2-(4-methoxyphenyl)-2-thioxo-1,3,2-dithiaphospholane | 104236-63-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4-methoxyphenyl)-2-thioxo-1,3,2-dithiaphospholane
• 英文别名: anisyl-2 thio-2 dithiaphospholanne-1,3,2；2-(4-Methoxyphenyl)-1,3,2-dithiaphosphorinane 2-sulfide；2-(4-methoxyphenyl)-1,3,2-dithiaphospholane 2-sulfide；anisyl-2-thio-2-dithiaphospholane-1,3,2；2-(4-Methoxyphenyl)-2-sulfanylidene-1,3,2lambda5-dithiaphospholane；2-(4-methoxyphenyl)-2-sulfanylidene-1,3,2λ5-dithiaphospholane
• CAS: 104236-63-7
• 化学式: C₉H₁₁OPS₃
• 分子量: 262.357
• InChiKey: WFUQMSKLOYHYDT-UHFFFAOYSA-N

物化性质

• 沸点：
  112 °C(Press: 0.1 Torr)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  91.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  环硫乙烷 、 劳森试剂 以 苯 为溶剂， 生成 2-(4-methoxyphenyl)-2-thioxo-1,3,2-dithiaphospholane
  参考文献：
  名称：

  2-THIOXO-1,3,2-DITHIAPHOSPHOLANES -SOLID-STATE MAS NMR AND CRYSTAL STRUCTURE INVESTIGATIONS AS WELL AS IGLO CALCULATIONS OF ³¹P SHIELDING TENSORS

  摘要：

  2-Thioxo-1,3,2-dithiaphospholanes with P-substituents R=Me, Et, i-Pr, t-Bu, Ph, 3,5-Me2C6H3, and 4-MeOC6H4 were prepared and characterized by solution and high resolution solid-state P-31 and C-13 NMR spectroscopy. The influence of different alkyl and aryl substituents at the phosphorus atom on the anisotropy of P-31 chemical shift and on the molecular structure is discussed. The orientation of the principal axes with respect to the molecular fro-me is predicted from the solid-state P-31 NMR results. Quantum chemical calculations of the P-31 shielding tensors by the IGLO method confirm these results. The crystal structures of 2-tert-butyl-2-thioxo-1,3,2-dithiaphospholane and 2-(3,5-dimethylphenyl)-2-thioxo-1,3,2-dithiaphospholane are presented and discussed.

  DOI：

  10.1080/10426509808033718

文献信息

• Organophosphorus compounds XIII. The reaction of 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide (LR) with dihydric alcohols. A new route to 1,3,2-dioxaphosphorinane
  作者：Rashad Shabana、Fayez H. Osman、Sahar S. Atrees

  DOI：10.1016/s0040-4020(01)85817-8

  日期：1993.2

  2,4-Bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide (Lawesson's Reagent) and its p-phenoxy derivatives react with 1,2-ethanediols and 1,4-butanediol at different reaction temperatures in acetonitrile as a solvent to give 1,3,2-dioxaphosphorinane-2-sulfide, thioacetamide and cyclic trithiopyrophosphonate. Compatible analytical and spectroscopic data were obtained for all the new compounds. A mechanism is proposed to explain the formation of compounds 5, 6, 7, 9 and 11. Reaction of 5a with LR gave 1,3,2-dithiaphosphorinane-2-sulfide.
• Barrau, J.; Amine, M. El; Rima, G., Canadian Journal of Chemistry, 1986, vol. 64, p. 615 - 620
  作者：Barrau, J.、Amine, M. El、Rima, G.、Satge, J.

  DOI：——

  日期：——
• Application of four-membered ring chalcogenation reagents to the synthesis of new phosphorus-chalcogen heterocycles
  作者：Guoxiong Hua、David B. Cordes、Alexandra M. Z. Slawin、J. Derek Woollins

  DOI：10.3998/ark.5550190.p009.807

  日期：——

  The reaction of four-membered ring chalcogenation reagents such as Lawesson's reagent, 2,4-diferrocenyl1,3,2,4- diathiadiphosphetane 2,4-disulfide (the ferrocene analogy of Lawesson's reagent) and Woollins' reagent with alkyl- or aryl-dithiols in refluxing toluene gave a series of five-to seven-membered organophos-phorus- chalcogen heterocycles in 24% to 87% yields. Five representative X-ray structures confirm the formation of these five-to seven-membered heterocycles.
• DIEMERT, K.;KUCHEN, W.;SCHEPANSKI, H., CHEM.ZTG, 1983, 107, N 10, 306-307
  作者：DIEMERT, K.、KUCHEN, W.、SCHEPANSKI, H.

  DOI：——

  日期：——
• BARRAU, J.;EL, AMINE, M.;RIMA, G.;SATGE, J., CAN. J. CHEM., 1986, 64, N 3, 615-620
  作者：BARRAU, J.、EL, AMINE, M.、RIMA, G.、SATGE, J.

  DOI：——

  日期：——