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Synthesis, Mechanism of Formation and Insecticidal Activity of Novel Fluorinated Organophosphorus Compounds
Author(s) -
Wu Jun,
Hudson Harry R.
Publication year - 2002
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.20020201224
Subject(s) - chemistry , mass spectrometry , phosphate , elemental analysis , chloride , medicinal chemistry , organic chemistry , nuclear chemistry , chromatography
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 ( 1 H, 13 C, 19 F and 31 P) 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.