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Original Articles

Mechanochemical Nitration of Aromatic Compounds

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References

  • Adamiak, J., D. Kalinowska-Alichnewicz, P. Maksimowski, and W. Skupiński. 2011. Characterization of a novel solid catalyst, H3PO4/MoO3/SiO2, and its application in toluene nitration. Journal of Molecular Catalysis A: Chemical 351:62–69. doi:10.1016/j.molcata.2011.09.015.
  • Adamiak, J., W. Tomaszewski, and W. Skupiński. 2012. Interaction of nitromethane with MoO3/SiO2 and its influence on toluene nitration. Catalysis Communications 29:92–95. doi:10.1016/j.catcom.2012.09.026.
  • Albright, L. F. 2000. Nitration. In A. Seidel (Ed.), Kirk-othmer encyclopedia of chemical technology. New York, NY: John Wiley & Sons, Inc..
  • Booth, G. 2000. Nitro compounds, aromatic. In B. Elvers (Ed.), Ullmann’s encyclopedia of industrial chemistry. New York, NY: Wiley-VCH Verlag GmbH & Co. KGaA.
  • Esteves, P. M., J. W. D. M. Carneiro, S. P. Cardoso, A. G. H. Barbosa, K. K. Laali, G. Rasul, G. K. S. Pra-Kash, and G. A. Olah. 2003. Unified mechanistic concept of electrophilic aro-matic nitration: Convergence of computational re-sults and experimental data. Journal of the American Chemical Society 125:4836–49.
  • Friščić, T. 2010. New opportunities for materials synthesis using mechanochemistry. Journal of Materials Chemistry 20 (36):7599–605. doi:10.1039/c0jm00872a.
  • Garay, A. L., A. Pichon, and S. L. James. 2007. Solvent-free synthesis of metal complexes. Chemical Society Reviews 36:846–55.
  • Hoggett, J. G., R. B. Moodie, J. R. Penton, and K. Schoefield. 1971. Nitration and aromatic reactivity. Cambridge, UK: Cambridge University Press.
  • Holt, P., G. Johnston, A. J. Sanderson, P. Wesson, and J. Worthington. 2004. Development of an efficient and green TNT manu-facturing process, 2004 insensitive munitions and energetic materials. San Francisco, CA: Materials Technical Symposium.
  • James, S. L., C. J. Adams, C. Bolm, D. Braga, P. Collier, T. Friić, F. Grepioni, K. D. M. Harris, G. Hyett, W. Jones, A. Krebs, J. MacK, L. Maini, A. G. Orpen, I. P. Parkin, W. C. Shearouse, J. W. Steed, and D. C. Waddell. 2012. Mechanochemistry: Opportunities for new and cleaner synthesis. Chemical Society Reviews 41:413–47.
  • Ji, L., C. Qian, M. Liu, and X. Chen. 2011. Highly efficient nitration of phenolic compounds using some nitrates and oxalic acid under solvent free conditions. Journal of Chemical Research 35 (2):101–03.
  • Jiang, X., M. A. Trunov, M. Schoenitz, R. N. Dave, and E. L. Dreizin. 2009. Mechanical alloying and reactive milling in a high energy planetary mill. Journal of Alloys and Compounds 478:246–51.
  • Kaupp, G. 2009. Mechanochemistry: The varied applications of mechanical bond-breaking. CrystEngComm 11 (3):388–403. doi:10.1039/b810822f.
  • Kemdeo, S. M. 2012. MoO3/SiO2-ZrO2 catalyst: Effect of calcination temperature on physico-chemical properties and activities in nitration of toluene. Bulletin of Chemical Reaction Engineering and Catalysis 7 (2):92–104. doi:10.9767/bcrec.7.2.3521.92-104.
  • Kemdeo, S. M., V. S. Sapkal, and G. N. Chaudhari. 2010. TiO2–SiO2 mixed oxide supported MoO3 catalyst: Physicochemical characterization and activities in nitration of phenol. Journal of Molecular Catalysis A: Chemical 323 (1–2):70–77. doi:10.1016/j.molcata.2010.03.017.
  • Lu, K. T., K. M. Luo, P. C. Lin, and K. L. Hwang. 2005. Critical runaway conditions and stability criterion of RDX manufacture in continuous stirred tank re-actor. Journal of Loss Prevention in the Process Industries 18:1–11.
  • Ludwichk, R., O. K. Helferich, C. P. Kist, A. C. Lopes, T. Cavasotto, D. C. Silva, and M. Barreto-Rodrigues. 2015. Characterization and photocatalytic treatability of red water from Brazilian TNT industry. Journal of Hazardous Materials 293:81–86.
  • Meyers, R. A. 1998. Encyclopedia of environmental analysis and reme-diation. New York, NY: Wiley.
  • Millar, R. W., M. E. Colclough, A. W. Arber, R. P. Claridge, R. M. Endsor, and J. Hamid. 2011. Clean nitrations using dinitrogen pentoxide (N2O5)-A UK perspective. In J.R. Howell & T.E. Fletcher (Eds.), Energetic Materials: Chemistry, Hazards and Environmental Aspects (pp.77–106) New York, NY: Nova Science Publishing.
  • Millar, R. W., and S. P. Philbin. 1997. Clean nitrations: Novel syntheses of nitramines and nitrate esters by nitrodesilylation reactions using dinitrogen pentoxide (N2O5). Tetrahedron 53:4371–86.
  • Pouretedal, H. R., S. Damiri, M. Alikhasti, and H. Mahmoodi. 2016. Treatment of TNT red water by chemical-modified carbon adsorbent prepared from cheap raw materi-als of pine tree wood. Desalination and Water Treatment 57 (45):21294–303. doi:10.1080/19443994.2015.1119752.
  • Santhanam, P. R., and E. L. Dreizin. 2012. Predicting conditions for scaled-up manufacturing of materials prepared by ball milling. Powder Technology 201:401–11.
  • Skupiński, W., and M. Malesa. 2002. An infrared study on the MoO3/SiO2 catalytic system employed in toluene nitration. Applied Catalysis A: General 236 (1–2):223–34. doi:10.1016/S0926-860X(02)00291-0.
  • Tu, S., F. Lv, P. Hu, Z. Meng, H. Ran, and Y. Zhang. 2015. Preparation of amine-modified silica foams and their adsorption behaviors toward TNT red water, colloids and surfaces. Physicochemical and Engineering Aspects 481:493–99.
  • Wang, G. W. 2013. Mechanochemical organic synthesis. Chemical Society Reviews 42:7668–700.
  • Ward, T. S., W. Chen, M. Schoenitz, R. N. Dave, and E. L. Dreizin. 2005. A study of mechanical alloying processes using re-active milling and discrete element modeling. Acta Materialia 53:2909–18.
  • Zhang, M., G. H. Liu, K. Song, Z. Wang, Q. Zhao, S. Li, and Z. Ye. 2015. Biological treatment of 2,4,6-trinitrotoluene (TNT) red water by immobilized anaerobic-aerobic microbial filters. Chemical Engineering Journal 259:876–84.

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