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Catalytic dehydrocyclization of 2-hexyl- and 2-(1-methylpentyl)-naphthalenes

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Summary

  1. 1.

    An investigation was made of the dehydrocyclization of 2-hexyl-and 2-(l-methylpentyl)-naphthalenes in presence of an alumina-chromia catalyst at 450° and of platinized charcoal at 350”.

  2. 2.

    In presence of the alumina-chromia catalyst the dehydrocyclization proceeds mainly with the adjacent α-carbon atom and leads to the formation of phenanthrene hydrocarbons.

  3. 3.

    In presence of platinized charcoal the dehydrocyclization proceeds mainly at the adjacent S -carbon atom (in the 3-position of the naphthalene) and leads to the formation of anthracene hydrocarbons.

  4. 4.

    Under the given conditions there is observed the elimination of alkyl groups in the 4-position in phenanthrene and in the 1-and 4-positions in anthracene.

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Literature cited

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Shuikin, N.I., Érivanskaya, L.A., Komissarova, N.L. et al. Catalytic dehydrocyclization of 2-hexyl- and 2-(1-methylpentyl)-naphthalenes. Russ Chem Bull 11, 304–308 (1962). https://doi.org/10.1007/BF00908041

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Keywords

  • Hydrocarbon
  • Carbon Atom
  • Charcoal
  • Naphthalene
  • Alkyl Group