Synthesis, structural and larvicidal studies of some triorganotin 2-(p-chlorophenyl)-3-methylbutyrates |
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Authors: | George Eng Xueqing Song Angel C de Dios Robert D Pike |
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Institution: | a Department of Chemistry and Physics, University of the District of Columbia, Washington, DC 20008, United States b Department of Chemistry, Georgetown University, Washington, DC 20057, United States c Department of Chemistry, College of William and Mary, Williamsburg, VA 23187, United States |
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Abstract: | A series of triorganotin 2-(p-chlorophenyl)-3-methylbutyrates, (R3SnO2CCH(CH(CH3)2)C6H4Cl-4), where R = methyl, ethyl, n-propyl, n-butyl, phenyl and cyclo-hexyl, have been synthesized. Elemental analyses, Mössbauer, Infrared and NMR spectroscopies have been used to characterize their structures. Based on the spectroscopic results, all the complexes with the exception of the tricyclohexyl compound were found to be five-coordinated in the solid state while the tricyclohexyltin derivative was determined to be four-coordinated. Structural assignments based on spectroscopic data are supported by the crystallographic results of four of the triorganotin butyrates (trimethyl-, tri-n-propyl-, tri-n-butyl- and tricyclohexyltin 2-(p-chlorophenyl)-3-methylbutyrate). Multinuclear NMR spectroscopy studies indicated that all the complexes were tetrahedral in solution. Larvicidal activities of the complexes were evaluated against the 2nd instar stage of the Anopheles stephensi, Aedes aegypti and Culex pipiens quinquefasciatus mosquitoes. The toxicity data indicate that there does not appear to be any significant differences of the compounds towards the different mosquito species based on their averaged toxicity values. In addition, the toxicity of the triorganotin compounds towards the mosquito larvae was concluded to be dependent on both the compound and the species of mosquito larvae. |
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Keywords: | Aedes aegypti Anopheles stephensi Culex pipiens quinquefasciatus Larvae Mosquito Toxicity Triorganotins |
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