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nitroglycerin
Sign in to saveAlso known as glyceryl trinitrate, trinitroglycerin, nitroglycerine, trinitroglycerol, nitroglycerol, glycerol, nitric acid triester, 1,2,3-propanetrioltrinitrate, 1,2,3-propanetriyl nitrate
Nitroglycerin (NG) (alternative spelling nitroglycerine), also known as trinitroglycerol (TNG), nitro, glyceryl trinitrate (GTN), or 1,2,3-trinitroxypropane, is a dense, colorless or pale yellow, oily, explosive liquid most commonly produced by nitrating glycerol with white fuming nitric acid under conditions appropriate to the formation of the nitric acid ester. Chemically, the substance is a nitrate ester rather than a nitro compound, but the traditional name is retained. Discovered in 1846 by Ascanio Sobrero, nitroglycerin has been used as an active ingredient in the manufacture of explosiv
OverviewAI-generated
Nitroglycerin is a chemical compound with the formula C₃H₅N₃O₉. Its IUPAC name is 1,3-dinitrooxypropan-2-yl nitrate. The substance was discovered in 1847. It has a molecular mass of 227.003 and a density of 1.60.
Physical properties include a melting point of 56 and a decomposition point of 140. The vapor pressure is 0.0003, and solubility is 0.1. The compound has a charge of 0, with 9 hydrogen bond acceptors and 0 hydrogen bond donors. Its xlogp value is 1.6, and the topological polar surface area is 165.
Exposure limits are defined for safety, with a ceiling exposure limit of 2 and a short-term exposure limit of 0.1. The immediately dangerous to life or health level is 75. The defined daily dose is 5.
Synthesized by Vinony from 28 facts across 4 sources: Wikidata, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C3H5N3O9
- Molecular weight
- 227.09 g/mol
- IUPAC name
- 1,3-dinitrooxypropan-2-yl nitrate
- SMILES
- C(C(CO[N+](=O)[O-])O[N+](=O)[O-])O[N+](=O)[O-]
- InChIKey
- SNIOPGDIGTZGOP-UHFFFAOYSA-N
- XLogP
- 1.6
- Polar surface area
- 165 Ų
- H-bond donors
- 0
- H-bond acceptors
- 9
- Formal charge
- 0
via PubChem
Research
18,769 papers- Transdermal nitroglycerin (glyceryl trinitrate). A review of its pharmacology and therapeutic use.ReviewDrugs · 1990Todd PA, Goa KL, Langtry HDDOI: 10.2165/00003495-199040060-00009
- Intravenous glyceryl trinitrate (nitroglycerin). A review of its pharmacological properties and therapeutic efficacy.ReviewDrugs · 1984Sorkin EM, Brogden RN, Romankiewicz JADOI: 10.2165/00003495-198427010-00003
- Effect of Nitroglycerin on the Performance of MR Coronary Angiography.Journal of magnetic resonance imaging : JMRI · 2017Heer T, Reiter S, Trißler M et al.DOI: 10.1002/jmri.25483
- Fresh nitroglycerin (glyceryl trinitrate).American heart journal · 1966Burch GE, DePasquale NPDOI: 10.1016/0002-8703(66)90171-2
- CORONARY VASODILATORS.ReviewDiseases of the chest · 1963FISCH S, DEGRAFF ACDOI: 10.1378/chest.44.5.533
- ANGINA PECTORIS.ReviewBiochemical clinics · 1963CHEVALIER H, DE BUSTAMENTE JS
- Transdermal glyceryl trinitrate.Anaesthesia · 1986Charters PDOI: 10.1111/j.1365-2044.1986.tb13095.x
- CORONAROGRAPHY.Bibliotheca cardiologica · 1964PAULIN S
via PubMed
~21 min read
Encyclopedic overview
11 sectionsContents
- History
- Wartime production rates
- Instability and desensitization
- Detonation
- Manufacturing
- Use as an explosive and a propellant
- Medical use
- Industrial exposure
- See also
- References
- External links
Nitroglycerin (NG) (alternative spelling nitroglycerine), also known as trinitroglycerol (TNG), nitro, glyceryl trinitrate (GTN), or 1,2,3-trinitroxypropane, is a dense, colorless or pale yellow, oily, explosive liquid most commonly produced by nitrating glycerol with white fuming nitric acid under conditions appropriate to the formation of the nitric acid ester. Chemically, the substance is a nitrate ester rather than a nitro compound, but the traditional name is retained. Discovered in 1846 by Ascanio Sobrero, nitroglycerin has been used as an active ingredient in the manufacture of explosives, namely dynamite, and as such it is employed in the construction, demolition, and mining industries. It is combined with nitrocellulose to form double-based smokeless powder, used as a propellant in artillery and firearms since the 1880s.
As is the case for many other explosives, nitroglycerin becomes more and more prone to exploding (i.e., spontaneous decomposition) as the temperature is increased. Upon exposure to heat above 218 °C at sea-level atmospheric pressure, nitroglycerin becomes extremely unstable and tends to explode. When placed in vacuum, it has an autoignition temperature of 270 °C instead. With a melting point of 12.8 °C, the chemical is almost always encountered as a thick and viscous fluid, changing to a crystalline solid when frozen. Although the pure compound itself is colorless, in practice the presence of nitric oxide impurities left over during production tends to give it a slight yellowish tint.
Excerpted from Wikipedia’s “nitroglycerin” article, available under the CC BY-SA 4.0 licence.
Gallery (18)
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