2,2,4,4-tetrachloro-6,6-bis-propylsulfanyl-2λ5,4λ5,6λ5-cyclotriphosphazene | 7653-10-3

• 分子结构分类: 有机化合物 - 有机磷化合物 - 有机硫代磷化合物
• 英文名称: 2,2,4,4-tetrachloro-6,6-bis-propylsulfanyl-2λ5,4λ5,6λ5-cyclotriphosphazene
• 英文别名: 2,2,4,4-tetrachloro-6,6-bis(propylthio)cyclotriphosphazene；2,2,4,4-tetrachloro-6,6-bis-propylsulfanyl-2λ⁵,4λ⁵,6λ⁵-cyclotriphosphazene；2,2,4,4-Tetrachlor-6,6-bis-n-propylthio-cyclotriphosphazatrien
• CAS: 7653-10-3
• 化学式: C₆H₁₄Cl₄N₃P₃S₂
• 分子量: 427.063
• InChiKey: NYODEXCIKZUMRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.08
• 重原子数：
  18.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  37.08
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  丙烷-1-硫醇 在 六氯环三磷腈 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以93%的产率得到2,2,4,4-tetrachloro-6,6-bis-propylsulfanyl-2λ5,4λ5,6λ5-cyclotriphosphazene
  参考文献：
  名称：

  Synthesis of Arylthiochlorocyclotriphosphazenes

  摘要：

  We investigated the reaction between hexachlorocyclotriphosphazene ((NPCl2)(3): HCCP) and thiols in the presence of bases. In MeCN/Et3N, two and/or four arylthio units were introduced in gem-mode selectively by controlling the amount of thiols: thus, HCCP was treated with 2 and/or 4 equivalents of ArSH/Et3N in MeCN to afford 2,2-dithiolated and/or 2,2,4,4-tetrathiolated products, respectively. Neither mono-thiosubstituted products, tri-thiosubstituted products, nor regioisomers (non-geminal products) were obtained. In contrast, when other solvents such as THE and Et2O or other bases such as NaH or K2CO3 were used, a mixture of dithiolated products, tetrathiolated products, and hexathiolated products was obtained.

  DOI：

  10.3987/com-19-14100

文献信息

• Phosphorus–nitrogen compounds. Part XXI. Alkylthio- and phenylthio-cyclotriphosphazatrienes
  作者：A. P. Carroll、R. A. Shaw

  DOI：10.1039/j19660000914

  日期：——

  representative series of alkylthio (or phenylthio)cyclotriphosphazatrienes, N3P3Cl6–n(SR)n, have been prepared and characterised. Very much more pronounced than in alcoholysis or aminolysis, the degree of chlorine replacement in alkanethiolysis is markedly dependent on the reaction conditions. With the alkanethiolates (R = Alk) bis-, tetrakis-, and hexakis-alkylthio-derivatives (n= 2, 4, or 6) are the

  借助于链烷硫醇钠（或苯硫醇钠），已制备并表征了一系列代表性的烷硫基（或苯硫基）环三磷氮杂环丁烷N 3 P 3 Cl 6– n（SR）n。比在醇解或氨解中明显得多，烷硫醇解中氯的取代程度明显取决于反应条件。对于链烷硫醇盐（R =烷基），主要的反应产物是双-，四-和六-烷基硫代衍生物（n = 2、4或6）。少量的三烷硫基衍生物（n= 3）也被观察到。用苯硫代硫酸钠（R = Ph），不同取代度之间的反应性差异不太明显，仅获得了双和六烷基衍生物（n = 2或6）。与相应的六烷氧基衍生物N 3 P 3（OAlk）6相比，六烷基硫代环三磷氮杂烯酮N 3 P 3（SAlk）6不能重排为异构的环三磷氮烷。讨论了烷硫基（或苯硫基）磷腈的结构，以及影响氯取代程度的因素以及烷硫基分解（苯硫基分解）的机理。