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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
Nitroglycerin is a pale yellow, oily chemical compound created by treating glycerol with nitric acid, which has been known since 1846 and is primarily used in the manufacture of explosives. The substance is also employed as an active ingredient in medical applications, making it significant both as an industrial explosive and as a pharmaceutical compound.
AI-generated from the Wikipedia summary — may 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
Wikidata facts
- Mass
- 227.003
Show 15 more facts
- Commons category
- Nitroglycerin
- chemical formula
- C₃H₅N₃O₉
- NIOSH Pocket Guide ID
- 0456
- density
- 1.60
- immediately dangerous to life or health
- 75
- melting point
- 13
- decomposition point
- 122
- vapor pressure
- 0.0003
- solubility
- 0.1
- ceiling exposure limit
- 2
- short-term exposure limit
- 0.1
- World Health Organisation international non-proprietary name
- glyceryl trinitrate
- canonical SMILES
- C(C(CO[N+](=O)[O-])O[N+](=O)[O-])O[N+](=O)[O-]
- time of discovery or invention
- 1847-00-00
- defined daily dose
- 5
Sources (7)
via Wikidata · CC0
~21 min read
Article
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.
Gallery (18)
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