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Two step acidic hydrolysis of dialkyl arylphosphonates

Nikoletta Harsági 1
Nikoletta Harsági
Zita Radai 1
Zita Radai
Nóra Zsuzsa Kiss 1
Nóra Zsuzsa Kiss
Áron Szigetvári 2
Áron Szigetvári
2 Spectroscopic Research Division, Gedeon Richter Plc., Budapest, Hungary
Published 2019-12-30
CommunicationVolume 30, Issue 1, 38-39
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Harsági N. et al. Two step acidic hydrolysis of dialkyl arylphosphonates // Mendeleev Communications. 2019. Vol. 30. No. 1. pp. 38-39.
GOST all authors (up to 50) Copy
Harsági N., Radai Z., Kiss N. Z., Szigetvári Á., Keglevich G. T. Two step acidic hydrolysis of dialkyl arylphosphonates // Mendeleev Communications. 2019. Vol. 30. No. 1. pp. 38-39.
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TY - JOUR
DO - 10.1016/j.mencom.2020.01.012
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.01.012
TI - Two step acidic hydrolysis of dialkyl arylphosphonates
T2 - Mendeleev Communications
AU - Harsági, Nikoletta
AU - Radai, Zita
AU - Kiss, Nóra Zsuzsa
AU - Szigetvári, Áron
AU - Keglevich, György Tibor
PY - 2019
DA - 2019/12/30
PB - Mendeleev Communications
SP - 38-39
IS - 1
VL - 30
ER -
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@article{2019_Harsági,
author = {Nikoletta Harsági and Zita Radai and Nóra Zsuzsa Kiss and Áron Szigetvári and György Tibor Keglevich},
title = {Two step acidic hydrolysis of dialkyl arylphosphonates},
journal = {Mendeleev Communications},
year = {2019},
volume = {30},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.01.012},
number = {1},
pages = {38--39},
doi = {10.1016/j.mencom.2020.01.012}
}
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MLA Copy
Harsági, Nikoletta, et al. “Two step acidic hydrolysis of dialkyl arylphosphonates.” Mendeleev Communications, vol. 30, no. 1, Dec. 2019, pp. 38-39. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.01.012.

Keywords

arylphosphonates
esters
hydrolysis
mechanism.
phosphonic acids
rate constants
reactivity

Abstract

The HCl-catalyzed hydrolysis of dialkyl arylphosphonates monitored by 31P NMR spectroscopy has revealed two consecutive steps characterized by pseudo first order rate constants k1 and k2. 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 AAc2 mechanism, the AAl1 route has been substantiated for the PriO substituent.

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