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Three ester-containing cationic gemini surfactants, two with decanoyl chains and either a three-carbon or a six-carbon spacer unit and one with dodecanoyl chains and a three-carbon spacer, were synthesized and evaluated. A corresponding monomeric cationic ester surfactant was used for comparison. This type of amphiphile, a so-called esterquat, is known to undergo rapid hydrolysis above the critical micelle concentration because of micellar catalysis. The esterquat geminis of this work were found to be much more susceptible to hydrolysis than the esterquat monomer. This difference is believed to be caused by anchimeric assistance by the second cationic headgroup in the gemini amphiphiles. However, there is no correlation between the rate of chemical hydrolysis and the rate of biodegradation. The monomeric esterquat, which is the most stable in the chemical hydrolysis experiments, was the only …