaurus Topics

  • Air Force
  • Air Force Facilities
  • Alkanes
  • Carbon Tetrachloride
  • Chemical Kinetics
  • Chemical Reactants
  • Chemical Reaction Properties
  • Chemical Synthesis
  • Chemistry
  • Classification
  • Ethers
  • Governments
  • Halogens
  • Organic Chemistry
  • Reaction Time
  • Security
  • Silica Gels

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry
  • Rocket Propulsion.