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  • 1 National Chemical Laboratory, Pune 411008, India
  • | 2 STES-SKNCOE, Vadgaon, Pune 411041, India
  • | 3 NCCR, Indian Institute of Technology, Chennai 600036, India
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Abstract

An examination of the kinetics of the alkylation of anisole with 1-hexene and 1-hexanol to produce alkylates over zeolite H-beta is presented. Anisole alkylation is found to occur by a set of parallel reactions when hexene is used as the alkylating agent. When hexyl alcohol is the alkylating agent, the reaction follows a multi-step parallel-series mechanism to form monoalkylates and dihexylether. With 1-hexene, a group of isomeric alkylates, viz., ortho-2-hexyl anisole (2-OHA), ortho-3-hexyl anisole (3-OHA), para-2-hexyl anisole (2-PHA), and para-3-hexyl anisole (3-PHA) was obtained. With hexanol, the olefin (hexene) and dihexyl ether were obtained additionally. The influence of process parameters like temperature, catalyst quantity, and alkylating agent on reaction behavior is reported.

  • 1.

    Fomenko, VV, Korchagina, DV, Salakhutdinov, NF, Bagryanskaya, IYu, Gatilov, YuV, Lone, KG (2000) Russ J Org Chem. 36 4 539.

  • 2.

    Barthel, N, Finiels, A, Moreau, C, Jacquot, R, Spagnol, M (2001) J Mol Catal A. 169 1–2 163.

  • 3.

    Corma, A, Martinez, A, Arroyo, PA, Monteiro, JLF, Sousa Aguiar, EF (1996) Appl Catal A. 142 1 139 .

  • 4.

    Wagholikar, S, Mayadevi, S, Sivasanker, S (2006) Appl Catal A. 309:106 .

  • 5.

    Castro, C, Corma, A, Primo, J (2002) J Mol Catal A. 177 2 273 .

  • 6.

    Bellussi, G, Pazzuconi, G, Perego, C, Girotti, G, Terzoni, G (1995) J Catal. 157:227 .

  • 7.

    Kamala, P, Pandurangan, A (2006) Catal Lett. 110 1–2 39 .

  • 8.

    Amandi, R, Licence, P, Ross, SK, Aaltonen, O, Poliakoff, M (2005) Org Proc Res Develop. 9 4 451 .

  • 9.

    Pereira, CCM, Lachter, ER (2004) Appl Catal A. 266 1 67 .

  • 10.

    Gregg SJ , Sing KSW (1967) Adsorption, surface area and porosity. Academic Press, New York, chap 2, p 54.

  • 11.

    Marques, JP, Gener, I, Ayrault, P, Bordado, JC, Lopes, JM, Ramôa Ribeiro, F, Guisnet, M (2003) Micropor Mesopor Mater. 60:251 .

  • 12.

    Levenspiel, O. 1975 Chemical reaction engineering Wiley New York.