Journal
MENDELEEV COMMUNICATIONS
Volume 30, Issue 1, Pages 38-39Publisher
ELSEVIER
DOI: 10.1016/j.mencom.2020.01.012
Keywords
arylphosphonates; esters; hydrolysis; phosphonic acids; rate constants; reactivity; mechanism
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Funding
- National Research, Development and Innovation Office [K119202]
- Ministry of Human Capacities of Hungary (grant BME FIKP-BIO)
- Janos Bolyai Research Scholarship of the Hungarian Academy of Sciences [BO/00130/19/7]
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The HCl-catalyzed hydrolysis of dialkyl arylphosphonates monitored by P-31 NMR spectroscopy has revealed two consecutive steps characterized by pseudo first order rate constants k(1) and k(2). A reactivity order for the two steps and for the overall two step hydrolysis has been derived depending on the alkoxy and aryl substituents. Besides the A(Ac)2 mechanism, the A(Al)1 route has been substantiated for the (PrO)-O-i substituent.
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