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Reactions of 2-octanol on Amberlyst® 15: concurrent Eley–Rideal and Langmuir–Hinshelwood reactions on two different types of active sites

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Abstract

On Amberlyst® 15 (dry) at 75 °C, 2-octanol undergoes concurrent esterification and dehydration in the presence of heptanoic acid in the liquid phase. Kinetic data and 18O labelling studies show that the esterification reaction most likely occurs by an Eley–Rideal (ER) mechanism between adsorbed carboxylic acid and bulk phase alcohol, while the dehydration reaction occurs by a Langmuir–Hinshelwood (LH) mechanism requiring interaction of adsorbed alcohol with a vacant site. The two reactions occur on two different types of catalytic sites: while all the sites are sulfonic acid groups, kinetic data suggest that not all of the acidic sites are positioned appropriately to a neighboring site to assist with dehydration. A kinetic model fits the observed data for the simultaneous ER and LH reactions over at least 23 h of observation.

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Acknowledgements

We thank Chevron Phillips Chemical Company LP for permission to publish this work.

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  1. Chevron Phillips Chemical Company LP, 1862 Kingwood Drive, Kingwood, TX, USA

    Jeffrey C. Gee, Mark S. Jeansonne, Hu Yang & Shane Fisher

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  1. Jeffrey C. Gee
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  2. Mark S. Jeansonne
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  4. Shane Fisher
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Correspondence to Jeffrey C. Gee.

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Gee, J.C., Jeansonne, M.S., Yang, H. et al. Reactions of 2-octanol on Amberlyst® 15: concurrent Eley–Rideal and Langmuir–Hinshelwood reactions on two different types of active sites. Reac Kinet Mech Cat 122, 21–41 (2017). https://doi.org/10.1007/s11144-017-1206-y

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