4.2 Article

Two step acidic hydrolysis of dialkyl arylphosphonates

期刊

MENDELEEV COMMUNICATIONS
卷 30, 期 1, 页码 38-39

出版社

ELSEVIER
DOI: 10.1016/j.mencom.2020.01.012

关键词

arylphosphonates; esters; hydrolysis; phosphonic acids; rate constants; reactivity; mechanism

资金

  1. National Research, Development and Innovation Office [K119202]
  2. Ministry of Human Capacities of Hungary (grant BME FIKP-BIO)
  3. 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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