Vol. 36 No. 1 (2023): Revista ION
Articles

Cyclohexanol dehydration to obtain cyclohexene – Experimental tests in a teaching laboratory

Moilton Franco Junior
Universidade Federal de Uberlândia: UFU
Bio
Nattácia Rodrigues de Araújo Felipe Rocha
Universidade de Rio Verde

Published 2023-02-28

Keywords

  • Cyclohexene,
  • Cyclohexanol,
  • Dehydration,
  • Toxicity

How to Cite

Franco Junior, M., & Rodrigues de Araújo Felipe Rocha, N. . (2023). Cyclohexanol dehydration to obtain cyclohexene – Experimental tests in a teaching laboratory. Revista ION, 36(1), 7–13. https://doi.org/10.18273/revion.v36n1-2023001

Abstract

This work seeks to present some tests carried out in the laboratory to obtain a highly toxic compound, cyclohexene, from the dehydration of cyclohexanol. The experiments were carried out with the constant use of a gas mask and gloves due to the toxicity and danger of the reagents and products. Results were compared with the literature showing that the procedure used can be used for teaching students of Chemistry and Chemical Engineering courses.

Downloads

Download data is not yet available.

References

  1. Solomons TWG, Fryhle CB. Química Orgânica. 7 ed. Rio de Janeiro: LTC: 2001.
  2. Bruice PY. Química Orgânica. 4 ed. São Paulo: Pearson; 2006.
  3. Gnanamani MK, Garcia R, Jacobs G, Góramarek K, Cronauer DC, Kropf AJ, et al. Effect of pretreatment conditions on acidity and dehydration activity of CeO2-MeOx catalysts. Applied Catalysis A: General. 2020;602:117722. doi.org/10.1016/j.apcata.2020.117722
  4. Bezouhanova CP, Al-zihari MA. Cyclohexanol conversion as a test of the acid-base properties of metal oxide catalysts. Catal. Lett. 1991:11:245–248. doi.org/10.1007/BF00764091
  5. Knözinger H. Dehydration of Alcohols on Aluminum Oxide. Angew. Chem. Int. Ed. 1968;7(10):791–805. doi.org/10.1002/anie.196807911
  6. Gnanamani MK, Jacobs G, Shafer WD, Davis BH. Dehydration of 2-Octanol over Ca-doped CeO2 Catalysts. Chem. Cat. Chem. 2017;9:492-498. doi.org/10.1002/cctc.201601076
  7. Prabhu A, Al Shoaibi A, Srinivasakannan C, Palanichamy M, Murugesan V. Prominent catalytic activity of mesoporous molecular sieves in the vapor phase dehydration of cyclohexanol to cyclohexene. Journal of Rare Earths. 2013;31(5):477-484. doi.org/10.1016/S1002-0721(12)60306-8
  8. Hintermeier PH, Eckstein S, Mei D, Olarte MV, Camaioni DM, Baráth E, et al. Hydronium-ioncatalyzed elimination pathways of substituted cyclohexanols in zeolite H-ZSM5. ACS Catal. 2017;7(11):7822–7829. doi.org/10.1021/acscatal.7b01582
  9. Milakovic L, Hintermeier PH, Liu Q, Shi H, Liu Y, Baráth E, et al. Towards understanding and predicting the hydronium ion catalyzed dehydration of cyclic-primary, secondary and tertiary alcohols. Journal of Catalysis. 2020;390:237–243. doi.org/10.1016/j.jcat.2020.08.009