Related Experiment Video
Updated: Jun 10, 2025

Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
Published on: April 19, 2019
Energetic Salts of Cubane-1,4-Dimethylnitrocarbamate
Andreas Bartonek1, Thomas M Klapötke1, Burkhard Krumm1
1Energetic Materials Research, Department of Chemistry, Ludwig-Maximilian University Munich, Butenandtstr. 5-13 (D), 81377 Munich, Germany.
Abstract:
Several salts of cubane-1,4-dimethylnitrocarbamate (CMNC) were synthesized. The divalent CMNC is deprotonated by alkaline, alkaline earth metal, and nonmetal bases to form the corresponding salts. The compounds were characterized and analyzed by multinuclear NMR and IR spectroscopy, mass spectrometry, elemental analysis, single crystal X-ray, and thermoanalytical techniques. The energies of formation for the salts were calculated using Gaussian. Detonation performances were calculated with the Explo5 (V6.03) computer code. The sensitivities toward impact and friction were determined and compared to the neutral CMNC.
Related Concept Videos
Carboxylic Acids to Methylesters: Alkylation using Diazomethane
1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Mechanism
1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Overview
The nitrous acid is unstable. Hence, it is formed in situ from a solution of sodium nitrite and cold aqueous acids such as hydrochloric or sulfuric acid. In an acidic solution, the –OH group of nitrous acid undergoes protonation to give oxonium ion, followed by...
2° Amines to N-Nitrosamines: Reaction with NaNO2
Carbocations
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions

