Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Synthesis and Crystal Structure of Bis-3,3'-(nitro-NNO-azoxy)-4,4'-azofurazan

  • Li, Hui (Xi'an Modern Chemistry Research Institute) ;
  • Wang, Bo Zhou (Xi'an Modern Chemistry Research Institute) ;
  • Li, Xiang Zhi (Xi'an Modern Chemistry Research Institute) ;
  • Tong, Jun Feng (Key Labortary of Opto-Electronic Technology and Intelligent Control, Lanzhou Jiaotong University) ;
  • Lai, Wei Peng (Xi'an Modern Chemistry Research Institute) ;
  • Fan, Xue Zhong (Xi'an Modern Chemistry Research Institute)
  • Received : 2012.10.10
  • Accepted : 2012.11.02
  • Published : 2013.02.20
Download PDF
⟨ Previous Next ⟩

Abstract

Keywords

References

  1. Wang, R.-H.; Xu, H.-Y.; Guo, Y.; Sa, R.-J.; Shreeve, J. M. J. Am. Chem. Soc. 2010, 132, 11904. https://doi.org/10.1021/ja1055033
  2. Li, Y.-C.; Qi, C.; Li, S.-H.; Zhang, H.-J.; Sun, C.-H.; Yu, Y.-Z.; Pang, S.-P. J. Am. Chem. Soc. 2010, 132, 12172. https://doi.org/10.1021/ja103525v
  3. Mikhailov, Y. M.; Chapyshev, V.; Nedel'ko, V. V. Russ. Chem. Bull., Int. Ed. 2011, 58, 2097.
  4. Gao, H.-X.; Shreeve, J. M. Chem. Rev. 2011, 111, 7377. https://doi.org/10.1021/cr200039c
  5. Kerth, J.; Lobbecke, S. Propell. Explos. Pyrot. 2002, 27, 111. https://doi.org/10.1002/1521-4087(200206)27:3<111::AID-PREP111>3.0.CO;2-O
  6. Thottempudi, V.; Gao, H.-X.; Shreeve, J. M. J. Am. Chem. Soc. 2011, 133, 6464. https://doi.org/10.1021/ja2013455
  7. Wang, R.-H.; Guo, Y.; Zeng, Z., Twamley, B.; Shreeve, J. M. Chem. Eur. J. 2009, 15, 2625. https://doi.org/10.1002/chem.200802160
  8. Kulikov, A. S.; Ovchinnikov, I. V.; Molotov, S. I.; Makhova, N. N. Russ. Chem. Bull., Int. Ed. 2003, 52, 1822. https://doi.org/10.1023/A:1026073108494
  9. Sikder, A. K.; Sikder, N. J. Hazard. Mater. 2004, A112, 1.
  10. Chavez, D.; Hill, L.; Hiskey, M.; Kinkead, S. J. Energ. Mater. 2000, 18, 219. https://doi.org/10.1080/07370650008216121
  11. Kim, T. K.; Lee, B. W.; Chung, K.-H. Bull. Korean Chem. Soc. 2011, 32, 3802. https://doi.org/10.5012/bkcs.2011.32.10.3802
  12. Kim, T. K.; Choe, J. H.; Lee, B. W.; Chung, K.-H. Bull. Korean Chem. Soc. 2012, 33, 2765. https://doi.org/10.5012/bkcs.2012.33.8.2765
  13. Zhou, Y.-S.; Wang, B.-Z.; Zhou, C.; Li, J.-K. Chin. J. Org. Chem. 2010, 30, 1044.
  14. Philip, F. P.; Gregory, S. L.; Alexander, R. M.; Robert, D. S. Thermochimi Acta 2002, 384, 187. https://doi.org/10.1016/S0040-6031(01)00805-X
  15. Churakov, A. M.; Loffe, S. L.; Tartakovskii, V. A. Mendeleev Commun. 1996, 27, 20.
  16. Sheremetev, A. B.; Semenov, S. E.; Kuzmin, V. S.; Strelenko, Y. A.; Loffe, S. L. Chem. Eur. J. 1998, 4, 1023. https://doi.org/10.1002/(SICI)1521-3765(19980615)4:6<1023::AID-CHEM1023>3.0.CO;2-R
  17. Tatyana, M. M. Mendeleev Commun. 2001, 11, 30. https://doi.org/10.1070/MC2001v011n01ABEH001369
  18. Nelson, V.; Serianz, A.; Kovacic, P. J. Org. Chem. 1976, 41, 1751. https://doi.org/10.1021/jo00872a018
  19. Allen, F. H.; Kennard, O.; Watson, D. G.; Brammer, L.; Orpen, A. G.; Taylor, R. J. Chem. Soc. Perkin Trans. 2 1987, S1.
  20. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Scalmani, G.; Barone, V.; Mennucci, B.; Petersson, G. A.; Nakatsuji, H.; Caricato, M.; Li, X.; Hratchian, H. P.; Izmaylov, A. F.; Bloino, J.; Zheng, G.; Sonnenberg, J. L.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Vreven, T.; Montgomery, J. A., Jr.; Peralta, J. E.; Ogliaro, F.; Bearpark, M.; Heyd, J. J.; Brothers, E.; Kudin, K. N.; Staroverov, V. N.; Kobayashi, R.; Normand, J.; Raghavachari, K.; Rendell, A.; Burant, J. C.; Iyengar, S. S.; Tomasi, J.; Cossi, M.; Rega, N.; Millam, J. M.; Klene, M.; Knox, J. E.; Cross, J. B.; Bakken, V.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Martin, R. L.; Morokuma, K.; Zakrzewski, V. G.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Dapprich, S.; Daniels, A. D.; Farkas, O.; Foresman, J. B.; Ortiz, J. V.; Cioslowski, J.; Fox, D. J. Gaussian 09, Gaussian, Inc., Wallingford CT, 2009.
  21. Wu, X.; Long, X.-P.; He, B.; Jiang, X.-H. Sci. China, Ser. B 2009, 52, 605.
  22. Gunasekaran, A.; Jayachandran, T.; Boyer, J. H.; Trudell, M. L. J. Heterocycl. Chem. 1995, 32, 1405. https://doi.org/10.1002/jhet.5570320452
  23. Sheldrick, G. M. SHELX97, Programs for crystal structure analysis, Institut fur Anorganische Chemie der Universitat, Gottingen, Germany, 1998.

Cited by

  1. 3-(1-Adamantyl)Furazans vol.49, pp.9, 2013, https://doi.org/10.1007/s10593-013-1385-z
  2. 3,3′-Dinitroamino-4,4′-azoxyfurazan and Its Derivatives: An Assembly of Diverse N–O Building Blocks for High-Performance Energetic Materials vol.136, pp.11, 2014, https://doi.org/10.1021/ja501176q
  3. N-Trinitroethyl-substituted azoxyfurazan: high detonation performance energetic materials vol.5, pp.35, 2015, https://doi.org/10.1039/C5RA03230J
  4. A practical anodic oxidation of aminofurazans to azofurazans: an environmentally friendly route vol.5, pp.47, 2015, https://doi.org/10.1039/C5RA05726D
  5. Synthesis and theoretical prediction of detonation properties of 3-azido-4-[(4-nitrofurazan-3-yl)-ONN-azoxy]furazan vol.51, pp.8, 2015, https://doi.org/10.1007/s10593-015-1772-8
  6. Azo-linked high-nitrogen energetic materials vol.6, pp.5, 2018, https://doi.org/10.1039/C7TA09593G
  7. Bridged bisnitramide-substituted furazan-based energetic materials vol.4, pp.43, 2016, https://doi.org/10.1039/C6TA08055C
  8. -azoxy Compounds vol.2019, pp.1, 2018, https://doi.org/10.1002/ejoc.201801533
  9. 1,2,3‐Triazolo[4,5,‐e]furazano[3,4,‐b]pyrazine 6‐Oxide—A Fused Heterocycle with a Roving Hydrogen Forms a New Class of Insensitive Energetic Materials vol.20, pp.2, 2013, https://doi.org/10.1002/chem.201303469
  10. Synthesis of 5-amino-6-(nitro-NNO-azoxy)-1,2,3,4-tetrazine 1,3-dioxide vol.68, pp.9, 2019, https://doi.org/10.1007/s11172-019-2628-7
  11. Synthesis of New Energetic Materials Based on Furazan Rings and Nitro‐ NNO ‐azoxy Groups vol.5, pp.39, 2013, https://doi.org/10.1002/slct.202003182
  12. Novel energetic aminofurazans with a nitro-NNO-azoxy group vol.31, pp.6, 2013, https://doi.org/10.1016/j.mencom.2021.11.006