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Synthesis of ammonium picrate

Ammonium picrate was first prepared in 1841 by a scientist named Marchand. It was not used until 1869 when it was mixed with potassium nitrate and used as a propellant for rifles. Alfred Nobel patented compositions containing ammonium picrate in 1888 for use in Dynamites. The US Army picked it up in 1901, and the Navy floated it in 1907. Ammonium picrate saw peak production during WWII, but has since fallen victim to progress in chemistry with the development of superior explosives. Ammonium picrate is relatively stable, therefore safer to prepare and handle.


C6H2(NO2)3ONH4
b.p. dec. >265 °C mass 246.14 g/mol
m.p. 265-271 °C CAS# 131-74-8
den. 1.60 g/mL v.det. 7040 m/s

ammonium trinitrophenolate
Dunnite
Explosive D
Obeline picrate (6CI)
phenol, 2,4,6-trinitro-, ammonium salt (1:1) (9CI)
picrate of ammonia
Picratol
picric acid, ammonium salt (7CI,8CI)
2,4,6-trinitrophenol ammonium salt


ammonium picrate

ammonium picrate

2,4,6-Trinitrophenol ammonium salt is formed when the ammonium ion, NH4+, attaches itself to the phenol group, OH, of picric acid. I suppose the H from OH is stripped away making O- that balances the positive ammonium ion. To make, dissolve picric acid in excess ammonium hydroxide. Add 1 g of picric acid to a 250-mL beaker then add 100 mL of hot concentrated ammonium hydroxide. Once the picric acid has dissolved, some will precipitate out of solution upon cooling. The liquid must be evaporated to fully precipitate the crystals. Evaporation can be accelerated by heating the solution on a hotplate or in a heated pan of water. More ammonium picrate can be prepared at once by using the same 1:100 ratio of grams picric acid to milliliters ammonium hydroxide. You will need a graduated cylinder to measure the liquid.

The pure substance occurs in two forms, a stable form which is bright yellow and a less stable form which is bright red. The crystals which separate here are the red form. The yellow form can be procured by recrystallizing the red several times from water. The red form will eventually change into the yellow form if stored as a concentrated solution. Keep this material as dry as possible.

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