The Photochemistry of Nitramines, I: Preparation of Nitroxides in Solution and in Situ in Single Crystals.

Abstract

Ultraviolet irradiation of cyclic nitramines, both in solution and as single crystals, reveals an EPR signal due to nitroxide radicals. Photolysis of solutions of nitramines in 1,3-propanediol cyclic carbonate in the EPR cavity allowed preparation and assignment of the spectra of pyrrolidine N-oxide, piperidine N-oxide, morpholine N-oxide, 4-methyl-piperidine N-oxide, 4-t-butylpiperidine N-oxide, 4-nitro-piperazine N-oxide, 3-nitro-1,3, diazacyclohexane N-oxide, and 3,5-dinitro-1,3,5-triazacyclohexane N-oxide. Photolysis of N-nitropyrrolidine and N-nitro morpholine single crystals led to in situ generation of pyrrolidine N-oxide and morpholine N-oxide respectively, and hyperfine tensors for both nitrogen and hydrogen coupling were assigned. (Author)

Document Details

Document Type
Technical Report
Publication Date
Jun 01, 1971
Accession Number
AD0727687

Entities

People

  • John William Bodnar

Organizations

  • Naval Postgraduate School

Tags

DTIC Thesaurus Topics

  • 1-Ring Heterocyclic Compounds
  • Carbonates
  • Chemical Compounds
  • Chemistry
  • Couplings
  • Crystals
  • Cyclic Compounds
  • Demographic Cohorts
  • Heterocyclic Compounds
  • Hydrogen
  • Morpholine
  • Nitramines
  • Nitrogen
  • Photochemistry
  • Photolysis
  • Single Crystals

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry