Premium
Acid‐catalyzed hydrolysis of triacylglycerols obeys monoexponential kinetics
Author(s) -
Vegaríos Aracelly,
Villalobos Heidy,
Matasegreda Julio F.
Publication year - 1992
Publication title -
international journal of chemical kinetics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.341
H-Index - 68
eISSN - 1097-4601
pISSN - 0538-8066
DOI - 10.1002/kin.550241006
Subject(s) - chemistry , hydrolysis , catalysis , reactivity (psychology) , kinetics , glycerol , solvation , kinetic energy , reaction rate , medicinal chemistry , organic chemistry , photochemistry , molecule , medicine , physics , alternative medicine , pathology , quantum mechanics
The acid‐catalyzed hydrolyses of triacetyl‐glycerol and of tributyryl‐glycerol take place following a simple monoexponential kinetic scheme. The result can be interpreted as all three ester groups reacting with approximately the same specific rate. This observation reported in 1920 is unusual, because the intrinsic reactivities of primary and secondary esters are different, and because as far as the reaction proceeds, the remaining ester groups have neighboring hydroxyl groups, which undoubtly alter the reactivity of the reaction centers, relative to the situation in the initial reactant structure. The phenomenom can be explained by considering that local solvation effects due to neighboring hydrophylic groups remain unchanged as the transition‐state complex is formed in all three stages of the reaction. © John Wiley & Sons, Inc.