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Synthesis, Mechanism of Formation and Insecticidal Activity of Novel Fluorinated Organophosphorus Compounds
引用本文:吴军,HUDSON,Harry R.. Synthesis, Mechanism of Formation and Insecticidal Activity of Novel Fluorinated Organophosphorus Compounds[J]. 中国化学, 2002, 20(12): 1598-1601. DOI: 10.1002/cjoc.20020201224
作者姓名:吴军  HUDSON  Harry R.
作者单位:WU,Jun,a HUDSON,Harry R. b a Department of Chemistry,Zhejiang University,Hangzhou,Zhejiang 310027,China b Division of Chemistry,School of Biological and Applied Sciences,University of North London,London N7 8DB,UK
基金项目:theSino BritishFriendshipScholarshipScheme
摘    要:IntroductionOrganophosphoruscompoundsarewidelyusedasin secticides ,herbicidesandfungicides .Inviewofthepos sibleinfluenceoffluorinesubstitutiononthebiologicalactivityoforganophosphoruscompoundswehaveturnedourattentiontothestudyofthesynthesisandbiologica…


Synthesis, Mechanism of Formation and Insecticidal Activity of Novel Fluorinated Organophosphorus Compounds
WU,Jun,a HUDSON,Harry R. b a. Synthesis, Mechanism of Formation and Insecticidal Activity of Novel Fluorinated Organophosphorus Compounds[J]. Chinese Journal of Chemistry, 2002, 20(12): 1598-1601. DOI: 10.1002/cjoc.20020201224
Authors:WU  Jun  a HUDSON  Harry R. b a
Affiliation:WU,Jun,a HUDSON,Harry R. b a Department of Chemistry,Zhejiang University,Hangzhou,Zhejiang 310027,China b Division of Chemistry,School of Biological and Applied Sciences,University of North London,London N7 8DB,UK
Abstract:The major products of the interaction between triethyl phosphite and 3‐fluoropropanoyl chloride at room temperature are diethyl (E)‐1‐(3‐fluoropropanoyloxy)‐3‐fluoroprop‐1‐enylphosphonate (3) and diethyl l‐(diethoxyphosphoryl)‐3‐fluoropropyl phosphate (4). The compounds 3 and 4 were separated by chromatography, and structurally characterized by elemental analysis, NMR spectroscopy (1H, 13C, 19F and 31P) and mass spectrometry. Possible reaction mechanisms are proposed. The major products 3 and 4 were tested for insecticidal activity. 3 gave 100% control of Musca domestica L. and Phaedon cochledriae Fab. at a dose of 20 μg/per insect.
Keywords:synthesis   reaction mechanism   insecticidal activity   fluorinated organophosphonate
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