Diethylene glycol dinitrate (DEGDN) is an explosive nitratedalcoholester with the formula C4H8N2O7. While chemically similar to numerous other high explosives, pure diethylene glycol dinitrate is difficult to ignite or detonate. Ignition typically requires localized heating to the decomposition point unless the DEGDN is first atomized.
If ingested, like nitroglycerine, it rapidly causes vasodilation through the release of nitric oxide, a physiological signaling molecule that relaxes smooth muscle.[clarification needed] Consequently, diethylene glycol dinitrate has occasionally been used medically to relieve angina, which is substernal chest pain associated with impaired cardiac circulation.[citation needed] The rationale is that the concurrent headache it induces is somewhat less severe than other nitro compounds.
Uses
At present, interest in the chemical seems to be mostly historical: more potent perchlorate–metal mixtures have long since supplanted it as a solid propellant; safer explosives have replaced nitroglycerine, true dynamites (the term is often used generically, even by experienced field technicians, to refer to almost any explosive supplied in small, discrete packages) retaining only a few specialist uses. The medical application was never widespread, the standard nitroglycerine being faster acting and very inexpensive; oral nitrates in any case being only palliative, not an effective treatment.
^Tony DiGiulian. "History and Technology - Naval Propellants - A Brief Overview". NavWeaps. Retrieved 2022-08-20.
^. Stormingmedia.us. Archived from the original on 2012-09-03. Retrieved 2011-12-23.
W. H. Rinkenbach, Industrial Engineering Chemistry v19 p925 (1927) Note: the present author has transliterated some terminology and notation in line with modern practice.
Military applications referenced in Encyclopedia of Weapons of World War 2; Gen. Ed. Chris Bishop, c.2003 Friedman/Fairfax NYNY, ISBN1-58663-762-2
February 07, 2023
diethylene, glycol, dinitrate, this, article, needs, additional, citations, verification, please, help, improve, this, article, adding, citations, reliable, sources, unsourced, material, challenged, removed, find, sources, news, newspapers, books, scholar, jst. This article needs additional citations for verification Please help improve this article by adding citations to reliable sources Unsourced material may be challenged and removed Find sources Diethylene glycol dinitrate news newspapers books scholar JSTOR October 2022 Learn how and when to remove this template message Diethylene glycol dinitrate DEGDN is an explosive nitrated alcohol ester with the formula C4H8N2O7 While chemically similar to numerous other high explosives pure diethylene glycol dinitrate is difficult to ignite or detonate Ignition typically requires localized heating to the decomposition point unless the DEGDN is first atomized Diethylene glycol dinitrate NamesPreferred IUPAC name Oxydi ethane 2 1 diyl dinitrateOther names Diethyleneglycol dinitrateDiethyl glycol dinitrateOxydiethylene dinitrateDEGDNIdentifiersCAS Number 693 21 0 Y3D model JSmol Interactive imageChemSpider 55142 YECHA InfoCard 100 010 679PubChem CID 61198UNII 77W50O99G1 YUN number 0075CompTox Dashboard EPA DTXSID1024047InChI InChI 1S C4H8N2O7 c7 5 8 12 3 1 11 2 4 13 6 9 10 h1 4H2 YKey LYAGTVMJGHTIDH UHFFFAOYSA N YInChI 1 C4H8N2O7 c7 5 8 12 3 1 11 2 4 13 6 9 10 h1 4H2Key LYAGTVMJGHTIDH UHFFFAOYADSMILES C CO N O O OCCO N O O PropertiesChemical formula C 4H 8N 2O 7Molar mass 196 115 g mol 1Appearance Colorless oily liquidOdor OrdorlessDensity 1 4092 g mL 0 C 1 3846 g mL 20 C Melting point 11 5 C 11 3 F 261 6 K Boiling point 197 C 387 F 470 K decomposes Solubility in water 4 1 g L 24 C Solubility Soluble in methanol acetic acidVapor pressure 0 007 mmHg 22 4 C Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Y verify what is Y N Infobox references Contents 1 Preparation and uses 2 Toxicity 3 Uses 4 See also 5 ReferencesPreparation and uses EditDiethylene glycol dinitrate can be made by nitration of diethylene glycol with nitric acid in presence of a dehydrating agent like concentrated sulfuric acid DEGDN can be mixed with nitrocellulose or nitroglycol to form a colloid which is used in smokeless powder for artillery and rocket propellant During World War II the Kriegsmarine frequently used this mixture in their artillery 1 It has also found use as desensitizing plasticizer because it contributes to the power of the mixture while stabilizing the explosives Toxicity EditIf ingested like nitroglycerine it rapidly causes vasodilation through the release of nitric oxide a physiological signaling molecule that relaxes smooth muscle clarification needed Consequently diethylene glycol dinitrate has occasionally been used medically to relieve angina which is substernal chest pain associated with impaired cardiac circulation citation needed The rationale is that the concurrent headache it induces is somewhat less severe than other nitro compounds Uses EditAt present interest in the chemical seems to be mostly historical more potent perchlorate metal mixtures have long since supplanted it as a solid propellant safer explosives have replaced nitroglycerine true dynamites the term is often used generically even by experienced field technicians to refer to almost any explosive supplied in small discrete packages retaining only a few specialist uses The medical application was never widespread the standard nitroglycerine being faster acting and very inexpensive oral nitrates in any case being only palliative not an effective treatment Triethylene glycol dinitrate diethylene glycol dinitrate and trimethylolethane trinitrate are being considered as replacements for nitroglycerin in propellants 2 See also EditTNT equivalent RE factorReferences Edit Tony DiGiulian History and Technology Naval Propellants A Brief Overview NavWeaps Retrieved 2022 08 20 Guns and Ordnance Ammunition and Explosives Storming Media Stormingmedia us Archived from the original on 2012 09 03 Retrieved 2011 12 23 W H Rinkenbach Industrial Engineering Chemistry v19 p925 1927 Note the present author has transliterated some terminology and notation in line with modern practice Military applications referenced in Encyclopedia of Weapons of World War 2 Gen Ed Chris Bishop c 2003 Friedman Fairfax NYNY ISBN 1 58663 762 2 Retrieved from https en wikipedia org w index php title Diethylene glycol dinitrate amp oldid 1118950048, wikipedia, wiki, book, books, library,
