تعداد نشریات | 41 |
تعداد شمارهها | 1,112 |
تعداد مقالات | 9,521 |
تعداد مشاهده مقاله | 17,166,524 |
تعداد دریافت فایل اصل مقاله | 12,020,331 |
Ultrasound assisted dichlorocarbene addition to 1,3-bis(allyloxy)-5-methylbenzene under biphasic condition: A kinetic study | ||
Iranian chemical communication | ||
مقاله 3، دوره 5، Issue 4, pp. 364-493, Serial No. 17، دی 2017، صفحه 381-396 اصل مقاله (954.01 K) | ||
نوع مقاله: Original Research Article | ||
نویسندگان | ||
Venugopal Rajendran* 1؛ Varathan Selvaraj1؛ Kuppusamy Harikumar2 | ||
1aSri Chandrashekarendra Saraswathi Viswa Mahavidyalaya University, Kanchipuram, Enathur, Tamil Nadu, India – 631 561 | ||
2Head of The Department of Chemistry Pachaiyappa’s College for Men Kanchipuram,Tamil Nadu India-631 501 | ||
چکیده | ||
A new multi-site phase-transfer catalyst (MPTC), viz., N,N’-dioctyl-4,4’-bipyridium dibromide containing bi-site was prepared and proved by FT-IR, 1H NMR, 13C NMR, mass and elemental analysis. The enhancement of C-N+ peak intensity at 1179 cm−1 noticed in FT-IR, the agreement of m/z values, viz., 542.43 bi-site respectively with their theoretical values and the percentage of C, H, N elements noticed in elemental analysis has strongly supported the presence of tri-site MPTC catalysts. Further, the presence of number of active-sites in the catalyst was again confirmed by determining their pseudo-first order rate constant for dichlorocarbene addition to 1,3-bis(allyloxy)-5-methylbenzene in the presence of ultrasonic irradiation/mechanical stirring. The comparative study reveals that the kapp determined with the combination of ultrasound and mechanical stirring has shown more activity than with their individual effect. Further, the detailed kinetic study performed with superior di-site MPTC reveals that the kapp are dependent with the stirring speed, [substrate], [catalyst], [NaOH] and temperature. Based on the kinetic results, thermodynamic parameters are evaluated. | ||
کلیدواژهها | ||
Ultrasound irradiation؛ dichlorocarbene؛ phase-transfer catalysis؛ kinetic Study | ||
مراجع | ||
[1] M. Makosa, M. Fedorynski, in: “Handbook of phase-transfer catalysis”, Blackie Academic and Professional London, 1997.
[2] M. Starks, C.L. Liotta, M. Halpern, “Phase-Transfer Catalysis: Fundamental, Applications, and Industrial Perspectives”, Chapman & Hall, New York, 1994.
[3] A. Brandstrom, in: “Preparation Ion Pair Extraction, an Introduction to Theory and Practice”, Apotekarsocieteten-Hassle Lakemedel, Stockholm, 1974.
[4] E. V. Dehmlow and S. S. Dehmlow, “Phase Transfer Catalysis,” 3rd Edition, VCH, Weinheim, 1993.
[5] Y. Sasson, R. Neumann, in: “Handbook of Phase-Transfer Catalysis”, Chapman and Hall, London, 1997.
[6]. A. Loupy, P. Pigeon, M. Ramdani, Tetrahedron, 1996, 56, 6705-6712.
[7] J.P. Idoux, R. Wysocki, S. Young, J. Turcot, C. Ohlman, R. Leonard, Synth. Commun., 1983, 13, 139-144.
[8] T. Balakrishnan, J.P. Jeyachandran, J. Chem. Soc. Perkin Trans. 2, 1995, 2081-2085.
[9] T. Balakrishnan, K. Shanmugan, Ind. J. Chem. Sect. A, 2007, 46A, 1069-1074.
[10] T. Balakrishnan, P.A. Vivekanand, Catal. Commun., 2009, 10, 687-692.
[11] M.L. Wang, Y.M. Hsieh, J. Mol. Catal. A: Chem., 2004, 210, 59-68.
[12] M.L. Wang, Z.F. Lee, F.S. Wang, J. Mol. Catal. A: Chem., 2005, 229, 259-269.
[13] S. Kavitha, V. Rajendran, Ultrason. Sonochem., 2012, 19, 1205-1212.
[14] M. Makosza, M. Wawrzyniewicz, Tetrahedron Lett., 1969, 53, 4659-4662.
[15] E.V. Dehmlow, Tetrahedron Lett., 1976, 17, 91-94.
[16] G.D. Yadav, B.G. Motirale, Chem. Eng. J., 2010, 156, 328-336.
[17] E. Dunkelblum, B. Singer, Synthesis, 1975, 323–323 (one page only).
[18] J.L. Luche, “Synthetic Organic Sonochemistry”, Plenum Press, New York, 1998.
[19] T.J. Mason, J.L. Luche, in: R.V. Eldick, C.D. Hubbard (Eds.), “Chemistry Under Extreme Or Non-Classical Conditions”, Wiley, New York, 1997.
[20] V.Vasudevan. R. Namboodiri, S. Varma, Org. Lett., 2002, 4, 3161-3163.
[21] A. Gaplovsky, M. Gaplovsky, S. Toma, J.L. Luche, J. Org. Chem., 2000, 65, 8444-8447.
[22] G.J. Price (Ed.), “Current Trends in Sonochemistry, Royal Society of Chemistry”, Cambridge, 1993.
[23] J.L. Luche, Ultrason. Sonochem., 1997, 4, 211-215.
[24] F.A. Luzzio, W.J. Moore, J. Org. Chem., 1993, 58, 512-515.
[25] H. Thomson, L.K. Doraiswamy, Ind. Eng. Chem. Res., 1999, 38, 1215-1249.
[26] R. Rajagopal, V. Jarikote, K.V. Srinivasan, Chem. Commun., 2002, 616-617.
[27] E. Psillakis, D. Mantzavinos, N. Kalogerakis, Anal. Chim. Acta, 2004, 501, 3-10.
[28] A. Loupy, J.L. Luche, in: Y. Sasson, R. Neumann (Eds.), Hand Book of Phase Transfer Catalysis, Blackie Academic and Professional, London, 1997.
[29] H.M. Yang, G.Y. Peng, Ultrason. Sonochem., 2010, 17, 239-245.
[30] H.M. Yang, C.C. Chiu, Ultrason. Sonochem., 2011, 18, 363-369.
[31] Q. Hua, L. Dabin, L. Chunxu, Ultrason. Sonochem., 2011, 18,1035-1037.
[32] A. Dandia, R. Singh, S. Bhaskaran, Ultrason. Sonochem., 2011, 18, 1113-1117.
[33] M.L. Wang, P.A. Vivekanand, Ultrason. Sonochem., 2011, 18, 1241-1248.
[34] M.H. Entezari, A.A. Shameli, Ultrason. Sonochem., 2000, 7, 169-172.
[35] M.L. Wang, V. Rajendran, Ultrason. Sonochem., 2007, 14, 46-54.
[36] M.L. Wang, V. Rajendran, J. Mol. Catal. A: Chem., 2007, 273, 5-13.
[37] M.L. Wang, V. Rajendran, Ultrason. Sonochem., 2007, 14, 368-374.
[38] B. Torok, K. Balazsik, K. Felfoldi, M. Bartok, Ultrason. Sonochem., 2001, 8,191-200.
[39] J. Lindley, T.J. Mason, Chem. Soc. Rev., 1987, 16, 275-311.
[40] T.J. Mason, Chem. Soc. Rev., 1997, 26, 443-451.
[41] Y.G. Adewuyi, Ind. Eng. Chem. Res., 2001, 40, 4681-4715.
[42] A.D. Visscher, P.V. Eenoo, D. Drijvers, H.V. Langenhove, J. Phys. Chem., 1996, 100, 11636-11642.
[43] P.R. Gogate, P.A. Tatake, P.M. Kanthale, A.B. Pandit, AIChE J.,2002, 48, 1542-1560.
[44] R.S. Davidson, A. Safdar, J.D. Spencer, B. Robinson, Ultrasonics, 1987, 25, 35-39.
[45] B. Jouglet, L. Blanco, G. Rousseau, Syn. Lett., 1991, 907-908.
[46] M.H. Yang, D.W. Lin, Cataly. Commun., 2011, 14, 101-106.
[47] B.S. Bhatkh and M.V. Adhikari, S.D.Samant, Ultrasaon. Sonochem., 2002, 9, 31-35.
[48] G.V. Ambulgekar, B.M. Bhanage, S.D. Samant, Tetrahedron Lett., 2005, 46, 2483–2485.
[49] J.T. Li, X.L. Li, Ultrasaon. Sonochem., 2007, 14, 677-679.
[50] N.S. Nandurkar, M.J. Bhanushali, S.R. Jagtap, B.M. Bhanage, Ultrasaon. Sonochem., 2007, 14, 41-45.
[51] M.L. Wang, Z.F. Lee, Bull. Chem. Soc. Jan., 2006, 79, 80-87.
[52] T. Balakrishnan, K. Arivalagan, R. Vadukut, Ind. J. Chem. 31B, 1992, 338-343.
[53] E. Murugan, P. Gopinath, J. Mol. Catal. A: Chem., 2008, 294, 68-73.
[54] M. Tomoi, W.T. Ford, J. Am. Chem. Soc., 1981, 103, 3828-3832.
[55] M. Halpern, Y. Sasson, M. Rabinovitz, J. Org. Chem., 1984, 49, 2011-2012.
[56] M.H. Entezari, P. Kruus, Ultrson. Sonochem., 1996, 3, 19-24.
[57] E. Chiellini, R. Solaro, S. D’Antone, J. Org. Chem., 1980, 45, 4179-4183.
[58] W.P. Reeves, R.G. Hilbirch, Tetrahedron, 1976, 32, 2235-2237.
[59] M. Tomoi, W.T. Ford, J. Am. Chem. Soc., 1981, 103, 3821-3828.
[60] M. Halpern, Y. Sasson, I. Willner, M. Rabinovitz, Tetrahedron Lett., 1981, 22, 1719-1722.
[61] D. Landini, A. Maia, G. Podda, J. Org. Chem., 1982, 47, 2264-2268.
[62] C.M. Starks, R.M. Owens, J. Am. Chem. Soc., 1973, 95, 3613-3617.
[63] M. Makosza, E. Bialecka, Tetrahedron Lett., 1977, 18, 183-186. | ||
آمار تعداد مشاهده مقاله: 1,427 تعداد دریافت فایل اصل مقاله: 1,115 |