Research in Energetic Compounds.

Abstract

Fluoronitro polymers for use as binders in pyrotechnics applications were investigated. Isopropyl 3,3-difluroroacrylate and 2,2-difluorovinyl isopropyl ketone were synthesized from 3-chloro-3,3-difluoropropionate and 1-chloro-1,1-difluoro-4-methyl-3-pentanone. Attempted Michael addition reactions of nitronate ions to these olefins failed to give stable adducts. The geminal difluoroazides, 2-azido-2,2-difluoroacetophenone, 1-azido-1,1-difluoro-4-methyl-3-pentanone and isopropyl 3-azido-3,3-difluoropropionate were prepared from the corresponding chlorides with sodium azide. Reaction of lithium 2-nitropropane-1,3-diol acetonide with perfluoroalkyl iodides gave the corresponding 2-perfluoroalkyl-2-nitropropane-1,3-diacetonides. Work was continued on the synthesis of polynitro derivatives of the furofuran ring system. The intermediate furans such as 5-nitro-2-methyl-3-furanmethanol acetate, 3-methyl-2-furanmethanol acetate, and 2,3-furandi-methanol were synthesized, but closure of the second ring has not yet been effected. Work was begun on the synthesis of 1,1,3,3-tetranitrocyclobutane. The model compound 1,1-dinitrocyclobutane was prepared from 1-nitrocyclobutane. Oxidation of 1,3-diaminocyclobutane gave 1,3-dinitrocyclobutane. Keywords: Nitroheterocycles, Ni

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Document Details

Document Type
Technical Report
Publication Date
Feb 01, 1986
Accession Number
ADA164901

Entities

People

  • K. Baum
  • L. C. Garver
  • M. P. Cohen
  • T. G. Archibald

Tags

Communities of Interest

  • Space
  • Weapons Technologies

DTIC Thesaurus Topics

  • Alcohols
  • Alkanes
  • Alkenes
  • Chemical Reactants
  • Chemical Reaction Properties
  • Chemical Synthesis
  • Chemistry
  • Organic Chemistry
  • Sodium Azides
  • Sodium Compounds

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry