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The hydrolysis of phosphoranes in aqueous dioxane

✍ Scribed by A. Queen; A. E. Lemire; A. F. Janzen

Book ID
102443269
Publisher
John Wiley and Sons
Year
1981
Tongue
English
Weight
247 KB
Volume
13
Category
Article
ISSN
0538-8066

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✦ Synopsis

The entropy of activation for the hydrolysis of pentaphenoxyphosphorane in 25% aqueous dioxane is -188 J/mol deg. T h e enthalpy of activation is 22.5 kJ/mol, which is small for the relatively slow reaction. This suggests that the reaction is a multistep process having a preliminary equilibrium with a negative heat of reaction. This conclusion is supported by the results obtained for the hydrolysis of C6H~'OC(CF:~)2C(CFs)20IOCH(CF:1)2]2. A kinetic isotope effect k ~* / k ~* o of 3.46 was found for the latter reaction. Orders in water were ohtained, and a mechanism of hydrolysis is proposed.

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