O,O-Ditolyl-thiophosphorsaeurehydrazid | 29134-74-5

• 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: O,O-Ditolyl-thiophosphorsaeurehydrazid
• 英文别名: bis(3-methylphenoxy)phosphinothioylhydrazine
• CAS: 29134-74-5
• 化学式: C₁₄H₁₇N₂O₂PS
• 分子量: 308.341
• InChiKey: KGMGYZWOILUFNH-UHFFFAOYSA-N

物化性质

• 沸点：
  429.5±48.0 °C(Predicted)
• 密度：
  1.272±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  88.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  O,O-Ditolyl-thiophosphorsaeurehydrazid 、 硫代异氰酸苯酯 以 苯 为溶剂， 生成 1-[bis(3-methylphenoxy)phosphinothioylamino]-3-phenylthiourea
  参考文献：
  名称：

  Quantitative estimation of the α-effect in the reactions yielding phosphorus-containing thiosemicarbazides

  摘要：

  The alpha-effect in the reactions of O,O-diaryl phosphorohydrazidothioates with phenyl isothiocyanate in benzene at 25 degrees C was quantitatively evaluated from the kinetic data. The probable reaction mechanism was suggested, and the causes of the alpha-effect in these reactions are discussed. An approximate linear correlation is observed between the alpha-effect in the reactions of O,O-diaryl phosphorohydrazidothioates with phenyl isothiocyanate, basicity constants of the hydrazides, and sigma(P) constants of the substituents at the P atom. The value of the alpha-effect is largely determined by the structure of the transition state.

  DOI：

  10.1134/s1070363206080111

文献信息

• Effect of the nucleophile structure and basicity on pyridine-catalyzed formation of thiosemicarbazides
  作者：N. I. Yanchuk

  DOI：10.1134/s1070363206070097

  日期：2006.7

  The kinetics of pyridine-catalyzed reaction of O,O-diaryl hydrazidothiophosphates with phenyl isothiocyanate in benzene at 25 degrees C were studies. Pyridine was found to exhibit a considerable catalytic effect in the formation of phosphorus-containing thiosemicarbazides. A correlation between the reactivity of phosphorus hydrazides in the catalytic reaction and their structure was revealed. The catalytic activity of pyridine increases as the basicity of hydrazide decreases. The effects of the substituents in the aromatic rings and the basicity of hydrazides weaken in going from the noncatalytic to catalytic process. The catalysis by pyridine conforms to the general base catalysis pattern.
• YANCHUK N. I., ZH. OBSHCH. XIMII, 1979, 49, HO 11, 2467-2469
  作者：YANCHUK N. I.

  DOI：——

  日期：——