Research in Energetic Compounds.

Abstract

4,4,8,8-Tetranitrobicylo(3.3.0)-2.6-dioxaoctane was synthesized from 4,8-di-p-tosylatobicyclo(3.3.0)-2,6-dioxoctane. The diazide, obtained by displacement, was reduced to the dramine. Oxidation with MCPBA gave the dinitro compound, and oxidative nitration gave the tetranitro derivative. Work was initiated on the synthesis of nitro-substituted biazetidines and fused tetrahydropyran derivatives. Reactions of mannitol hexatosylate and of 1,6-dibromo-2,5-dichloro-3,4-dimethanesulfonatohexane with t-butylamine resulted in elimination rather than substitution. 3,4-Di-(methanesulfonato)hexa-1,5-diene diepoxide was synthesized, but its reaction with amines did not give the desired bicyclic amines. reported reactions of amines with formaldehyde to give 1,3-dialkyl-1,3-diazetidines could not be duplicated. Reactions of 1,3-dichloro-2-nitro-2-azapropane with amines did not give diazetidines. Work on the synthesis of 1,3,3-trinitroazetidine is summarized as a manuscript.

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Document Details

Document Type
Technical Report
Publication Date
Jan 01, 1985
Accession Number
ADA151250

Entities

People

  • K. Baum
  • T. G. Archibald

Tags

Communities of Interest

  • Weapons Technologies

DTIC Thesaurus Topics

  • Alcohols
  • Amines
  • Chemical Synthesis
  • Chemistry
  • Chlorides
  • Displacement Reactions
  • Materials
  • Military Research
  • Organic Chemistry
  • Polyethylene Glycols
  • Silver Compounds
  • Sodium
  • Sodium Azides
  • Sodium Compounds
  • Sodium Hydroxide
  • Spectra

Fields of Study

  • Chemistry

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  • Organic Chemistry