carbomethoxyfenitrothion | 142827-41-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: carbomethoxyfenitrothion
• 英文别名: Methyl 5-dimethoxyphosphinothioyloxy-2-nitrobenzoate
• CAS: 142827-41-6
• 化学式: C₁₀H₁₂NO₇PS
• 分子量: 321.248
• InChiKey: PBPMZYJFZPTXSK-UHFFFAOYSA-N

物化性质

• 沸点：
  400.8±55.0 °C(Predicted)
• 密度：
  1.431±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  132
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  carbomethoxyfenitrothion 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 以74%的产率得到硫代磷酸 O-[3-(羟基甲基)-4-硝基苯基] O,O-二甲基酯
  参考文献：
  名称：

  Unequivocal Identification of Compounds Formed in the Photodegradation of Fenitrothion in Water/Methanol and Proposal of Selected Transformation Pathways

  摘要：

  The photodegradation of fenitrothion was examined in a mixture of distilled water/methanol (5:1), The UV irradiation was carried out with a high-pressure Hg lamp during 7 h. For the identification of further breakdown products, fenitrooxon and carboxyfenitrothion were also irradiated under experimental conditions identical to those for fenitrothion. The identification of the breakdown products formed was carried out by gas chromatography-mass spectrometry (GC-MS) with electron impact (EI) and comparison with authentic standards synthesized in the laboratory. A total of 21 photoproducts of oxidation, isomerization, denitration, and solvolysis that may be of concern in environmental studies were unequivocally identified. Among them were formyldenitrofenitrothion, carbomethoxydenitro-fenitrooxon, and hydroxymethyldenitrofenitrooxon. A proposed mechanism of the process is presented. Selected pathways for the photodegradation of fenitrothion were examined: (i) degradation through hydrolysis, with eventual remethylation; (ii) P=S to P=O oxidation; (iii) denitration; and (iv) oxidation of the methyl substituent through hydroxymethyl and formyl to give the corresponding carboxy derivatives.

  DOI：

  10.1021/jf00039a044
• 作为产物：
  描述：

  重氮甲烷 、 羧基杀螟松 以 various solvent(s) 为溶剂， 以100%的产率得到carbomethoxyfenitrothion
  参考文献：
  名称：

  Unequivocal Identification of Compounds Formed in the Photodegradation of Fenitrothion in Water/Methanol and Proposal of Selected Transformation Pathways

  摘要：

  The photodegradation of fenitrothion was examined in a mixture of distilled water/methanol (5:1), The UV irradiation was carried out with a high-pressure Hg lamp during 7 h. For the identification of further breakdown products, fenitrooxon and carboxyfenitrothion were also irradiated under experimental conditions identical to those for fenitrothion. The identification of the breakdown products formed was carried out by gas chromatography-mass spectrometry (GC-MS) with electron impact (EI) and comparison with authentic standards synthesized in the laboratory. A total of 21 photoproducts of oxidation, isomerization, denitration, and solvolysis that may be of concern in environmental studies were unequivocally identified. Among them were formyldenitrofenitrothion, carbomethoxydenitro-fenitrooxon, and hydroxymethyldenitrofenitrooxon. A proposed mechanism of the process is presented. Selected pathways for the photodegradation of fenitrothion were examined: (i) degradation through hydrolysis, with eventual remethylation; (ii) P=S to P=O oxidation; (iii) denitration; and (iv) oxidation of the methyl substituent through hydroxymethyl and formyl to give the corresponding carboxy derivatives.

  DOI：

  10.1021/jf00039a044