2-Nitrodiphenylamine

changed changed 477214934 2-Nitrodiphenylamine NDPA, 2-NDPA, 2NO2DPA, Sudan Yellow 1339, C.I. 10335, CI 10335, phenyl 2-nitrophenylamine, 2-nitro-N-phenylaniline, or N-phenyl-o-nitroaniline Nitrodiphenylamine.png 170 Skeletal formula of 2-nitrodiphenylamine 2-Nitrodiphenylamine-3D-balls.png Ball-and-stick model of the 2-nitrodiphenylamine molecule 2-Nitro-N-phenylaniline correct chemspider 8100 8407 204-348-6 1661 1450018 DTXSID4025749 1/C12H10N2O2/c15-14(16)12-9-5-4-8-11(12)13-10-6-2-1-3-7-10/h1-9,13H RUKISNQKOIKZGT-UHFFFAOYAD [O-][N+](=O)c2ccccc2Nc1ccccc1 correct chemspider 1S/C12H10N2O2/c15-14(16)12-9-5-4-8-11(12)13-10-6-2-1-3-7-10/h1-9,13H correct chemspider RUKISNQKOIKZGT-UHFFFAOYSA-N changed ?? 119-75-5 correct FDA DT9NA7ZDD8 O=[N+]([O-])C1=C(NC2=CC=CC=C2)C=CC=C1 12 10 2 2 1.403 g/cm3McWilliam Susan A. Skakle Janet M. S. Wardell James L. Low John Nicolson Glidewell Christopher Hydrogen-bonded chains in N -(2-nitrophenyl)phenylamine Acta Crystallographica Section C Crystal Structure Communications 2001 57 8 946–948 10.1107/S0108270101008010 11498622 74 to 75 07 Warning 315 319 335 261 264 271 280 302+352 304+340 305+351+338 312 321 332+313 337+313 362 403+233 405 501 2-Nitrodiphenylamine is an organic chemical with the formula C6H5NHC6H4NO2. It is a nitrated derivative of diphenylamine. It is a red solid, usually found in form of flakes or powder. It is polar but hydrophobic. Diphenylamine is used to extend the shelf-life of explosives containing nitrocellulose or nitroglycerin. Such nitrated materials release nitrogen oxides, which deteriorate the device. The diphenylamine traps NO2, affording the title compound and related species. And the title compound further traps additional nitrogen oxides.10.1016/0003-2670(94)85116-6 Characterization of smokeless gunpowder by means of diphenylamine stabilizer and its nitrated derivatives 1994 Espinoza Edgard O'N. Thornton John I. Analytica Chimica Acta 288 1–2 57–69 1994AcAC..288...57E 10.1002/prep.201900341 Estimation of the Ballistic Parameters of Double Base Gun Propellants 2020 Boulkadid Karim M. Trache Djalal Krai Samir Lefebvre Michel H. Jeunieau Laurence Dejeaifve Alain Propellants, Explosives, Pyrotechnics 45 5 751–758 213752567 One of its major uses is to control the explosion rate of propylene glycol dinitrate. As a stabilizer, its major role is to eliminate the acidic nitrates and nitrogen oxides produced by gradual decomposition of nitric acid esters, which would otherwise autocatalyze further decomposition. Its amount is usually 1-2% of the mixture; higher amounts than 2% degrade the propellant's ballistic properties. The amount of the stabilizer depletes with time; remaining content of less than 0.5% (with initial 2% content) requires increased surveillance of the munition, with less than 0.2% warranting immediate disposal, as the depletion of the stabilizer may lead to autoignition of the propellant.http://chemicalland21.com/specialtychem/finechem/2-NITRODIPHENYLAMINE.htm https://web.archive.org/web/20060318013239/http://www.chemicalland21.com/specialtychem/finechem/2-NITRODIPHENYLAMINE.htm usurped March 18, 2006 2-Nitrodiphenylamine (O-Nitro-N-Phenylaniline) Other stabilizers of a similar nature are 4-nitrodiphenylamine, N-nitrosodiphenylamine. While N-methyl-p-nitroaniline (MNA also used in IMX-101), and diphenylamine (DPA) are more commonly employed.http://www.islandgroup.com/military/propellant_stabilizers.php PROPELLANT STABILIZERS 2014-06-07 https://web.archive.org/web/20140715002246/http://www.islandgroup.com/military/propellant_stabilizers.php 2014-07-15 dead References External links General information http://www.chemicalland21.com/specialtychem/finechem/2-NITRODIPHENYLAMINE.htm https://web.archive.org/web/20060318013239/http://www.chemicalland21.com/specialtychem/finechem/2-NITRODIPHENYLAMINE.htm March 18, 2006 usurped Category:Anilines Category:2-Nitrophenyl compounds Category:Dyes Category:Pyrotechnic chemicals Category:Secondary amines