26482-65-5

Basic information

• Product Name: 2,2-Dimethyl-1,3-propanediol dinitrate
• Synonyms: 2,2-Dimethyl-1,3-propanediol dinitrate
• CAS NO: 26482-65-5
• Molecular Formula: C₅H₁₀N₂O₆
• Molecular Weight: 194.1427
• Mol File: 26482-65-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 249.6°Cat760mmHg
• Flash Point: 109.7°C
• Appearance: /
• Density: 1.299g/cm³
• Vapor Pressure: 0.036mmHg at 25°C
• Refractive Index: 1.457
• CAS DataBase Reference: 2,2-Dimethyl-1,3-propanediol dinitrate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-Dimethyl-1,3-propanediol dinitrate(26482-65-5)
• EPA Substance Registry System: 2,2-Dimethyl-1,3-propanediol dinitrate(26482-65-5)

Safety Data

• Hazardous Substances Data: 26482-65-5(Hazardous Substances Data)

Usage

General Description

2,2-Dimethyl-1,3-propanediol dinitrate, also known as DMPDN, is a chemical compound used primarily as a vasodilator and antianginal agent. It is a nitrate ester formed from 2,2-dimethyl-1,3-propanediol and nitric acid. DMPDN works by relaxing and dilating the blood vessels, which helps to decrease the workload of the heart and improve blood flow to the heart muscle. It is commonly used in the treatment of angina pectoris, a condition characterized by chest pain or discomfort caused by reduced blood flow to the heart. Despite its therapeutic effects, DMPDN has potential side effects including headache, dizziness, and hypotension, and should be used with caution.

InChI:InChI=1/C5H10N2O6/c1-5(2,3-12-6(8)9)4-13-7(10)11/h3-4H2,1-2H3

Upstream product

• 14760-11-3 2,2-dimethylpropane-1,3-diol cyclic dimethylsilyl ether 
• 6921-35-3 3,3-dimethyloxetane 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 

Downstream Products

• 558-30-5 2-methyl-1,2-epoxypropane 
• 50-00-0 formaldehyd 

Relevant articles and documents

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.