Binding of o-nitroaniline to nonaqueous AOT reverse micelles

R. DARIO FALCONE; JUANA J. SILBER; M. A. BIASUTTI; CORREA, N. MARIANO

ARKIVOC - ONLINE JOURNAL OF ORGANIC CHEMISTRY

ARKAT USA INC

Año: 2011 vol. 7 p. 369 - 379

1551-7004

The binding of o-nitroaniline (o-NA) to the micellar interface of n-heptane/1,4-bis(2-ethylhexyl) sulfosuccinate (AOT)/nonaqueous polar solvent reverse micelles was determined by UV-visible spectroscopy. As polar solvents: ethylene glycol (EG), formamide (FA), glycerol (GY), dimethylacetamide (DMA) and dimethylformamide (DMF) were used. The binding constant, Kb, obtained follow the order: DMF ~ DMA > FA ~ WS = 0 > EG > water > GY. It is demonstrated that the o-NA – AOT hydrogen bond interaction is with the AOT sulfonate moiety. Thus, the more accessible that this group is for hydrogen bond interaction the larger is the Kb value.