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Effects of Substituents on the Ring-Opening Pathways of Oxiranes on ZSM-5 Zeolites

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Abstract

The ring-opening reactions of methyloxirane and ethyloxirane on ZSM-5 catalysts are dramatically different in spite of otherwise identical reaction conditions. Even though both reactants undergo single ring opening providing isomers of the starting compound, the major transformation route of methyloxirane is dimerization resulting in dioxolane and dioxane derivatives of various kinds. This reaction pathway, however, is completely lacking in the case of ethyloxirane. Molecular modeling revealed that possible dimers of ethyloxirane are too bulky to be formed and diffuse through the channel system of the ZSM-5 structure.

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REFERENCES

  1. S.E. Denmark, P.A. Barsanti, K.-T. Wong, R.A. Stavenger: J. Catal., 63, 2428 (1998).

    Google Scholar 

  2. M. Bartók: in The Chemistry of Functional Groups Supplement E2: The Chemistry of Hydroxyl, Ether and Peroxide Groups: (S. Patai, Ed.), Chap. 15, p. 843. Wiley, Chichester, Brisbane, New York, Toronto, Singapore 1993.

    Google Scholar 

  3. A. Fási, I. Pálinkó: J. Catal., 181, 28 (1999).

    Google Scholar 

  4. H.G. Karge, H.K. Beyer: Stud. Surf. Sci. Catal., 69, 43 (1991).

    Google Scholar 

  5. Á. Molnár, I. Bucsi, M. Bartók, G. Resofszki, Gy. Gáti: J. Catal., 129, 303 (1991).

    Google Scholar 

  6. Ch. Baerlocher, W.M. Meier, D.H. Olson: in Atlas of Zeolite Framework Types, p. 185. Elsevier, Amsterdam, London, New York, Oxford, Paris, Shannon, Tokyo 2001.

    Google Scholar 

  7. M.J.S. Dewar, E.G. Zoebisch, E.F. Healy, J.J.P. Stewart: J. Am. Chem. Soc., 107, 3902 (1985).

    Google Scholar 

  8. Hyperchem 6.02, Hypercube, Inc., 1999, Gainesville, FL, USA.

  9. A. Bondi: J. Phys. Chem., 68, 441 (1964).

    Google Scholar 

  10. A. Fási, I. Pálinkó, I. Kiricsi: J. Catal., 188, 385 (1999).

    Google Scholar 

  11. A. Fási, Á. Gömöry, I. Pálinkó, I. Kiricsi: J. Catal., 200, 340 (2001).

    Google Scholar 

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Authors and Affiliations

  1. Department of Applied and Environmental Chemistry, University of Szeged, Rerrich B. tér 1, Szeged, Hungary

    András Fási & Imre Kiricsi

  2. Department of Organic Chemistry, University of Szeged, Dóm tér 8, H-6720 Szeged, Hungary

    István Pálinkó

Authors
  1. András Fási
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  2. István Pálinkó
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  3. Imre Kiricsi
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Correspondence to István Pálinkó.

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Fási, A., Pálinkó, I. & Kiricsi, I. Effects of Substituents on the Ring-Opening Pathways of Oxiranes on ZSM-5 Zeolites. Reaction Kinetics and Catalysis Letters 74, 187–194 (2001). https://doi.org/10.1023/A:1017960321702

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  • DOI: https://doi.org/10.1023/A:1017960321702

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