Synthesis of Polynitrocubanes.

Abstract

The objective of this research is to prepare polynitrocubanes for possible application as either explosives or propellants. During this reporting period, we have explored the synthesis of fluorodinitroethyl and trinitroethyl substituted cubane esters and amines. This work has led to the synthesis of the first cubane with more than two nitro groups. One of the highlights of this research is the synthesis of tetrakis (fluorodinitroethyl)-1,2,4,7-cubanetetracarboxylate, the first cubane explosive that is balanced to carbon monoxide water, nitrogen and hydrogen fluoride. This is an exciting advance because tetrakis (fluorodinitroethyl)-1,2,4,7-cubanetetracarboxylate is quite thermally stable. A second interesting cubane is N-nitro-N'-nitroso-bis(N,N'-fluorodinitroethyl)-1,4-diamino-cubane, a very interesting derivative of diamino-cubane that will be discussed later in this report. Work over the past year has resulted in: Synthesis of several highly nitrated cubanes; Synthesis of other tetrasubstituted energetic cubanes; and Several advances in cubane methodology have been made. To meet the ultimate goal of synthesis of polynitrocubanes, we are proceeding with studies on direct nitration of the cubyl ring system.

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Document Details

Document Type
Technical Report
Publication Date
Oct 01, 1987
Accession Number
ADA188977

Entities

People

  • Jeffrey C. Bottaro
  • Robert J. Schmitt

Organizations

  • SRI International

Tags

Communities of Interest

  • Energy and Power Technologies
  • Weapons Technologies

DTIC Thesaurus Topics

  • Acylation
  • Carbon Monoxide
  • Chemical Synthesis
  • Chemistry
  • Crystal Structure
  • Dielectric Gases
  • Electrons
  • Energetic Materials
  • Explosives
  • Fuels
  • Iodine Compounds
  • Materials
  • Materials Laboratories
  • Materials Science
  • Materials Testing
  • Military Research
  • Propellants

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry