Energetic Materials
Energetic Materials

Synthesis of guanidine carbonate

Guanidine carbonate is a derivative of nitroguanidine, and I suspect it has similar properties. It can be toxic and its explosive properties are probably like ammonium nitrate, difficult to detonate and low powered. I have little information about guanidine carbonate other than how to synthesize it.

physical properties
CH5N3 1/2CH2O3
m.p. 267-270 °C mass 180.17 g/mol v.det. ? m/s
b.p. ? °C den. ? g/mL CAS# 593-85-1
synonyms
  • bisguanidinium carbonate
  • carbonic acid, compound with guanidine (1:2)
  • diguanidinium carbonate
  • guanidine, carbonate (2:1) (8CI,9CI)
  • guanidinium carbonate
2D molecule
molecular structure of guanidine carbonate
3D molecule
3D molecule of guanidine carbonate
synthesis

208 g of nitroguanidine, 300g of ammonium carbonate, and 1 L of water are heated together in a 2-L Florence flask in a water bath. The flask is set up for refluxing and with a thermometer dipping into the mixture. When the temperature reaches 65-70 °C, nitrous oxide escapes rapidly, and it is necessary to shake the flask occasionally to prevent the undissolved nitroguanidine from being carried up into the neck. Heat the flask as rapidly as may be done without the reaction becoming too violent. After all the material has gone into solution, the flask is removed from the water bath and the contents boiled under reflux for 2 hours. The liquid is then transferred to an evaporating dish and evaporated to dryness on a steam or water bath. During this process all the remaining ammonium carbonate should be driven off. The residue is added to the smallest possible amount of cold water, filtered for the removal of any melamine that may have formed, and the filtrate is stirred up with twice its volume of 95% ethyl alcohol which causes the precipitation of guanidine carbonate. Traces of urea which will have formed remain in solution along with any ammonium carbonate which may have survived the earlier treatment. The guanidine carbonate is filtered off, rinsed with alcohol, and dried. The filtrate is evaporated to dryness, taken up in water, and precipitated with alcohol for a second crop. The yield is about 162 g or 90% of the theoretical yield.

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