Direct Hydroxylation of p-Xylene to 2,5-Xylenol with Hydroxylamine in Ionic Liquids/Molybdenum Catalytic System

D. Zhang; L. Gao; C. Jin; W. Xue; X. Zhao; S. Wang; Y. Wang

doi:10.14233/ajchem.2014.16742

Issue

Vol. 26 No. 22 (2014): Vol 26 Issue 22

Issue Published : November 6, 2014

This work is licensed under a Creative Commons Attribution 4.0 International License.

Direct Hydroxylation of p-Xylene to 2,5-Xylenol with Hydroxylamine in Ionic Liquids/Molybdenum Catalytic System

https://doi.org/10.14233/ajchem.2014.16742

D. Zhang

School of Chemical Engineering, Hebei University of Technology, Tianjin, P.R. China

L. Gao

School of Chemical Engineering, Hebei University of Technology, Tianjin, P.R. China

C. Jin

School of Chemical Engineering, Hebei University of Technology, Tianjin, P.R. China

W. Xue

School of Chemical Engineering, Hebei University of Technology, Tianjin, P.R. China

X. Zhao

School of Chemical Engineering, Hebei University of Technology, Tianjin, P.R. China

S. Wang

School of Chemical Engineering, Hebei University of Technology, Tianjin, P.R. China

Y. Wang

School of Chemical Engineering, Hebei University of Technology, Tianjin, P.R. China

Corresponding Author(s) : D. Zhang

zds1301@hebut.edu.cn

Asian Journal of Chemistry, Vol. 26 No. 22 (2014): Vol 26 Issue 22
Article Published : November 6, 2014

Abstract

Direct hydroxylation of p-xylene to 2,5-xylenol with hydroxylamine was carried out in an ionic liquids/molybdenum catalytic system. High 2,5-xylenol selectivity (80-98 %) can be achieved with good p-xylene conversion (5.9-9.9 %) in this catalytic system. The recycling experiments suggested the ionic liquids/molybdenum catalytic system was stable enough to be recycled for the hydroxylation reaction.

Keywords

Ionic liquids Molybdenum p-Xylene Hydroxylamine Hydroxylation 2,5-Xylenol

Zhang, D., Gao, L., Jin, C., Xue, W., Zhao, X., Wang, S., & Wang, Y. (2014). Direct Hydroxylation of p-Xylene to 2,5-Xylenol with Hydroxylamine in Ionic Liquids/Molybdenum Catalytic System. Asian Journal of Chemistry, 26(22), 7527–7531. https://doi.org/10.14233/ajchem.2014.16742

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P. Diévart, L. Allou, F. Louis, S. Le and Calvé, Phys. Chem. Chem. Phys., 8, 1714 (2006); doi:10.1039/b516193b.

M. Weber and M. Weber, in ed.: L. Pilato, Phenolic Resins: A Century of Progress, Springer-Verlag: Berlin Heidelberg, Germany, Chap. 2, p. 9 (2010).

B. Vogel, E. Klemm, M. Seitz, J. Heller and J. Reiser, US Patent 6476277B2 (2002).

V. Crocellà, G. Cerrato, G. Magnacca, C. Morterra, F. Cavani, S. Cocchi, S. Passeri, D. Scagliarini, C. Flego and C. Perego, J. Catal., 270, 125 (2010); doi:10.1016/j.jcat.2009.12.011.

M. Bolognini, F. Cavani, D. Scagliarini, C. Flego, C. Perego and M. Saba, Catal. Today, 75, 103 (2002); doi:10.1016/S0920-5861(02)00050-0.

E.H. Appelman, R. Bonnett and B. Mateen, Tetrahedron, 33, 2119 (1977); doi:10.1016/0040-4020(77)80324-4.

H.H. Monfared and Z.H. Amouei, J. Mol. Catal. Chem., 217, 161 (2004); doi:10.1016/j.molcata.2004.03.020.

D. Zhang, L. Gao, Y. Wang, W. Xue, X. Zhao and S. Wang, Catal. Commun., 12, 1109 (2011); doi:10.1016/j.catcom.2011.03.039.

D. Zhang, L. Gao, W. Xue, X. Zhao, S. Wang and Y. Wang, Chem. Lett., 41, 369 (2012); doi:10.1246/cl.2012.369.

W. Liu, L. Cheng, Y. Zhang, H. Wang and M. Yu, J. Mol. Liq., 140, 68 (2008); doi:10.1016/j.molliq.2008.01.008.

P. Kubisa, Prog. Polym. Sci., 34, 1333 (2009); doi:10.1016/j.progpolymsci.2009.09.001.

F. Guo, Z. Fang, X.F. Tian, Y.D. Long and L.Q. Jiang, Bioresour. Technol., 102, 6469 (2011); doi:10.1016/j.biortech.2011.02.079.

P.A. Ganeshpure, G. George and J. Das, J. Mol. Catal. Chem., 279, 182 (2008); doi:10.1016/j.molcata.2007.06.025.

Y.W. Zhao, J.X. Long, F.G. Deng, X.F. Liu, Z. Li, C.G. Xia and J.J. Peng, Catal. Commun., 10, 732 (2009); doi:10.1016/j.catcom.2008.11.030.

J. Gui, H. Ban, X. Cong, X. Zhang, Z. Hu and Z. Sun, J. Mol. Catal. Chem., 225, 27 (2005); doi:10.1016/j.molcata.2004.08.026.

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Z. Duan, Y. Gu, J. Zhang, L. Zhu and Y. Deng, J. Mol. Catal. Chem., 250, 163 (2006); doi:10.1016/j.molcata.2006.01.035.

J. Gui, X. Cong, D. Liu, X. Zhang, Z. Hu and Z. Sun, Catal. Commun., 5, 473 (2004); doi:10.1016/j.catcom.2004.06.004.

C. Thomazeau, H. Olivier-Bourbigou, L. Magna, S. Luts and B. Gilbert, J. Am. Chem. Soc., 125, 5264 (2003); doi:10.1021/ja0297382.

X. Liu, H. Ma, Y. Wu, C. Wang, M. Yang, P. Yan and U. Welz-Biermann, Green Chem., 13, 697 (2011); doi:10.1039/c0gc00732c.

Issue

Vol. 26 No. 22 (2014): Vol 26 Issue 22

Direct Hydroxylation of p-Xylene to 2,5-Xylenol with Hydroxylamine in Ionic Liquids/Molybdenum Catalytic System

Corresponding Author(s) : D. Zhang

Abstract

Keywords

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