O-甲基 O,O-二(3-甲基-4-硝基苯基)硫代磷酸酯 | 4901-42-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机硫代磷酸及其衍生物
• 中文名称: O-甲基 O,O-二(3-甲基-4-硝基苯基)硫代磷酸酯
• 中文别名: O-甲基O,O-二(3-甲基-4-硝基苯基)硫代磷酸酯
• 英文名称: O-methyl O,O-bis(3-methyl-4-nitro)phenyl phosphorothioate
• 英文别名: O-Methyl-O,O-bis-(3-methyl-4-nitrophenyl)-thiophosphat；O-Methyl O,O-bis(3-methyl-4-nitrophenyl) phosphorothioate；methoxy-bis(3-methyl-4-nitrophenoxy)-sulfanylidene-λ5-phosphane
• CAS: 4901-42-2
• 化学式: C₁₅H₁₅N₂O₇PS
• 分子量: 398.333
• InChiKey: QAZKYCDDQSMQFA-UHFFFAOYSA-N

物化性质

• 沸点：
  517.7±60.0 °C(Predicted)
• 密度：
  1.440±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  151
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  O-甲基 O,O-二(3-甲基-4-硝基苯基)硫代磷酸酯 在 二甲基二环氧乙烷 作用下， 以100%的产率得到O-methyl O,O-bis(3-methyl-4-nitro)phenyl phosphate
  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：

  4-硝基间甲苯酚 在 三氯硫磷 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 10.0h， 生成 O-甲基 O,O-二(3-甲基-4-硝基苯基)硫代磷酸酯
  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

文献信息

• Unequivocal Identification of Compounds Formed in the Photodegradation of Fenitrothion in Water/Methanol and Proposal of Selected Transformation Pathways
  作者：G. Durand、J. L. Abad、F. Sanchez-Baeza、A. Messeguer、D. Barcelo

  DOI：10.1021/jf00039a044

  日期：1994.3

  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.