Synthesis and Insecticidal effects of 2,2-bis(2-methoxy-5-chlorophenyl) 1,1,1-trichloroethane

2,2-bis(2-methoxy-5-chlorophenyl) 1,1,1-trichloroethane의 合成 과 殺蟲能에 관하여

  • 이대수 (慶北大學校 文理科大學 化學科) ;
  • 김재항 (慶北大學校 文理科大學 化學科) ;
  • 최달형 (釜山稅關 鑑定局 分析課) ;
  • 최영연 (慶北大學校 農科大學 園藝學科)
  • Published : 19661200

Abstract

An insecticide was obtained by condensation of chloral hydrate with p-chloroanisole. The structure of the insecticide was found to be 2,2-bis(2-methoxy-5-chlorophenyl)1,1,1-trichloroethane(M.C.T.). The best conditions for this condensation reaction were as follows: 1) The sulfuric acid concentration: 93% 2) The mole ratio of sulfuric acid to p-chloroanisole: 8 3) The mole ratio of chloral hydrate to p-chloroanisole: 0.7 4) The reaction time and reaction temperature: 12 hrs and 25-30$^{\circ}C$ The insecticidal effects of M.C.T against the Citrus Red Mite and Chrysanthemum Aphid were five times as strong as D.D.T.

鹽素置換 anisol과 chloral hydrate를 縮合하면 D.D.T 類의 合成에서와 같이 bis compound의 化合物이 生成될 것이고 D.D.T 系統의 化合物처럼 殺蟲能이 있으리라고 豫測되므로 4-chloro anisol 과 chloral hydrate를 縮合하여 生成物의 構造를 檢討하였던 바 2,2 bis(2-methoxy-5-chlorophenyl) 1.1.1-trichloroethane임을 確認하였으며 反應條件과 「국화꼬마수염진딧물」 및 「귤응애」에 대한 殺충能을 檢討한 結果 前報文$^{(67)}$에서 發表한 바 있는 化合物들의 殺蟲能에 比하여 5培나 强한 殺蟲能을 가졌다는 事實을 알았다.

Keywords

References

  1. Ber. v.7 Zeidler
  2. Swiss Pat. v.226 P. Mueller
  3. J. Am. Chem. Soc. v.67 Haller(et al.)
  4. J. Chem. Soc. Forrest, S.;Stephenson, O.;Waters, W.
  5. Science v.101 Prill(et al.)
  6. 大韓化學會誌 v.10 李大秀
  7. 慶北大學校 論文集(自然科學) v.10 李大秀
  8. Organische Chemie v.6 Beilstein
  9. Ind. Eng. Chem. Anal., Ed. v.17 Gunter, F. A.
  10. Spectrometric Identification of Org. Compounds Robert M. Silverstein;G. Clayton Bassler
  11. An Introduction to Practical Infra-Red A. D. Cross
  12. J. Chem. Soc. Stephenson, O.;Waters, W.