Synthesis of C13- and N15-Labeled DNAN

Abstract

Isotopically labeled (C13 and N15) and unlabeled DNAN were synthesized in two steps from chlorobenzene in high purity and regioselectivity with an overall yield of 69% from readily available materials. The syntheses and full characterizations (H1, C13, N14, N15 NMR, IR, and HRMS) of labeled and unlabeled DNAN, as well as its synthetic precursor, 1-chloro-2,4-dinitrobenzene, are discussed. The use of isotopically labeled material and their spectra will enable the toxicity and biodegradation potential of DNAN to be more easily determined.

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Document Details

Document Type
Technical Report
Publication Date
Jul 24, 2014
Accession Number
ADA609833

Entities

People

  • Joseph D. Mannion

Organizations

  • Naval Surface Warfare Center Indian Head Division

Tags

Communities of Interest

  • Counter IED
  • Weapons Technologies

DTIC Thesaurus Topics

  • Biodegradation
  • Chemical Shifts
  • Chemical Synthesis
  • Chemistry
  • Explosive Ordnance Disposal
  • Explosives
  • High Energy
  • Insensitive Explosives
  • Magnetic Resonance
  • Mass Spectrometry
  • Mass Spectroscopy
  • Materials
  • Munitions
  • Spectra
  • Spectroscopy
  • Surface Warfare
  • Test And Evaluation

Fields of Study

  • Chemistry

Readers

  • Polymer Science and Technology
  • Systems Analysis and Design
  • Toxicology/Environmental Toxicology