Reactivity of Inorganic α-Nucleophiles in Acyl Transfer in Aqueous and Micellar Media. IV. Peroxyhydrolysis of Acylcontaining Compounds in Organized Microheterogenic Systems

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Abstract

Micellar effects in perhydrolysis and base catalyzed hydrolysis of 4-nitrophenyl esters of phosphoric, phosphonic and toluolsulphonic acids in organized microheterogeneous systems based on dicationic (Gemini surfactant, GS – AlkIm+–(CH2)3-Im+Alk-2Br−, Alk = C12H25 or C14H29) and monocationic (AlkIm+CH3 −Br−, Alk = C12H25 or C14H29) surfactants have been analyzed. The effect of concentration of reagents is the main factor responsible for micellar catalysis. Hydroperoxide α-effect described as second order rate constants ratio for perhydrolysis and base catalyzed hydrolysis remains in organized media, and, depending on surfactant/substrate nature, may amount to ~100.

About the authors

M. K Turovskaya

L.M. Litvinenko Institute of Physical Organic and Coal Chemistry

Donetsk, Russia

I. A Belousova

L.M. Litvinenko Institute of Physical Organic and Coal Chemistry

Donetsk, Russia

N. G Razumova

L.M. Litvinenko Institute of Physical Organic and Coal Chemistry

Donetsk, Russia

T. S Gaidash

L.M. Litvinenko Institute of Physical Organic and Coal Chemistry

Donetsk, Russia

T. M Prokop’eva

L.M. Litvinenko Institute of Physical Organic and Coal Chemistry

Donetsk, Russia

A. A Kotenko

L.M. Litvinenko Institute of Physical Organic and Coal Chemistry

Email: alla.a.kotenko@yandex.ru
Donetsk, Russia

V. A Mikhailov

L.M. Litvinenko Institute of Physical Organic and Coal Chemistry

Donetsk, Russia

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