Synthesis of Potential High-Energy Fuels

Abstract

The synthesis of multigram quantities of 1,3,3-trimethylcyclopropene was accomplished using a modified literature procedure. The stability of this material towards different conditions was studied. Oxygen reacts with the neat material to quickly form a thick polymeric gum which eventually solidifies to a white solid. In the presence of Lewis acids such as untreated glass or metals such as stainless steel or copper, neat cyclopropene will form a 2+2 dimeric product in high yield. Hydrocarbon solutions (e.g. RP-1) of the cyclopropene are much more stable to these mild Lewis acid conditions but will also produce the dimeric product. A multigram sample of the cyclopropene was sent for testing in the microthruster at Phillips Laboratory. A convenient large scale synthesis of 3-chloro-2-chloromethylpropene was developed starting with pentaerythritol. This compound serves as the starting material for a two step synthesis of 1.1.1 propellane.

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Document Details

Document Type
Technical Report
Publication Date
Jul 13, 1993
Accession Number
ADA267508

Entities

People

  • William P. Dailey

Organizations

  • University of Pennsylvania

Tags

Communities of Interest

  • Energy and Power Technologies

DTIC Thesaurus Topics

  • Abstracts
  • Acids
  • Buildings And Structures
  • Chemical Compounds
  • Chemical Synthesis
  • Chemistry
  • Cyclic Hydrocarbons
  • Energy
  • High Energy
  • Hydrocarbons
  • Lewis Acids
  • Literature
  • Materials
  • Stainless Steel
  • Steel
  • Structural Isomers

Fields of Study

  • Chemistry

Readers

  • Metallurgy
  • Organic Chemistry
  • Polymer Science and Engineering.