Kinetic and mechanistic studies of oxidation of alanine and phenylalanine by sodium N‐chlorobenzene sulfonamide (chloramine‐B) in hydrochloric acid medium

• DOI: 10.1002/kin.550150807
• Publication Date: 2005-01-02T02:59:37Z
• Authors: D. S. Mahadevappa; M. Sayeed Ahmed; N. M. Made Gowda; B. Thimme Gowda
• Keywords: Chlorobenzene; Sulfonamide; Reaction rate; Rate equation

Abstract The kinetics of oxidation alanine and phenylalanine by sodium N ‐chlorobenzene sulfonamide (CAB) has been investigated at 30°C in two ranges acid concentrations. reactions follow identical for both amino acids. At low concentration (0.03–0.10 M ), simultaneous catalysis H + Cl − ions is noted. rate shows a first‐order dependence on [CAB], but independent [substrate]. A variation the ionic strength or dielectric constant medium presence added reaction product benzene (BSA) no pronounced effect rate. [HCl] > 0.2 , [H ], [CAB] fractional‐order [amino acid]. addition BSA ions, change influence Upon decreasing medium, increased, indicating positive ion–dipole interaction rate‐determining step. was studied different temperatures, activation parameters have computed. Rate laws agreement with experimental results derived. Suitable mechanisms to account observed are proposed. constants obtained from derived as [Cl [substrate] vary excellent constants, thus justifying proposed hence suggested mechanistic schemes.