Abstract
The hydrolysis of p-nitro-N-methyltrifluoroacetanilide (1), p-chloro- N-methyltrifluoroacetanilide (2), N-methyltrifluoroacetanilide (3), and p-methoxy-N-methyltrifluoroacetanilide (4) in the presence and absence of α- and β-cyclodextrin has been studied at 7.5<pH<10.6. For (1-3), cyclodextrin (CD) exhibits simple Michaelis-Menten saturation kinetics, with no evidence for reaction via other than 1:1 CD-substrate complexes. The behavior of CD with (4) is more complex. Moreover, CD catalyzes the hydrolysis of (1) but inhibits the hydrolysis of (2-4) across the pH range studied. The nature of the buffer catalysis in the absence of CD, exhibited in the hydrolysis of (1), also shows marked differences with that exhibited by (2-4)
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