Synthesis and Low Temperature Spectroscopic Observation of 1,3,5-Trioxane-2,4,6-Trione: The Cyclic Trimer of Carbon Dioxide

Abstract

1,3,5-Trioxane-2,4,6-trione (cyclic trimer of CO2) is the product of a four-step synthesis: chlorination of isobutyraldehyde; cyclotrimerization of 2-chloro-2-methylpropanal; dehydochlorination of 2,4,6-tris(2-chloropropan)-2-yl-1,3,5-trioxane; ozonolysis at 80 C of 2,4,6-tri(propan-2-ylidene)-1,3,5-trioxane. This trioxane-trione is detected in solution attemperatures between 80 to 40 C, and its conversion to CO2 is monitored by 13C NMR and FTIR. The CO2 trimer has a half-life of approximately 40 min at 40 C.

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Document Details

Document Type
Technical Report
Publication Date
Aug 19, 2016
Accession Number
AD1010682

Entities

People

  • Arthur W. Snow
  • Michael J. Rodig
  • Paul Scholl
  • Simon Rea

Organizations

  • United States Naval Research Laboratory

Tags

Communities of Interest

  • Advanced Electronics
  • Energy and Power Technologies
  • Sensors

DTIC Thesaurus Topics

  • Alcohols
  • Carbon Dioxide
  • Chemical Shifts
  • Chemical Synthesis
  • Chemistry
  • Crystal Structure
  • Density Functional Theory
  • Low Temperature
  • Materials
  • Measurement
  • Military Research
  • Molecules
  • Observation
  • Organic Chemistry
  • Spectra
  • Spectroscopy
  • United States

Fields of Study

  • Chemistry

Readers

  • Electrochemical Engineering/ Fuel Cell Technologies
  • Organic Chemistry