(4-Methoxyphenyl)sulfanyl-methylphosphinic acid | 1284189-34-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (4-Methoxyphenyl)sulfanyl-methylphosphinic acid
• 英文别名: (4-methoxyphenyl)sulfanyl-methylphosphinic acid
• CAS: 1284189-34-9
• 化学式: C₈H₁₁O₃PS
• 分子量: 218.213
• InChiKey: DUKIBNNLMAXHQD-UHFFFAOYSA-N

物化性质

• 沸点：
  377.2±44.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  甲醇 、 (4-Methoxyphenyl)sulfanyl-methylphosphinic acid 在 lanthanum(lll) triflate 作用下， 生成 4-甲氧基苯硫酚 、 甲基磷酸甲酯
  参考文献：
  名称：

  A Study of the Kinetics of La³⁺-Promoted Methanolysis ofS-Aryl Methylphosphonothioates: Possible Methodology for Decontamination of EA 2192, the Toxic Byproduct of VX Hydrolysis

  摘要：

  The kinetics of the La3+-catalyzed methanolysis of a series of S-aryl methylphosphonothioates (4a e, phenyl substituents = 3,5-dichloro, 4-chloro, 4-fluoro, 4-H, 4-methoxy) were studied at 25 degrees C with (s)(s)pH control. The reaction involves saturation binding of the anionic substrates to dimeric La3+/methoxide catalysts formulated as La-2(3+)(-OCH3)(x) where x = 2-5 depending on the solution (s)(s)pH. Cleavage of the La3+-bound methylphosphonothioates is fast, ranging from 5 x 10(-3) s(-1) to 5.5 x 10(-5) s(-1) or substrates 4a-e at a:pH of 8.4 and 1.6 x 10(-1) s(-1) to 4 x 10(-3) s(-1) at a(s)(s)pH of 11.7. The rate accelerations for the methanolysis of substrates 4a e, relative to their background methoxide-promoted reactions, average 7 x 10(10) and 1.5 x 10(9), respectively, at (s)(s)pH's of 8.4 and 11.7. The catalytic system is predicted to cleave FA 2192 (S-2(N,N-di-iso-propylaminoethyl) methylphosphonothioate), a toxic byproduct of the hydrolysis of VX, with a t(1/2) between 4 and 8 min at a :pH of 8.4, and 27 min at a (s)(s)pH of 11.7.

  DOI：

  10.1021/ic200007v
• 作为产物：
  描述：

  在 potassium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 8.0h， 生成 (4-Methoxyphenyl)sulfanyl-methylphosphinic acid
  参考文献：
  名称：

  A Study of the Kinetics of La³⁺-Promoted Methanolysis ofS-Aryl Methylphosphonothioates: Possible Methodology for Decontamination of EA 2192, the Toxic Byproduct of VX Hydrolysis

  摘要：

  The kinetics of the La3+-catalyzed methanolysis of a series of S-aryl methylphosphonothioates (4a e, phenyl substituents = 3,5-dichloro, 4-chloro, 4-fluoro, 4-H, 4-methoxy) were studied at 25 degrees C with (s)(s)pH control. The reaction involves saturation binding of the anionic substrates to dimeric La3+/methoxide catalysts formulated as La-2(3+)(-OCH3)(x) where x = 2-5 depending on the solution (s)(s)pH. Cleavage of the La3+-bound methylphosphonothioates is fast, ranging from 5 x 10(-3) s(-1) to 5.5 x 10(-5) s(-1) or substrates 4a-e at a:pH of 8.4 and 1.6 x 10(-1) s(-1) to 4 x 10(-3) s(-1) at a(s)(s)pH of 11.7. The rate accelerations for the methanolysis of substrates 4a e, relative to their background methoxide-promoted reactions, average 7 x 10(10) and 1.5 x 10(9), respectively, at (s)(s)pH's of 8.4 and 11.7. The catalytic system is predicted to cleave FA 2192 (S-2(N,N-di-iso-propylaminoethyl) methylphosphonothioate), a toxic byproduct of the hydrolysis of VX, with a t(1/2) between 4 and 8 min at a :pH of 8.4, and 27 min at a (s)(s)pH of 11.7.

  DOI：

  10.1021/ic200007v

文献信息

• A Study of the Kinetics of La³⁺-Promoted Methanolysis of<i>S-</i>Aryl Methylphosphonothioates: Possible Methodology for Decontamination of EA 2192, the Toxic Byproduct of VX Hydrolysis
  作者：Basab B. Dhar、David R. Edwards、R. Stan Brown

  DOI：10.1021/ic200007v

  日期：2011.4.4

  The kinetics of the La3+-catalyzed methanolysis of a series of S-aryl methylphosphonothioates (4a e, phenyl substituents = 3,5-dichloro, 4-chloro, 4-fluoro, 4-H, 4-methoxy) were studied at 25 degrees C with (s)(s)pH control. The reaction involves saturation binding of the anionic substrates to dimeric La3+/methoxide catalysts formulated as La-2(3+)(-OCH3)(x) where x = 2-5 depending on the solution (s)(s)pH. Cleavage of the La3+-bound methylphosphonothioates is fast, ranging from 5 x 10(-3) s(-1) to 5.5 x 10(-5) s(-1) or substrates 4a-e at a:pH of 8.4 and 1.6 x 10(-1) s(-1) to 4 x 10(-3) s(-1) at a(s)(s)pH of 11.7. The rate accelerations for the methanolysis of substrates 4a e, relative to their background methoxide-promoted reactions, average 7 x 10(10) and 1.5 x 10(9), respectively, at (s)(s)pH's of 8.4 and 11.7. The catalytic system is predicted to cleave FA 2192 (S-2(N,N-di-iso-propylaminoethyl) methylphosphonothioate), a toxic byproduct of the hydrolysis of VX, with a t(1/2) between 4 and 8 min at a :pH of 8.4, and 27 min at a (s)(s)pH of 11.7.