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trinitromethane

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Also known as nitroform

Trinitromethane, also referred to as nitroform, is a nitroalkane and oxidizer with chemical formula HC(NO2)3. It was first obtained in 1857 as the ammonium salt by the Russian chemist (1830–1908). In 1900, it was discovered that nitroform can be produced by the reaction of acetylene with anhydrous nitric acid. This method went on to become the industrial process of choice during the 20th century. In the laboratory, nitroform can also be produced by hydrolysis of tetranitromethane under mild basic conditions.

Wikidata facts

Mass
150.987
Show 3 more facts
chemical formula
CHN₃O₆
canonical SMILES
C([N+](=O)[O-])([N+](=O)[O-])[N+](=O)[O-]
Commons category
Trinitromethane
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Article

5 sections
Contents
  • Acidity
  • Nitroform salts
  • Condensation with formaldehyde
  • References
  • Further reading

Trinitromethane, also referred to as nitroform, is a nitroalkane and oxidizer with chemical formula HC(NO2)3. It was first obtained in 1857 as the ammonium salt by the Russian chemist (1830–1908). In 1900, it was discovered that nitroform can be produced by the reaction of acetylene with anhydrous nitric acid. This method went on to become the industrial process of choice during the 20th century. In the laboratory, nitroform can also be produced by hydrolysis of tetranitromethane under mild basic conditions.

==Acidity== Trinitromethane as a neutral molecule is colorless. It is highly acidic, easily forming an intensely yellow anion, (NO2)3C− (nitroformate). The pKa of trinitromethane has been measured at 0.17 ± 0.02 at 20 °C, which is remarkably acidic for a methane derivative. Trinitromethane easily dissolves in water to form an acidic yellow solution.

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