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1,3,3-Trinitroazetidine
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changed changed 1,3,3-Trinitroazetidin.svg 150px 1,3,3-Trinitroazetidine TNAZ correct chemspider
7969893
1S/C3H4N4O6/c8-5(9)3(6(10)11)1-4(2-3)7(12)13/h1-2H2
ZCRYIJDAHIGPDQ-UHFFFAOYSA-N
correct chemspider
correct chemspider
correct CAS
97645-24-4
correct FDA
41T9FAH22H
9794126
C1C(CN1[N+](=O)[O-])([N+](=O)[O-])[N+](=O)[O-]
3 4 4 6 Pale yellow crystals 1.86 g cm3 101Viswanath Dabir S. Ghosh Tushar K. Boddu Veera M. Emerging Energetic Materials: Synthesis, Physicochemical, and Detonation Properties 1,3,3-Trinitroazetidine (TNAZ) 2018 293–307 en 10.1007/978-94-024-1201-7_11 978-94-024-1199-7 252
Orthorhombic
9597 m/sSimpson R.L. Garza R.G. Foltz M.F. Ornellas D.L. Utriew P.A. Characterization of TNAZ 14 December 1994 10.2172/71573 Office of Scientific and Technical Information (OSTI) English 71573 https://digital.library.unt.edu/ark:/67531/metadc703722/m2/1/high_res_d/71573.pdf
1,3,3-Trinitroazetidine (TNAZ) is an explosive heterocyclic compound that has been considered as a potential replacement for TNT because of its low melting point (101 °C) and good thermal stability (up to 240 °C). TNAZ was first synthesized by Archibald et al. in 1990. 10.1021/jo00296a066 Synthesis and x-ray crystal structure of 1,3,3-trinitroazetidine The Journal of Organic Chemistry 55 9 2920–2924 1990 Archibald T. G Gilardi Richard Baum K George Clifford 1990JOrgC..55.2920A Several synthesis routes are known, and bulk production of several hundred kilogram batches has been demonstrated at Los Alamos National Laboratory.Coburn Michael D. Hiskey Michael A. Archibald Thomas G. Scale-up and waste-minimization of the Los Alamos process for 1,3,3-trinitroazetidine (TNAZ) Waste Management January 1998 17 2–3 143–146 10.1016/S0956-053X(97)10013-7 1998WaMan..17..143C Jalový Zdenek Zeman Svatopluk Suceska Muhamed Vávra Pave Dudek Kamil Rajic Masa 1,3,3-trinitroazetidine (TNAZ). Part I. Syntheses and properties Journal of Energetic Materials 1 June 2001 19 2 219–239 10.1080/07370650108216127 2001JEnM...19..219J 98003295 en 0737-0652
Properties
The compound crystallizes in an orthorhombic lattice with the space group Pbca. Thermolysis occurs starting around 240 °C - 250 °C with decomposition products that include nitrogen dioxide, nitric oxide, nitrous acid, carbon dioxide, and formaldehyde. It has a heat of decomposition of 6343 kJ/kg, and a detonation pressure of 36.4 GPa. 10.1016/S0040-4039(00)61673-8 Synthesis of 1,3,3-trinitroazetidine Tetrahedron Letters 34 42 6677–6680 1993 Axenrod Theodore Watnick Clara Yazdekhasti Hamid Dave Paritosh R
References
Category:Explosive chemicals
Category:Azetidines