3032-55-1

Basic information

• Product Name: 2-methyl-2-[(nitrooxy)methyl]propane-1,3-diyl dinitrate
• Synonyms: 2-methyl-2-[(nitrooxy)methyl]propane-1,3-diyl dinitrate;METRIOL TRINITRATE;2,2-Di(hydroxymethyl)-1-propanol trinitrate;2-Methyl-2-[(nitrooxy)methyl]-1,3-propanediol dinitrate;Ethylidynetrimethanol trinitrate;Tris(hydroxymethyl)ethane trinitrate;2-Methyl-2-hydroxymethyl-1,3-propanediol trinitrate;TMETN
• CAS NO: 3032-55-1
• Molecular Formula: C₅H₉N₃O₉
• Molecular Weight: 255.13966
• EINECS: 221-214-2
• Mol File: 3032-55-1.mol

Chemical Properties

• Boiling Point: 398.36°C (rough estimate)
• Flash Point: 159.6 °C
• Appearance: /
• Density: 1.8189 (rough estimate)
• Vapor Pressure: 0.000137mmHg at 25°C
• Refractive Index: 1.6190 (estimate)
• CAS DataBase Reference: 2-methyl-2-[(nitrooxy)methyl]propane-1,3-diyl dinitrate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-2-[(nitrooxy)methyl]propane-1,3-diyl dinitrate(3032-55-1)
• EPA Substance Registry System: 2-methyl-2-[(nitrooxy)methyl]propane-1,3-diyl dinitrate(3032-55-1)

Safety Data

• RIDADR: 0473
• HazardClass: 1.1A
• Hazardous Substances Data: 3032-55-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Nitroglycerin is utilized as a vasodilator in the treatment of angina pectoris, a condition characterized by chest pain due to insufficient blood flow to the heart. It functions by releasing nitric oxide, which leads to the relaxation and dilation of blood vessels, thereby increasing blood flow and alleviating chest pain.
Used in Explosives Manufacturing:
Nitroglycerin serves as a key ingredient in the production of dynamite, an explosive material. Its high explosive properties make it a critical component in the formulation of various blasting agents.
Used in Propellants Industry:
In the field of rocketry, nitroglycerin is employed as a component in rocket propellants, contributing to the propulsion capabilities of space and military technologies.
Used as a Stabilizer in Explosive Production:
Nitroglycerin is also used as a stabilizer in the manufacture of nitroglycerin-based explosives to ensure their safe handling and storage before use.
Safety Considerations:
Due to its volatility and potential for causing severe burns upon contact, nitroglycerin must be handled and stored with extreme caution to prevent accidents and ensure the safety of individuals in its vicinity.

InChI:InChI=1/C5H9N3O9/c1-5(2-15-6(9)10,3-16-7(11)12)4-17-8(13)14/h2-4H2,1H3

Upstream product

• 77-85-0 2-(hydroxymethyl)-2-methylpropane-1,3-diol 
• 3143-02-0 3-hydroxymethyl-3-methyloxethane 

Downstream Products

• 3143-02-0 3-hydroxymethyl-3-methyloxethane 
• 77-85-0 2-(hydroxymethyl)-2-methylpropane-1,3-diol 
• 84051-80-9 1,1,1-Trimethylolethane mononitrate 
• 84051-79-6 1,1,1-Trimethylolethane dinitrate 
• 84051-81-0 3-methyl-3-(nitroxymethyl)oxetane 
• 625-58-1 ethyl nitrate 
• 50-00-0 formaldehyd 

Relevant articles and documents

Preparation method of trimethylol ethane trinitrate

The invention discloses a preparation method of trimethylol ethane trinitrate (TMETN). The preparation method takes trimethylol ethane as a raw material and comprises the following steps: firstly dissolving trimethylol ethane into water, so that trimethylol ethane aqueous solution with the mass fraction of 20-40% is obtained, then adding concentrated sulfuric acid into a reaction bottle, sequentially adding concentrated nitric acid and the trimethylol ethane aqueous solution, carrying out nitration reaction, after the reaction is completed, extracting with dichloromethane, washing with water for three times, and carrying out reduced pressure dichloromethane removal, so that the TMETN is obtained, wherein the mass ratio of the concentrated sulfuric acid to the concentrated nitric acid to the trimethylol ethane aqueous solution to the dichloromethane is (1.1-2.2):(1.3-2.6):1:(1.6-3.2), reaction temperature is 10-15 DEG C, and reaction time is 10 minutes. The invention aims at solving theproblems that reaction conditions of a preparation process of the TMETN are harsh, solvent dosage is high and cost is high, and the preparation method disclosed by the invention is mainly used for preparation of the TMETN.

METHODS OF PRODUCING NITRATE ESTERS

Methods of forming a nitrate ester include combining at least one nitrate salt and sulfuric acid to form a nitrating solution and adding an aliphatic polyol to the nitrating solution. Nitrate esters formed by this method may be, for example, triethylene glycol dinitrate (TEGDN), pentaerythritol tetranitrate (PETN), diglycerol tetranitrate (DGTN), 1,1,1-tris(methylol)ethane trinitrate (TMETN), 1,2,4-butanetriol trinitrate (BTTN), nitroglycerin (NG), diethylene glycol dinitrate (DEGDN), ethylene glycol dinitrate (EGDN), metriol trinitrate (MTN), nitrocellulose (NC), or 1,2-propanediol dinitrate (PDDN).

Sila-Substitution of Alkyl Nitrates: Synthesis, Structural Characterization, and Sensitivity Studies of Highly Explosive (Nitratomethyl)-, Bis(nitratomethyl)-, and Tris(nitratomethyl)silanes and Their Corresponding Carbon Analogues

A series of analogous nitratomethyl compounds of carbon and silicon of the formula types Me3ElCH2ONO2 (1a/1b), Me 2El(CH2ONO2)2 (2a/2b), MeEl(CH 2ONO2)3 (3a/3b), (CH2) 4El(CH2ONO2)2 (4a/4b), and (CH 2)5El(CH2ONO2)2 (5a/5b) were synthesized [El = C (a), Si (b); (CH2)4El = (sila)cyclopentane-1,1-diyl; (CH2)5El = (sila)cyclohexane-1,1-diyl]. All compounds were characterized by using NMR, IR, and Raman spectroscopy and mass spectrometry. In addition, the crystal structures of Me2C(CH2ONO2)2 (2a), (CH2)4C(CH2ONO2)2 (4a), Me2Si(CH2ONO2)2 (2b), and (CH 2)5Si(CH2ONO2)2 (5b) were determined by single-crystal X-ray diffraction. The gas-phase structures of the C/Si analogues 1a and 1b were determined by electron diffraction and compared with the results of quantum chemical calculations at different levels of theory. The thermal stabilities of the C/Si pairs 1a/1b-5a/5b were investigated by using DSC. In addition, their friction and impact sensitivities were measured with standard BAM methods. The extreme sensitivities of the silicon compounds 1b-5b compared to those of the corresponding carbon analogues 1a-5a were discussed in terms of the structures of the C/Si analogues and possible geminal Si???O interactions.

Preparation of di- and polynitrates by ring-opening nitration of oxetanes by dinitrogen pentoxide (N2O5)

Ten oxetanes bearing various substituents were reacted with N2O5 in chlorinated hydrocarbon solvents to yield 1,3-dinitrate esters (I) by ring-opening nitration. The yields ranged from 73 to 88% for di-/trinitrates derived from oxetanes unsubstituted in the 2-position, to only 15 to 21% for oxetanes bearing such substituents. Although selective ring cleavage of oxetanes bearing non-hydroxylic substituents (epoxy (oxiranyl), spiro-oxetane and alkene) was not, in general, possible, selective nitration of hydroxyalkyloxetanes was achievable under the conditions employed to yield nitrato-methyloxetanes useful as precursors for energetic polyethers. A semi-quantitative reactivity comparison with representative epoxides indicated that the reactivity of oxetanes towards N2O5 was lower, as expected on account of their lower ring strain.