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The rearrangement of 1-methylcyclohex-1-ene during the hydrodesulfurization of FCC gasoline over supported Co(Ni)Mo/Al2O3 sulfide catalysts: the isolation and identification of branched cyclic C7 olefins

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Abstract

In the study of the simultaneous hydrodesulfurization of 1-benzothiophene and the olefin hydrogenation of 1-methylcyclohex-1-ene (1-MCH), we encountered a rearrangement of 1-MCH during the first step of catalytic hydrogenation, which yielded various branched cyclic olefins; mainly ethylcyclopentene and dimethylcyclopentene isomers. The volatile isomerization products were isolated directly from the diluted reaction mixture via the combination of chromatographic techniques including preparative gas chromatography, and were undoubtedly assigned by NMR spectroscopy. The precise identification of the isomerization products was required for a detailed kinetic study.

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Acknowledgments

The authors gratefully appreciate and acknowledge the financial support of the Czech Science Foundation (Grant No. P106/11/0902).

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Authors and Affiliations

  1. Institute of Organic Chemistry and Biochemistry of the AS CR, v.v.i., Flemingovo náměstí 2, 16610, Prague 6, Czech Republic

    Petr Žáček

  2. Institute of Chemical Process Fundamentals of the AS CR, v.v.i., Rozvojová 2/135, 16502, Prague 6, Czech Republic

    Luděk Kaluža, Jindřich Karban, Jan Storch & Jan Sýkora

Authors
  1. Petr Žáček
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  2. Luděk Kaluža
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  3. Jindřich Karban
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Correspondence to Jan Sýkora.

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Žáček, P., Kaluža, L., Karban, J. et al. The rearrangement of 1-methylcyclohex-1-ene during the hydrodesulfurization of FCC gasoline over supported Co(Ni)Mo/Al2O3 sulfide catalysts: the isolation and identification of branched cyclic C7 olefins. Reac Kinet Mech Cat 112, 335–346 (2014). https://doi.org/10.1007/s11144-014-0709-z

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