McAllister, M. I., Boulho, C., McMillan, L., Gilpin, L. F., Brennan, C. and Lennon, D. (2019) The hydrogenation of mandelonitrile over a Pd/C catalyst: towards a mechanistic understanding. RSC Advances, 9(45), pp. 26116-26125. (doi: 10.1039/C9RA04618F)
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Abstract
A carbon supported Pd catalyst is used in the liquid phase hydrogenation of the aromatic cyanohydrin mandelonitrile (C6H5CH(OH)CH2CN) to afford the primary amine phenethylamine (C6H5CH2CH2NH2). Employing a batch reactor, the desired primary amine is produced in 87% selectivity at reaction completion. Detection of the by-product 2-amino-1-phenylethanol (C6H5CH(OH)CH2NH2) accounts for the remaining 13% and closes the mass balance. The reaction mechanism is investigated, with a role for both hydrogenation and hydrogenolysis processes established.
Item Type: | Articles |
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Status: | Published |
Refereed: | Yes |
Glasgow Author(s) Enlighten ID: | Boulho, Dr Cedric and McAllister, Mairi and McMillan, Mr Liam and Gilpin, Miss Lauren and Lennon, Professor David |
Authors: | McAllister, M. I., Boulho, C., McMillan, L., Gilpin, L. F., Brennan, C., and Lennon, D. |
College/School: | College of Science and Engineering > School of Chemistry |
Journal Name: | RSC Advances |
Publisher: | Royal Society of Chemistry |
ISSN: | 2046-2069 |
ISSN (Online): | 2046-2069 |
Published Online: | 21 August 2019 |
Copyright Holders: | Copyright © 2019 The Authors |
First Published: | First published in RSC Advances 9(45):26116-26125 |
Publisher Policy: | Reproduced under a Creative Commons License |
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