Kinetics and Mechanism of the Hydrolysis of Diazidophenylmethane Derivatives

Diazidophenylmethane 유도체들의 가수분해반응 메카니즘에 대한 반응속도론적 연구

  • Kwon, Ki Sung (Department of Chemistry, Chungnam National University) ;
  • Seo, Jee Hyung (Department of Chemistry, Chungnam National University) ;
  • Lee, Yong Gu (Department of Chemistry, Chungnam National University)
  • 권기성 (충남대학교 자연과학대학 화학과) ;
  • 서지형 (충남대학교 자연과학대학 화학과) ;
  • 이용구 (한국화학연구소)
  • Published : 19970600

Abstract

Diazidophenylmethane derivatives(X: p-H, $p-OCH_3,\;p-F,\;p-CH_3$) were synthesized and the rate constants of hydrolysis of diazidophenylmethane derivatives were determined by UV spectrophotometry in 50:50(v/v) aqueous methanol at 25$^{\circ}C$. On the basis of rate equation, substituent effect, activation parameters, solvent effect, salt effect, and product analysis, it may be concluded that the hydrolysis of diazidophenylmethane derivatives proceed through $S_N2_CA$ mechanism below pH 2.0, while above pH 12.0 through $S_N2$ mechanism, and in the range of pH from 2 to 12 through $S_N1$ mechanism respectively.

Keywords

References

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