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Synthesis of 1,3-dimethyladamantane by skeletal rearrangement of C12H18 and C12H20 hydrocarbons over Na/H-Y-zeolite

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Abstract

Granular binder-free Y-zeolite with a degree of Na+/H+ ion exchange of 0.97 efficiently catalyzed isomerization of tetracyclo[6.2.1.13,6.02,7]dodecane and (2aR,5aα,8aR,8bα)-dodecahydroacenaphthene (perhydroacenaphthene) to 1,3-dimethyladamantane.

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References

  1. Bagrii, E.I., Adamantany (Adamantanes), Moscow: Nauka, 1989.

    Google Scholar 

  2. Fort, R.C., Jr., Adamantane: The Chemistry of Diamond Molecules, New York: Marcel Dekker, 1976, p. 385.

    Google Scholar 

  3. McKervey, M.A., Tetrahedron, 1980, vol. 36, p. 971.

    Article  CAS  Google Scholar 

  4. Cupas, C.A., Schleyer, P.v.R., and Trecker, D.J., J. Am. Chem. Soc., 1965, vol. 87, p. 917.

    Article  CAS  Google Scholar 

  5. Khazipova, A.N., Pavlova, I.N., Grigor’eva, N.G., Kutepov, B.I., Pavlov, M.L., and Basimova, R.A., Khim. Tekhnol., 2012, vol. 1, p. 5.

    Google Scholar 

  6. Neiland, O.Ya., Organicheskaya khimiya (Organic Chemistry), Moscow: Vysshaya shkola, 1990.

    Google Scholar 

  7. Minachev, Kh.M., Garanin, V.I., Isakova, T.A., and Kharlamov, V.V., Izv. Akad. Nauk SSSR, Ser. Khim., 1969, no. 2, p. 481.

    Google Scholar 

  8. Minachev, Kh.M., Garanin, V.I., Isakova, T.A., and Kharlamov, V.V., Izv. Akad. Nauk SSSR, Ser. Khim., 1969, no. 8, p. 1737.

    Google Scholar 

  9. Minachev, Kh.M., Garanin, V.I., Isakova, T.A., and Kharlamov, V.V., Izv. Akad. Nauk SSSR, Ser. Khim., 1970, no. 4, p. 835.

    Google Scholar 

  10. Minachev, Kh.M., Garanin, V.I., Isakova, T.A., and Kharlamov, V.V., Kinet. Katal., 1972, vol. 13, p. 1101.

    CAS  Google Scholar 

  11. Gavrilov, B.G., Luksha, V.G., Slobodin, Ya.M., and Kovyazin, V.E., Zh. Org. Khim., 1975, vol. 11, p. 597.

    CAS  Google Scholar 

  12. Wellman, W.E., Brekneman, M.C., and Konecky, M.S., J. Org. Chem., 1965, vol. 30, p. 1482.

    Article  CAS  Google Scholar 

  13. Bagrii, E.I., Amosova, E.I., and Sanin, P.I., Neftekhimiya, 1971, vol. 11, p. 639.

    CAS  Google Scholar 

  14. Petrov, A.A., Khimiya naftenov (Chemistry of Naphthenes), Moscow: Nauka, 1971.

    Google Scholar 

  15. Majerski, Z., Schleyer, P.v.R., and Wolf, A.P., J. Am. Chem. Soc., 1970, vol. 92, p. 5731.

    Article  CAS  Google Scholar 

  16. Pavlov, M.L., Kutepov, B.I., Basimova, R.A., Travkina, O.S., Myachin, S.I., Prokopenko, A.V., and Dzhemilev, U.M., Russian Patent no. 2 412 903, 2011; Byull. Izobret., 2011, no. 6.

    Google Scholar 

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Authors and Affiliations

  1. Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075, Bashkortostan, Russia

    R. I. Khusnutdinov, K. S. Kislitsina, A. N. Khazipova & B. I. Kutepov

Authors
  1. R. I. Khusnutdinov
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  2. K. S. Kislitsina
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  3. A. N. Khazipova
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  4. B. I. Kutepov
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Correspondence to R. I. Khusnutdinov.

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Original Russian Text © R.I. Khusnutdinov, K.S. Kislitsina, A.N. Khazipova, B.I. Kutepov, 2013, published in Zhurnal Organicheskoi Khimii, 2013, Vol. 49, No. 9, pp. 1290–1295.

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Khusnutdinov, R.I., Kislitsina, K.S., Khazipova, A.N. et al. Synthesis of 1,3-dimethyladamantane by skeletal rearrangement of C12H18 and C12H20 hydrocarbons over Na/H-Y-zeolite. Russ J Org Chem 49, 1273–1278 (2013). https://doi.org/10.1134/S1070428013090054

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  • DOI: https://doi.org/10.1134/S1070428013090054

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