Propylene glycol dinitrate

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Propylene glycol dinitrate
IUPAC name propylene dinitrate
Other names propane-1,2-diyl dinitrate;
1,2-bis(nitrooxy)propane
Identifiers
CAS number [6423-43-4]
SMILES O=[N+]([O-])OCC(C)CO[N+](=O)[O-]
Properties
Molecular formula C3H6N2O6
Molar mass 180.12 g/mol
Density 1.368 g/cm³ (at 20 °C)
Melting point

-45 °C

Boiling point

Decomposes at 121 °C, below boiling point

Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Propylene glycol dinitrate (PGDN, 1,2-propylene glycol dinitrate, or 1,2-propanediol dinitrate) is an organic chemical, an ester of nitric acid and propylene glycol. It is structurally similar to nitroglycerin, except that it has one fewer -O-NO2 group. It is a characteristically and unpleasantly smelling[citation needed] colorless liquid, which decomposes at 121 °C, below its boiling point. It is flammable and explosive. It is shock-sensitive.

The principal current use of propylene glycol dinitrate is as a propellant in Otto Fuel II, together with 2-nitrodiphenylamine and dibutyl sebacate. Otto Fuel II is used in some torpedoes as a propellant.

Nitrates of polyhydric alcohols, of which propylene glycol dinitrate is an example, have been used in medicine for the treatment of angina pectoris, and as explosives since the mid-nineteenth century.

PGDN affects blood pressure, causes respiratory toxicity, damages liver and kidneys, distorts vision, causes methoglobinuria, and can cause headache and lack of coordination. It may be absorbed through skin. Its primary toxicity mechanism is methemoglobinemia. It may cause permanent nerve damage. One of the byproducts of its burning is a highly toxic cyanide gas.

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