Chem. J. Chinese Universities ›› 1996, Vol. 17 ›› Issue (1): 60.

• Articles • Previous Articles     Next Articles

Kinetics and Mechanism of Oxidation of α-Aminino Acids by N-bromosuccinimiole

MA Ke-Qh, YUAN Wei-Sen, SHANG Zhen-Feng, ZHAO Xue-Zhuang   

  1. Department of Chemistry, Nankai University, Tianjin 300071
  • Received:1995-01-18 Online:1996-01-24 Published:1996-01-24

Abstract: The kinetics of the oxidtive decarboxylation of amino acids promoted by-bro-mosuccinimole(NBS)has been studied hy spectrophotometry in aqueous acid and alkalinemedium.The reaction was first order in NBS, and fractional order in amino acids.It wasfound that the pseudo first-order([AA]0»[NBS]0 rate constants decreases with the in-crease of[OH-](see Fig.2), and ionic strength and diffusion have no effect on the rate con-stants. Based on the experimental results, a mechanism involving the formatin of an inter-mediate, its slow decomposition to an imine,and subsequent rapid conversion of imine toproducts is proposed and the derived rate law was in good agreement with the experimentalobservations and the preequilidrium constants, rate constant of the rate-determining step to-gether with the activation parameters were evaluated.

Key words: Amino acid, Oxidation reaction, Computer simulation, Mechanism

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