Synthesis, crystal structure, insecticidal activity and DFT study on the geometry and vibration of O-(E)-1-{1-[(6-chloropyridin-3-yl)methyl]-5-methyl-1H-1,2,3-triazol-4-yl}ethyleneamino-O-ethyl-O-phenylphosphorothioate

被引：7

作者：

Shi, De-Qing ^{[1
]}

Zhu, Xiao-Fei ^{[1
]}

Song, Yuan-Zhi ^{[2
]}

机构：

[1] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China

[2] Huaiyin Teachers Coll, Dept Chem, Key Lab Chem Low Dimens Mat Jiangsu Prov, Huaian 223300, Peoples R China

来源：

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY | 2008年 / 71卷 / 03期

基金：

中国国家自然科学基金;

关键词：

O-(E)-1-{1-[(6-Chloropyridin-3-yl)methyl]-5-methyl-1H-1,2,3-triazol-4-yl}ethyleneamino-O-ethyl-O-phenylphosphorothioate; Insecticidal activity; IR; Raman; X-ray diffraction; DFT calculations;

D O I：

10.1016/j.saa.2008.02.045

中图分类号：

O433 [光谱学];

学科分类号：

0703 ; 070302 ;

摘要：

The title compound, O-(E)-1-{1-[(6-chloropyridin-3-yl)methyl]-5-methyl-1H-1,2,3-triazol-4-yl)ethyleneamino-O-ethyl-O-phenylphosphorothioate, has been synthesized via the condensation reaction of 1-{1-[(6-chloropyridin-3-yl)methy]-5-methyl-1H-1,2,3-triazol-4-yl}ethanone oxime and O-ethyl-O-phenylphosphorochloridothioate in the presence of NaOH powder in refluxing EtOH. Its structure was characterized by H-1 NMR, FTIR, Raman, elemental analysis and X-ray single crystal diffraction. The results of preliminary bioassays indicated that the title compound displays good insecticidal activity. Density functional (DFT) calculations have been carried out for the title compound by using the Becke-Lee-Yang-Parr's three-parameter hybrid functional (B3LYP) method at 6-31G** and 6-31G* basis sets. The Calculated results show that the predicted geometry can well reproduce the structural parameters. The vibrational wave numbers of the title compound were calculated at same level. Predicted vibrational frequencies have been assigned and compared with experimental IR and Raman spectra and they are supported each other. (C) 2008 Elsevier B.V. All rights reserved.

引用

页码：1011 / 1020

页数：10

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