Journal of the Korean Applied Science and Technology (한국응용과학기술학회지)

The Korean Society of Applied Science and Technology (한국응용과학기술학회)
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Benzoic acid II. The Kinetics and Mechanism of the Hydrolysis to 2-Furyl Chalcone Derivatives

벤조산 유도체 II. Furyl Chalcone 유도체의 가수분해 반응메카니즘과 그 반응속도론적 연구

  • Lee, Ki-Chang (Dept. of Chemical Engineering, Myong Ji University) ;
  • Hwang, Yong-Hyun (Dept. of Chemical Engineering, Myong Ji University) ;
  • Ryu, Wan-Ho (Dept. of Chemical Engineering, Taejon National Polytechnic University) ;
  • Yang, Cheon-Hoi (Dept. of Chemical Engineering, Taejon National Polytechnic University) ;
  • Lee, Seok-Woo (Dept. of Chemistry, Kyong Gi University)
  • 이기창 (명지대학교 화학공학과) ;
  • 황용현 (명지대학교 화학공학과) ;
  • 류완호 (국립대전산업대학 화학공학과) ;
  • 양천희 (국립대전산업대학 화학공학과) ;
  • 이석우 (경기대학교 화학과)
  • Published : 1993.05.31
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Abstract

The hydrolysis kinetics of 2-furyl chalcone derivatives $[I]{\sim}[V]$ was investigated by ultraviolet spectrophotometery in 30% dioxane-$H_{2}O$ at $25^{\circ}C$ and the structure of these compounds were ascertained by means of ultraviolet, infrared and NMR spectra. The rate equations which were applied over a wide pH range(pH $1.0{\sim}12.0$) were obtained. The substituent effects on 2-furyl chalcone derivatives $[I]{\sim}[V]$ were studied, and the hydrolysis were facilitated by the electron attrecting groups. On the basis of the rate equation, substituent effect, general base effect and final product. the plausible hydrolysis mechaism was proposed: Below pH 4.0, it was only proportional to concentration of hydronium ion, at pH $4.0{\sim}9.0$, neutral $H_{2}O$ molecule competitively attacked on the double bond. By contrast, above pH 9.0, it was proportional to concentration of hydroxide ion.

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