Propylene glycol dinitrate
Encyclopedia
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 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 torpedo
es as a propellant
.
Nitrate
s 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 kidney
s, 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.
Ester
Esters are chemical compounds derived by reacting an oxoacid with a hydroxyl compound such as an alcohol or phenol. Esters are usually derived from an inorganic acid or organic acid in which at least one -OH group is replaced by an -O-alkyl group, and most commonly from carboxylic acids and...
of nitric acid
Nitric acid
Nitric acid , also known as aqua fortis and spirit of nitre, is a highly corrosive and toxic strong acid.Colorless when pure, older samples tend to acquire a yellow cast due to the accumulation of oxides of nitrogen. If the solution contains more than 86% nitric acid, it is referred to as fuming...
and propylene glycol
Propylene glycol
Propylene glycol, also called 1,2-propanediol or propane-1,2-diol, is an organic compound with formula C3H8O2 or HO-CH2-CHOH-CH3...
. It is structurally similar to nitroglycerin, except that it has one fewer -O-NO2 group. It is a characteristically and unpleasantly smelling 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
Otto fuel II
Otto fuel II is a monopropellant used to drive torpedoes and other weapon systems. It is not related to the Otto cycle.-Properties:This distinct-smelling, reddish-orange, oily liquid is a mixture of three synthetic substances: propylene glycol dinitrate , 2-nitrodiphenylamine, and dibutyl...
, together with 2-nitrodiphenylamine
2-Nitrodiphenylamine
2-Nitrodiphenylamine, also called NDPA, 2-NDPA, 2NO2DPA, Sudan Yellow 1339, C.I. 10335, CI 10335, phenyl 2-nitrophenylamine, 2-nitro-N-phenylaniline, or N-phenyl-o-nitroaniline, is an organic chemical, a nitrated aromatic amine, a derivate of diphenylamine. Its chemical formula is C12H10N2O2, or...
and dibutyl sebacate
Dibutyl sebacate
Dibutyl sebacate is an organic chemical, a dibutyl ester of sebacic acid. Its main use is as a plasticizer in production of plastics, namely cellulose acetate butyrate, cellulose acetate propionate, ethyl cellulose, polyvinyl butyral, polyvinyl chloride, polystyrene, and many synthetic rubbers ...
. Otto Fuel II is used in some torpedo
Torpedo
The modern torpedo is a self-propelled missile weapon with an explosive warhead, launched above or below the water surface, propelled underwater towards a target, and designed to detonate either on contact with it or in proximity to it.The term torpedo was originally employed for...
es as a propellant
Propellant
A propellant is a material that produces pressurized gas that:* can be directed through a nozzle, thereby producing thrust ;...
.
Nitrate
Nitrate
The nitrate ion is a polyatomic ion with the molecular formula NO and a molecular mass of 62.0049 g/mol. It is the conjugate base of nitric acid, consisting of one central nitrogen atom surrounded by three identically-bonded oxygen atoms in a trigonal planar arrangement. The nitrate ion carries a...
s of polyhydric alcohols, of which propylene glycol dinitrate is an example, have been used in medicine
Medicine
Medicine is the science and art of healing. It encompasses a variety of health care practices evolved to maintain and restore health by the prevention and treatment of illness....
for the treatment of angina pectoris, and as explosives since the mid-nineteenth century.
PGDN affects blood pressure
Blood pressure
Blood pressure is the pressure exerted by circulating blood upon the walls of blood vessels, and is one of the principal vital signs. When used without further specification, "blood pressure" usually refers to the arterial pressure of the systemic circulation. During each heartbeat, BP varies...
, causes respiratory toxicity, damages liver
Liver
The liver is a vital organ present in vertebrates and some other animals. It has a wide range of functions, including detoxification, protein synthesis, and production of biochemicals necessary for digestion...
and kidney
Kidney
The kidneys, organs with several functions, serve essential regulatory roles in most animals, including vertebrates and some invertebrates. They are essential in the urinary system and also serve homeostatic functions such as the regulation of electrolytes, maintenance of acid–base balance, and...
s, distorts vision, causes methoglobinuria, and can cause headache
Headache
A headache or cephalalgia is pain anywhere in the region of the head or neck. It can be a symptom of a number of different conditions of the head and neck. The brain tissue itself is not sensitive to pain because it lacks pain receptors. Rather, the pain is caused by disturbance of the...
and lack of coordination. It may be absorbed through skin. Its primary toxicity mechanism is methemoglobinemia
Methemoglobinemia
Methemoglobinemia is a disorder characterized by the presence of a higher than normal level of methemoglobin in the blood. Methemoglobin is an oxidized form of hemoglobin that has an increased affinity for oxygen, resulting in a reduced ability to release oxygen to tissues. The oxygen–hemoglobin...
. It may cause permanent nerve damage. One of the byproducts of its burning is a highly toxic cyanide
Cyanide
A cyanide is a chemical compound that contains the cyano group, -C≡N, which consists of a carbon atom triple-bonded to a nitrogen atom. Cyanides most commonly refer to salts of the anion CN−. Most cyanides are highly toxic....
gas.