1-(diphenoxyphosphinothioylamino)-3-phenylthiourea | 73476-26-3

• 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: 1-(diphenoxyphosphinothioylamino)-3-phenylthiourea
• CAS: 73476-26-3
• 化学式: C₁₉H₁₈N₃O₂PS₂
• 分子量: 415.477
• InChiKey: UXUSOIMHAKYHCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.86
• 重原子数：
  27.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.55
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  monohydrazido thiophosphoric acid diphenylester 、 硫代异氰酸苯酯 以 苯 为溶剂， 生成 1-(diphenoxyphosphinothioylamino)-3-phenylthiourea
  参考文献：
  名称：

  Kinetic Regularities of Reactions of O,O-Diaryl Phosphorohydrazidothioates with Phenyl Isothiocyanate in Benzene

  摘要：

  研究了温度对 O,O-二芳基硫代磷酰肼与异硫氰酸苯酯在苯中反应速率的影响，并计算了反应的活化参数。结果表明，所研究的反应系列服从焓控制的等动力学关系，等动力学温度为 690±24 K。它可以用带有 σP 常量的 Hammett 方程来描述。

  DOI：

  10.1007/s11176-005-0330-y

文献信息

• Organic solvents as catalysts of formation of phosphorus-containing thiosemicarbazides
  作者：N. I. Yanchuk

  DOI：10.1134/s107036320608010x

  日期：2006.8

  The kinetics of the reaction of O,O-diphenyl phosphorohydrazidothioate with phenyl isothiocyanate at 25 degrees C in benzene in the presence of organic bases is studied. The dependences of the catalytic activity on the nature and structure of organic bases and on various parameters characterizing their basicity are analyzed. The catalytic activity exhibited in the formation of phosphorus-containing thiosemicarbazides by donor solvents added to benzene correlates well with both spectroscopic and thermodynamic parameters of basicity: Taft (pK(HB)), Koppel-Palm (B), and Gutmann (DN) parameters. A common mechanism of the base catalysis of the thiosemicarbazide formation by organic bases of different classes is suggested and discussed.
• Quantitative estimation of the α-effect in the reactions yielding phosphorus-containing thiosemicarbazides
  作者：N. I. Yanchuk

  DOI：10.1134/s1070363206080111

  日期：2006.8

  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.
• 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：——
• YANCHUK, N. I., VOPR. XIMII I XIM. TEXNOL., XARKOV, 1982, N 67, 6-10
  作者：YANCHUK, N. I.

  DOI：——

  日期：——