1325-86-6Relevant academic research and scientific papers
A study on equilibrium and kinetics of carbocation-to-carbinol conversion for di- and tri- arylmethane dye cations in aqueous solutions: Relative stabilities of dye carbocations and mechanism of dye carbinol formation
Sen Gupta,Mishra,Radha Rani
, p. 703 - 708 (2007/10/03)
Arylmethane dye cations form a structurally interesting set of stable carbocations. A detailed study on rate-equilibria of carbinol formation from two diarylmethane and nine triarylmethane dye carbocations in aqueous solutions has been carried out using spectrophotometric measurements. The conclusions reached are : (i) The stability order found (auramine O>crystal violet = methyl violet > victoria blue R > victoria pure blue BO = ethyl violet > pararosaniline > brilliant green > malachite green > carbocation form of Michler's hydrol > methyl green), seems to be determined by an interplay of dye carbocation / carbinol conformation and stereoelectronic effects of substituents; and (ii) carbinol formation is general base catalysed and occurs by the rate determining attack of a H2O molecule on the dye carbocation centre via two kinetic pathways one mediated by another H2O molecule and the other by a OH ion.
Carbenium ion-carbinol equilibration for basic triarylmethane dyes: Relative reactivities of dyes in aq. solutions
Gupta, Susanta K. Sen,Arvind, Udai
, p. 998 - 1000 (2007/10/02)
Equilibria and kinetics of carbenium ion-to-carbinol base reactions for a set of selected basic triarylmethane dyes in aq. buffer solutions of low ionic strength have been measured spectrophotometrically.Relative reactivities of the dyes towards nucleophilic attack by hydroxide ion, on the basis of both equilibrium constant and forward rate constant of the reaction, have been found to follow the same order: malachite green (MG)> brillant green (BG)>> Victoria pure blue BO(VB)> methyl violet (MV) = crystal violet (CV)> ethyl vioet (EV).A fairly good correlation between elec trophilicities of the dyes and ?R+ parameters of their 4-alkylamino substituents has been obtained

