Kinetic behavior of cetyltrimethylammonium hydroxide. The dehydrochlorination of 1,1,1-trichloro-2,2-bis(p-chlorophenyl)ethane and some of its derivatives

Kinetic Micellar Effects in Tetradecyltrimethylammonium Bromide–Pentanol Micellar Solutions

“…The processes studied are the basic dehydrochlorination of 1,1,1-trichloro-2,2-bis( p-chlorophenyl)ethane and the dehydrobromination of 2-( p-nitrophenyl)ethyl bromide by hydroxide ion. The first reaction takes place only in the micellar pseudophase of the TTAB-pentanol solutions, and the equilibrium binding constant of DDT to the micellar aggregates is large (16)(17)(18)(19)(20). This results in a simple equation for the observed rate constant in which, once the structural changes provoked by the presence of pentanol are known, only one adjustable parameter, the secondorder rate constant in the micellar pseudophase, remains (see below).…”

Aqueous Hexadecyltrimethylammonium Acetate Solutions: pH and Critical Micelle Concentration Evidence for Dependence of the Degree of Micelle Ionic Dissociation on Acetate Ion Concentration

“…Significant variations of β are also in keeping with the rate-concentration profiles observed for HO --and F --promoted organic reactions in C 16 TAOH or C 16 TAF occurring at the micelle interface. 12,[21][22][23][24][25][26] This behavior is considered to be typical of ionic surfactants when the counterions are very hydrophilic. However, since the observation of significant β variations is limited to a few cases and since these variations provide information on the factors involved in the micellization process, we decided to examine the behavior of other C 16 TAX, with various hydrophilic counterions.…”

Influence of surface micellar head group neutralized in hexadecyltrimethylammonium bromide (CTAB) and hydroxide (CTAOH) on the dehydrochlorination of 1,1,1-trichloro-2,2-bis(p-chlorophenyl)ethane (DDT) and 1,1-dichloro-2,2-bis(p-chlorophenyl)ethane (DDD)

“…These reactions have very important biological implications (14), since micelles have also been used as single membrane models ( 15,16), but also because these non-charged hydrophobic substrates are very appropriate in discussing the validity of different theoretical models in order to explain the experimental values. These reactions were first studied by Nome and co-workers in CTAB (17) and, currently, in CTAOH (18), and they found that the simple pseudophase kinetic model considering P as a constant cannot explain the results at high ion concentration.…”