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Kinetics and mechanism of the cleavage of n-methoxyphthalimide (NMPT) in the presence of buffers of tris (hydroxymethyl)amino methane (tris) and 1,4-diazabicyclo[2.2.2]octane (DABCO)

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Abstract

The magnitude of hydroxide ion-catalyzed second-order rate constant (kOH) for hydrolysis of N-methoxyphthalimide (NMPT) supports the conclusion that the rate law for pH-independent hydrolysis of N-hydroxyphthalimide (NHPTH) is rate = kOH[HO-][SH] where SH represents nonionized NHPTH. The second-order rate constants for the reactions of NMPT with DABCO and Tris are (59.7 ± 6.9) x 10-3 and (11.9 ± 2.3) x 10-4 M-1 s-1, respectively.

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Niyaz Khan, M., Ariffin, A. Kinetics and mechanism of the cleavage of n-methoxyphthalimide (NMPT) in the presence of buffers of tris (hydroxymethyl)amino methane (tris) and 1,4-diazabicyclo[2.2.2]octane (DABCO). Reaction Kinetics and Catalysis Letters 78, 193–200 (2003). https://doi.org/10.1023/A:1022590606020

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