Triethylene glycol dinitrate: Difference between revisions

Triethylene glycol dinitrate
Names
	IUPAC name 2,2'-(Ethane-1,2-diylbis(oxy))bisethyl dinitrate ]
	Other names TEGDN
Identifiers
CAS Number	111-22-8 ;
3D model (JSmol)	Interactive image;
ChemSpider	7808;
ECHA InfoCard	100.003.498
PubChem CID	8099;
UNII	6X99UD6JTA ;
CompTox Dashboard (EPA)	DTXSID0051572 ;
	InChI InChI=1S/C6H12N2O8/c9-7(10)15-5-3-13-1-2-14-4-6-16-8(11)12/h1-6H2 Key: AGCQZYRSTIRJFM-UHFFFAOYSA-N;
	SMILES C(CO[N+](=O)[O-])OCCOCCO[N+](=O)[O-];
Properties
Chemical formula	C6H12N2O8
Molar mass	240.168 g·mol−1
Appearance	pale yellow oily liquid
Density	1.33 g/cm3
Melting point	−19 °C (−2 °F; 254 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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Latest revision as of 15:52, 9 May 2024

Triethylene glycol dinitrate (TEGDN) is an, ether, nitrated alcohol ester of triethylene glycol. It is used as an energetic plasticizer in explosives and propellants. It is a pale yellow oily liquid.^[1] It is somewhat similar to nitroglycerin.

TEGDN is often used together with trimethylolethane trinitrate (TMETN).

Triethylene glycol dinitrate, diethylene glycol dinitrate, and trimethylolethane trinitrate are being considered as replacements for nitroglycerin in propellants.^[2]

References

^ Triethylene glycol dinitrate at ChemYQ
^ US DoD reports Archived 2012-09-03 at the Wayback Machine at stormingmedia.us

[1] Triethylene glycol dinitrate at ChemYQ

[2] US DoD reports Archived 2012-09-03 at the Wayback Machine at stormingmedia.us

[1]

[2]

@@ Line 1: / Line 1: @@
 {{chembox
-| verifiedrevid = 316641775
+| verifiedrevid = 428740427
 | ImageFile = TEGDN.png
 | ImageSize = 200px
 | IUPACName = 2,2'-(Ethane-1,2-diylbis(oxy))bisethyl dinitrate ]
 | OtherNames = TEGDN
-| Section1 = {{Chembox Identifiers
+|Section1={{Chembox Identifiers
+| CASNo_Ref = {{cascite|correct|CAS}}
 | CASNo = 111-22-8
+| UNII_Ref = {{fdacite|correct|FDA}}
-| PubChem =
+| UNII = 6X99UD6JTA
+|  PubChem = 8099
+|  ChemSpiderID = 7808
+|  StdInChI = 1S/C6H12N2O8/c9-7(10)15-5-3-13-1-2-14-4-6-16-8(11)12/h1-6H2
+|  StdInChIKey = AGCQZYRSTIRJFM-UHFFFAOYSA-N
 | SMILES = C(CO[N+](=O)[O-])OCCOCCO[N+](=O)[O-]
 }}
-| Section2 = {{Chembox Properties
+|Section2={{Chembox Properties
-| C = 6 | H = 12 | N = 2 | O = 8
+| C=6 | H=12 | N=2 | O=8
 | MolarMass =
 | Appearance = pale yellow oily liquid
 | Density = 1.33 g/cm<sup>3</sup>
 | MeltingPtC = -19
 | BoilingPt =
 | Solubility = }}
-| Section3 = {{Chembox Hazards
+|Section3={{Chembox Hazards
 | MainHazards =
 | FlashPt =
-| Autoignition = }}
+| AutoignitionPt = }}
-| Section6 = {{Chembox Explosive
+|Section6={{Chembox Explosive
 | ShockSens =
 | FrictionSens =
-| ExplosiveV =
+| DetonationV =
 | REFactor = }}
 }}
-'''Triethylene glycol dinitrate''' ('''TEGDN''') is a [[nitration|nitrated]] [[alcohol]] [[ester]] of [[triethylene glycol]]. It is used as an energetic [[plasticizer]] in [[explosive]]s and [[propellant]]s. Its chemical formula is O<sub>2</sub>N-O-CH<sub>2</sub>CH<sub>2</sub>-O-CH<sub>2</sub>CH<sub>2</sub>-O-CH<sub>2</sub>CH<sub>2</sub>-O-NO<sub>2</sub>. It is a pale yellow oily liquid.<ref>[http://www.chemyq.com/En/xz/xz6/52027hfdla.htm Triethylene glycol dinitrate] at ChemYQ</ref> It is somewhat similar to [[nitroglycerin]].
+'''Triethylene glycol dinitrate''' ('''TEGDN''') is an, [[ether]], [[nitration|nitrated]] [[Alcohol (chemistry)|alcohol]] [[ester]] of [[triethylene glycol]]. It is used as an energetic [[plasticizer]] in [[explosive]]s and [[propellant]]s. It is a pale yellow [[oil]]y liquid.<ref>[http://www.chemyq.com/En/xz/xz6/52027hfdla.htm Triethylene glycol dinitrate] at ChemYQ</ref> It is somewhat similar to [[nitroglycerin]].
 TEGDN is often used together with [[trimethylolethane trinitrate]] (TMETN).
-Triethylene glycol dinitrate, [[diethylene glycol dinitrate]], and trimethylolethane trinitrate are being considered as replacements for nitroglycerin in propellants.<ref>[http://www.stormingmedia.us/cat/sub/subcat20-57.html Pentagon reports] at stormingmedia.us</ref>
+Triethylene glycol dinitrate, [[diethylene glycol dinitrate]], and trimethylolethane trinitrate are being considered as replacements for nitroglycerin in propellants.<ref>[http://www.stormingmedia.us/cat/sub/subcat20-57.html US DoD reports] {{Webarchive|url=https://web.archive.org/web/20120903212929/http://www.stormingmedia.us/cat/sub/subcat20-57.html |date=2012-09-03 }} at stormingmedia.us</ref>
 ==References==
 {{reflist}}
-[[Category:Alkyl nitrates]]
+[[Category:Nitrate esters]]
+[[Category:Ethers]]
 [[Category:Explosive chemicals]]
 [[Category:Liquid explosives]]