Abstract
Dehydration of isobutyl alcohol selectively labelled with a13C nucleus in the CH2 group (i-BuOH[1−13C]) has been studied on H-ZSM-5 zeolite within the temperature range 296–448 K using13C CP/MAS NMR. The formation of the isobutyl silyl ether intermediate (IBSE) has been detected. It is stable below 398 K. Within the temperature range 398–423 K IBSE decomposes gradually to produce first a butene dimer, probably 2,5-dimethyl-l-hexene and then other butene dimers and oligomers. AtT > 423 K scrambling of the selectively labelled carbon of the initial dimeric product over various positions in the carbon skeleton of the final dimers (oligomers) is observed. This is explained in terms of the formation of carbenium ion as the reaction intermediate.
Similar content being viewed by others
References
J.F. Haw, B.R. Richardson, I.S. Oshiro, N.D. Lazo and J.A. Speed, J. Am. Chem. Soc. 111 (1989) 2052.
V.B. Kazansky and I.N. Senchenya, J. Catal. 119 (1989) 108.
N.D. Lazo, J.L. White, E.J. Munson, M. Lambregts and J.F. Haw, J. Am. Chem. Soc. 112 (1990) 4050.
M.T. Aronson, R.J. Gorte, W.E. Farneth and D. White, J. Am. Chem. Soc. 111 (1989) 840.
C. Pereira, G.T. Kokotailo, R.J. Gorte and W.E. Farneth, J. Phys. Chem. 94 (1990) 2063.
C. Williams, M.A. Makarova, L.V. Malysheva, E.A. Paukshtis, E.P. Talsi, J.M. Thomas and K.I. Zamaraev, J. Catal. 127 (1991) 377.
C. Williams, M.A. Makarova, L.V. Malysheva, E.A. Paukshtis, K.I. Zamaraev and J.M. Thomas, J. Chem. Soc. Faraday Trans. 86 (1990) 3473.
M.A. Makarova, C. Williams, J.M. Thomas and K.I. Zamaraev, Catal. Lett. 4 (1990) 261.
M.A. Makarova, C. Williams, V.N. Romannikov, K.I. Zamaraev and J.M. Thomas, J. Chem. Soc. Faraday Trans. 86 (1990) 581.
A.G. Stepanov, A.G. Maryasov, V.N. Romannikov and K.I. Zamaraev, J. Chem. Soc. Faraday Trans., submitted.
V.N. Romannikov, V.M. Mastikhin, S. Hočevar and B. Držaj, Zeolites 3 (1983) 311.
C.E. Bronnimann and G.E. Maciel, J. Am. Chem. Soc. 108 (1986) 7154.
A.J. Gordon and R.A. Ford,The Chemist Companion (Mir, Moscow, 1976) p. 309 (in Russian).
J.P. van den Berg, J.P. Wolthuizen, A.D.H. Clague, G.R. Hays, R. Huis and J.H.C. van Hooff, J. Catal. 80 (1983) 13.
M.T. Aronson, R.J. Gorte and W.E. Farneth, J. Catal. 105 (1987) 455.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Stepanov, A.G., Romannikov, V.N. & Zamaraev, K.I. 13C CP/MAS NMR study of isobutyl alcohol dehydration on H-ZSM-5 zeolite. Evidence for the formation of stable isobutyl silyl ether intermediate. Catal Lett 13, 395–405 (1992). https://doi.org/10.1007/BF00765043
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF00765043