Haberfield, Paul published the artcileProximate charge effects. 8. Ion pair formation as an assembly process in ester aminolysis, Computed Properties of 6249-56-5, the publication is Journal of Organic Chemistry (1990), 55(4), 1334-8, database is CAplus.
The rate of aminolysis of p-nitrophenyl hexanoate by benzylamine in 95.3 mol % dioxane-water was compared to the rate of this reaction when the n-pentyl group in the ester was replaced by a Me3N+(CH2)3 group, and the benzyl group in the amine by a –O3SCH2CH2 group. The second-order rate constant of the first reaction was 4.21 × 10-3 L mol-1 s-1, the first-order rate constant for the reacting ion pair was 1.88 × 10-2 s-1, yielding an effective molarity of 4.47 mol L-1 as the measure of the rate acceleration caused by this preassembly of the reactants by electrostatic attraction. Further evidence for the intermediacy of an ion pair in the reaction between the oppositely charged reactants was the observation of a special salt effect, the addition of an inert salt causing a decrease in the aminolysis rate.
Journal of Organic Chemistry published new progress about 6249-56-5. 6249-56-5 belongs to chlorides-buliding-blocks, auxiliary class Phase Transfer Catalyst,Inhibitor,Natural product, name is 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, and the molecular formula is C7H16ClNO2, Computed Properties of 6249-56-5.
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