Effects Of Mixed Aqueous-Organic Cosolvents On The Rates Of Cleavage Of N-(2'-Hydroxyphenyl)Phthalimide (1) And N-(2'-Methoxyphenyl)-Phthalimide (2) In Alkaline Media

The effects of mixed H2O-OCS (where organic cosolvents (OCS) = methanol, ethanol, 1-propanol, 2-propanol, 1,4-dioxan and acetonitrile) on the first-order rate constants, k(obs), for hydrolysis of I at 1.0 X 10(-3) M NaOH and 2 at 2.0 x 10(-3) M NaOH show a nonlinear decrease in k(obs), with increasi...

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Bibliographic Details
Main Authors: Ariffin, Azhar, Khan, M.N., Abdullah, N., Sim, Y.L.
Format: Article
Published: 2007
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Online Access:http://eprints.um.edu.my/8048/
http://www.ingentaconnect.com/content/stl/prk/2007/00000032/00000002/art00001?token=005013f9aa141333c4a2f7a3f6a763b4767473e55466f4f6d62222c227e3725303329768deef3ed0
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Summary:The effects of mixed H2O-OCS (where organic cosolvents (OCS) = methanol, ethanol, 1-propanol, 2-propanol, 1,4-dioxan and acetonitrile) on the first-order rate constants, k(obs), for hydrolysis of I at 1.0 X 10(-3) M NaOH and 2 at 2.0 x 10(-3) M NaOH show a nonlinear decrease in k(obs), with increasing contents of OCS. The k(obs), - decreasing sensitivity of mixed H2O - OCS solvents within 5 X% v/v OCS, where X ranges from 50 to 90, is ca 2- to 9-fold larger for hydrolysis of 2 than that of 1. This observed characteristic difference is attributed to the occurrence of different rate laws in these reactions, i.e. rate = k(w) [1(-)][H2O] and rate = k(OH) [2][HO-] in the hydrolyses of 1 and 2, respectively.