dimethyl (p-fluorophenyl)carbamothioylphosphonate

• 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: dimethyl (p-fluorophenyl)carbamothioylphosphonate
• 英文别名: dimethyl p-fluorophenylcarbamothioylphosphonate；1-dimethoxyphosphoryl-N-(4-fluorophenyl)methanethioamide
• 化学式: C₉H₁₁FNO₃PS
• 分子量: 263.229
• InChiKey: CHBVPOQXNISGBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  79.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dimethyl (p-fluorophenyl)carbamothioylphosphonate 、 丙酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以86%的产率得到dimethyl p-fluorophenyl(2-propionyl)carbamothioylphosphonate
  参考文献：
  名称：

  Reactivity of Phosphonothioamidates with Acid Chlorides and Primary Amines: Synthesis and Conformational Study of N-Acylated Phosphonothioamidates and Phosphonoamidines

  摘要：

  Various N-acyl phosphonothioamidate derivatives, 2, were obtained from N-acylation of phosphonothioamidates, 1, with different acid chlorides. Phosphonoamidines, 3, were prepared in high yields by reacting phosphonothioamidates, 1, with primary amines at room temperature, to short reaction periods. All compounds were characterized on the basis of IR and NMR spectroscopy (H-1, C-13, F-19, and P-31) and in some cases by elemental analysis and calculations using Density Functional Theory (DFT)-B3LYP// 3-21G+** and evolution study by P-31-NMR and F-19-NMR spectroscopy using an external lock with D2O.

  DOI：

  10.1080/10426507.2015.1071372
• 作为产物：
  描述：

  亚磷酸二甲酯 、 4-氟苯基异硫氰酸酯 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以96%的产率得到dimethyl (p-fluorophenyl)carbamothioylphosphonate
  参考文献：
  名称：

  Synthesis and structural Studies of phosphonothioamidates

  摘要：

  The reaction of isothiocyanates with dialkylphosphites in the presence of strong base yielded the phosphonothioamides 2. Treatment of 2 with methyl iodide afforded the corresponding thioimidates 3 with high yields. All compounds were characterized on the basis of their IR, NMR Spectroscopy (H-1, C-13, F-19, and P-31) and in some cases by elemental analysis, HRMS data, and calculations using Density Functional Theory (DFT)-B3LYP//6-311G** and evolution study by P-31-NMR in an external lock with D2O. The conformational molecular structure of compounds 2d and 2f were determined by single-crystal X-ray diffraction analysis.

  DOI：

  10.1080/10426507.2015.1024783