Journal of Pharmaceutical Sciences p. 1047 - 1052 (1985)
Update date:2022-08-11
Topics:
Nakagaki
Yokoyama
The acid-catalyzed hydrolysis of sodium dodecyl sulfate (1) and the effect of 1-dodecanol (2) on this hydrolysis were investigated. The rate of hydrolysis was followed by measuring the rate of production of HSO4- using a pH-stat. The rate constant (κ(H+)) below the critical micelle concentration (CMC) increased with increasing concentrations of 2, up to a mole ratio of 0.5 for 2 to 1, after which the hydrolysis rate was independent of the concentration of 2. These results suggest the possible formation of a complex between 1 and 2. A micellar solution of pure sodium dodecyl sulfate (20 mM) hydrolyzed 50 times faster than that of a premicellar solution at the same pH. Plots of log κ versus pH were linear with a slope of -1 at pH < 4.3. At a constant pH, the addition of NaCl resulted in a decrease in the rate of hydrolysis of a micellar solution. This is probably due to the reduction of concentration of protons at the micelle surface. Furthermore, κ(H+) was also decreased by the addition of 2 in the region where 2 is solubilized in the micelle; again, this was probably due to the reduction of the charge density (σ) on the surface of the micelle.
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