The kinetics of pyridine-catalyzed hydrolysis of chloropentaphenylcyclotriphosphonitrile

Article abstract of DOI:10.1021/ic50069a003

For the pyridine-catalyzed hydrolysis of chloropentaphenylcyclotriphosphonitrile in acetone, over 90% of the reaction occurs according to the equation (C₆H₅)₅ClP₃N₃ + H₂O + C₅H₅N = (C₆H₅)₅(OH)P₃N₃ + C₅H₅NHCl Kinetic data support a nucleophilic base-catalysis mechanism (C₆H₅)₅ClP₃N₃ + C₅H₅N _k2?^k1 (C₆H₅)₅P₃N₃·C ₅H₅N⁺ + Cl^- (C₆H₅)₅P₃N₃·C ₅H₅N⁺ + H₂O →^k3 (C₆H₅)₅(OH)P₃N₃ + C₅H₅NH⁺ Computer analysis of the data gave an average value of k₁ = (1.2 ± 0.1) × 10^-3 M^-1 sec^-1 at 25° in a solution containing 0.100 M pyridinium tetrafluoroborate. The new compounds fluoropentaphenylcyclotriphosphonitrile and N-pentaphenylcyclotriphosphonitrilopyridinium perchlorate were isolated.