Study on Physicochemical Properties of Pesticide. (I) Water Solubility, Hydrolysis, Vapor Pressure, and n-Octanol/water Partition Coefficient of Captafol

농약의 물리화학적 특성연구 (I) Captafol의 수용성, 가수분해, 증기압, 옥탄올/물 분배계수

  • Kim, Jeong-Han (Toxicology Research Center, Environmental Toxicology Team, Korea Research Institute of Chemical Technology) ;
  • Lee, Sung-Kyu (Toxicology Research Center, Environmental Toxicology Team, Korea Research Institute of Chemical Technology) ;
  • Kim, Yong-Hwa (Toxicology Research Center, Environmental Toxicology Team, Korea Research Institute of Chemical Technology) ;
  • Kim, Kyun (Toxicology Research Center, Environmental Toxicology Team, Korea Research Institute of Chemical Technology)
  • 김정한 (한국화학연구소 안전성연구센타 환경독성연구팀) ;
  • 이성규 (한국화학연구소 안전성연구센타 환경독성연구팀) ;
  • 김용화 (한국화학연구소 안전성연구센타 환경독성연구팀) ;
  • 김균 (한국화학연구소 안전성연구센타 환경독성연구팀)
  • Published : 1997.02.28

Abstract

Important physicochemical properties of captafol [N-(1,1,2,2-tetrachloro-ethylthio)cyclohex-4-ene-1,2-dicarboximide], water solubility, vapor pressure, hydrolysis and octanol/water partition coefficient(Kow) were measured based on the standard EPA and OECD methods. Water solubility of the chemical was 2.24 ppm at $25^{\circ}C$. Half-life by hydrolysis at $25^{\circ}C$ in the buffer solution of pH 3.0, pH 7.0, and pH 8.0 was 77.8 hr, 6.54 hr and 0.72 hr, respectively, demonstrating instability in alkaline solution. The half-life in acid condition was not significantly different by temperature change, however, that in neutral or alkaline solution became shorter at $40^{\circ}C$. Hydrolysis study with a reference compound, diazinon, proved that the experimental method of the present study is reliable. Vapor pressure of captafol, $8.27{\times}10^{-9}$ torr at $20^{\circ}C$, was calculated from the equation, log P=6.94-(4401.6/T) plotted on the experiment results under different temperature conditions, 40, 50, and $60^{\circ}C$. pressure of captafol, the contamination of captafol would not happen easily in environment by vaporization. High Kow value of 1,523 was observed and this might result in bioconcentration through food chain when captafol was exposed. However, affecting human health through aquatic bioaccumulation is not likely to occur due to its rapid hydrolysis in the environment.

농약의 물리화학적 특성에 관한 연구의 일환으로 captafol의 수용성, 가수분해, 증기압, 분배계수를 표준 측정기법 인 미국 EPA와 OECD 방법에 준하여 측정하였다. 수용성은 $25^{\circ}C$ 조건에서 2.24 ppm이었으며, 가수분해에 의한 반감기는 $25^{\circ}C$에서 77.8시간(pH 3.0), 6.54시간(pH 7.0), 0.72시간(p班 8.0)으로 나타나 알칼리 조건에서 불안정한 화합물임을 확인하였다. 산성조건에서의 반감기는 온도에 영향을 받지 않았으나, 중성, 알칼리 조건에서의 반감기는 $40^{\circ}C$에서 매우 짧았다. 가수분해 실험의 표준 대조물질인 diazinon을 이용하여 실험한 결과 본 연구실에서 수행한 가수분해 실험은 적합한 것으로 판정되었다. Captafol은 상온에서 증기압 ($8.27{\times}10^{-9}\;torr,\;20^{\circ}C$)이 높지 않으므로 휘발에 의하여 대기환경에 영향을 미칠 가능성은 없으리라 예상되었고, log P=6.94-(4401.6/T)라는 관계식을 유도할 수 있었다. Captafol은 옥탄올/물 분배계수치가 높아(Kow=1,523) 먹이연쇄를 통한 생물농축의 가능성이 예상되나 가수분해가 빠르기 때문에 비록 captafol이 수계에 노출된다고 하여도 분해가 빠르게 일어나 어류 생체내에 농축되어 인체에까지 영향을 미칠 가능성은 매우 낮을 것으로 사료되었다.

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