Kinetic Evidence for Near Irreversible Nonionic Micellar Entrapment of N-(2′-Methoxyphenyl)phthalimide (1) under the Typical Alkaline Reaction Conditions

Table 1

The values of 𝑘_obs, 𝛿_ap, and 𝐴₀ for alkaline hydrolysis of 1 in the presence of C₁₂E₂₃^a.

[C12E23]T; M	10^4  𝑘obs; s^−1	𝛿ap; M^−1cm^−1	10^2𝐴0	𝑌^bobs	𝑌^ccald	𝐹IT𝟏^d
0.003	30.5±1.4^e	3012±53^e	24.8±0.5^e	11.1	3.76	0
0.0034	19.3±1.0	2691±48	24.8±0.5	17.6	4.13	0.13
0.0038	8.31±1.89	2280±158	26.3±1.3	40.9	4.50	0.26
0.0042	2.21±0.47	1657±129	25.9±0.8	154	4.87	0.46
0.005	0.273±0.019	770±22	23.9±0.1	1245	5.61	0.75
0.01	f
0.02	g
0.03	h
0.05	i

^a[𝟏₀]=0.1 mM, [NaOH] = 1.0 mM, 𝜆=290 nm, 𝑇=35°C, and the aqueous reaction mixture contained 2% v/v CH₃CN. ^b𝑌_obs=𝑘_𝑊/𝑘_obs, where 𝑘_𝑊=𝑘_obs (=340×10⁻⁴ s⁻¹ [13]) at [micelles] = 0. ^cCalculated from the relationship: 𝑌_cald=𝜙+Ψ [C₁₂E₂₃] with 𝜙=0.982 and Ψ=925 M⁻¹ [13]. ^dThe values of 𝐹_IT𝟏 were calculated from (2) with 𝛿_ap^avg=3090 M⁻¹ cm⁻¹. ^eError limits are standard deviations. ^fNo change in 𝐴_obs until 𝑡=600 h, where 𝐴_obs=0.246. ^gNo change in 𝐴_obs until 𝑡=1083 h, where 𝐴_obs=0.261. ^hNo change in 𝐴_obs until 𝑡=1085 h, where 𝐴_obs=0.271. ⁱNo change in 𝐴_obs until 𝑡=1102 h, where 𝐴_obs=0.286.