6659-62-7

Basic information

• Product Name: 2,3-epoxypropyl nitrate
• Synonyms: 2,3-epoxypropyl nitrate;1-Propanol, 2,3-epoxy-, nitrate;Nitric acid glycidyl ester
• CAS NO: 6659-62-7
• Molecular Formula: C₃H₅NO₄
• Molecular Weight: 119.0761
• EINECS: 229-698-7
• Mol File: 6659-62-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 222.3°C (rough estimate)
• Flash Point: 101.5°C
• Appearance: /
• Density: 1.6731 (rough estimate)
• Vapor Pressure: 1.26mmHg at 25°C
• Refractive Index: 1.4940 (estimate)
• CAS DataBase Reference: 2,3-epoxypropyl nitrate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-epoxypropyl nitrate(6659-62-7)
• EPA Substance Registry System: 2,3-epoxypropyl nitrate(6659-62-7)

Safety Data

• RIDADR: 2810
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 6659-62-7(Hazardous Substances Data)

Usage

General Description

2,3-epoxypropyl nitrate, also known as glycidyl nitrate, is a chemical compound that is commonly used as a stabilizer in rocket propellants and as a plasticizer in explosive compositions. It is a highly reactive and flammable liquid with a faint, sweet odor. 2,3-epoxypropyl nitrate is known to be toxic if ingested, inhaled, or absorbed through the skin, and it can cause irritation to the respiratory system and skin. It is also considered a potential carcinogen and mutagen, and exposure should be minimized through proper handling and protective equipment. Furthermore, it is important to properly dispose of any waste containing this chemical to prevent environmental contamination.

InChI:InChI=1/C3H5NO4/c5-4(6)8-2-3-1-7-3/h3H,1-2H2

Upstream product

• 624-57-7 epiiodohydrin 
• 56-81-5 glycerol 
• 106-89-8 epichlorohydrin 
• 118712-54-2 glycidyl p-toluenesulfonate 
• 623-87-0 1,3-bis(nitrooxy)propan-2-ol 
• 621-65-8 glyceryl 1,2-dinitrate 
• 50333-23-8 nitric acid-(3-chloro-2-hydroxy-propyl ester) 

Relevant articles and documents

Methods of producing glycidyl nitrate

Methods of producing glycidyl nitrate. The method comprises reacting glycerol and nitric acid in a microfluidic reactor to form a nitrated glycerol compound. The microfluidic reactor comprises a reaction volume of the microfluidic reactor of less than about 20 ml and an inner diameter of a reaction channel of the microfluidic reactor of less than or equal to about 1000 μm. The nitrated glycerol compound is reacted with a base in the microfluidic reactor to form glycidyl nitrate. Additional methods of producing glycidyl nitrate are also disclosed.

A safe two-step process for manufacturing glycidyl nitrate from glycidol involving solid-liquid phase-transfer catalysis

A new and safer two-step process for manufacturing glycidyl nitrate from glycidol is reported. In the first step glycidyl tosylate is obtained by reacting glycidol with p-tosyl chloride in the presence of triethylamine according to any one of the well-known procedures for obtaining tosyl esters described in the literature. In the second step, glycidyl tosylate is reacted with NaNO3 in refluxing acetonitrile under solid-liquid phase-transfer catalysis conditions using tetrabutylammonium nitrate as catalyst. Acetonitrile and the phase-transfer catalyst were recycled 12 times without deactivation, yielding 99% pure glycidyl nitrate in a cumulative isolated yield of 81.5% with a catalyst turnover number of 85.7 mol substrate per mol phase-transfer catalyst. This procedure avoids the use of the dangerous reactants used in the current manufacturing processes of glycidyl nitrate and could be useful as a safe and general method for obtaining nitrate esters.

Continuous process and system for production of glycidyl nitrate from glycerin, nitric acid and caustic and conversion of glycidyl nitrate to poly(glycidyl nitrate)

A continuous and scalable process for producing glycidyl nitrate, or glyn, from glycerin, nitric acid, and caustic wherein the process includes the reaction of glycerin and nitric acid to form dinitroglycerin and the reaction of dinitroglycerin with caustic, such as sodium hydroxide, to produce glycidyl nitrate. A system for producing the inventive material is also disclosed. The system includes a first reaction vessel, a second reaction vessel, and a separation apparatus.