SS'-phenylethane-1,2-diyl dithiocarbonate | 68587-24-6

• 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: SS'-phenylethane-1,2-diyl dithiocarbonate
• 英文别名: 4-phenyl-1,3-dithiolan-2-one；5-phenyl-1,3-dithiolan-2-one；4-phenyl-1,3-dithiol-2-one；4-phenyl-[1,3]dithiolan-2-one；4-Phenyl-[1,3]dithiolan-2-on
• CAS: 68587-24-6
• 化学式: C₉H₈OS₂
• 分子量: 196.294
• InChiKey: UGBZULJIBDUPFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  67.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  SS'-phenylethane-1,2-diyl dithiocarbonate 、 sodium molybdate dihydrate 在 盐酸 、 air 、 sodium 作用下， 以 盐酸 、 乙醇 为溶剂， 以84%的产率得到tris(styrene-1,2-dithiolato)molybdenum
  参考文献：
  名称：

  Synthesis, Cyclic Voltammetric and Electrospray Mass Spectrometric Studies of a Series of Tris-Substituted 1,2-Dithiolene Complexes of Tungsten and Molybdenum

  摘要：

  Ten new nonsymmetric dithiolenes of the general formula [RR'(C2S2)](3)M were synthesized, from the corresponding 1,3-dithiol-2-ones, or from the corresponding mixed benzoins and tetraphosphorus decasulfide. The redox properties of these ten complexes together with those of the symmetric ones with R = R' = Ph and M = Mo or W, were investigated by cyclic voltammetry. Two processes were only observed, assigned to C --> C1- and C1- --> C2- (C the complex), for which the quasi-reversible E(1/2) potentials are highly dependent on the nature of the central metal ion, and for the same metal on the nature of the ligand and on the substituents on the phenyl rings. The ease by which the complexes are reduced is most likely the reason they give ESMS (negative mode) spectra, in spite of the fact they are neutral in solution. The process of this reduction and the parameters affecting it are investigated and discussed.

  DOI：

  10.1021/ic00122a008
• 作为产物：
  描述：

  4-phenyl-1,3-dithiolane-2-thione 在 苯亚硒酸酐 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以84%的产率得到SS'-phenylethane-1,2-diyl dithiocarbonate
  参考文献：
  名称：

  Cussans, Nigel J.; Ley, Steven V.; Barton, Derek H. R., Journal of the Chemical Society. Perkin transactions I, 1980, p. 1650 - 1653

  摘要：

  DOI：

文献信息

• Synthesis of cyclic monothiocarbonates via the coupling reaction of carbonyl sulfide (COS) with epoxides
  作者：M. Luo、X.-H. Zhang、D. J. Darensbourg

  DOI：10.1039/c5cy00977d

  日期：——

  for the synthesis of cyclic monothiocarbonates via the coupling reaction of carbonyl sulfide (COS) and epoxides. The systems proved to be efficient single-component, metal-free catalysts for the reaction of simple (propylene oxide, 1,3-butene oxide) or activated epoxides (epichlorohydrin, glycidyl phenyl ether) with COS under solvent-free and mild reaction conditions to selectively afford the corresponding

  两个胍碱用作有机催化剂，用于通过羰基硫（COS）和环氧化物的偶联反应合成环状单硫代碳酸酯。该系统被证明是有效的单组分，无金属催化剂，可在无溶剂和温和的反应条件下，使简单的（环氧丙烷，1，3-环氧丁烷）或活化的环氧化物（环氧氯丙烷，缩水甘油基苯基醚）与COS反应。选择性地提供相应的环状一硫代碳酸酯。该反应的产率通常很高，从而提供了用于纯产物分离的简便方法。
• The Synthesis of 1,3-Dithiolan-2-ones On the Reaction of Oxiranes with Carbon Disulfide under High Pressure
  作者：Yoichi Taguchi、Masahiko Yasumoto、Isao Shibuya、Yasuo Suhara

  DOI：10.1246/bcsj.62.474

  日期：1989.2

  An equimolar reaction of 2-hexyloxirane with carbon disulfide in hexane was run in the presence of triethylamine under 800 MPa at 100 °C for 20 h, and gave 63% of 4-hexyl-1,3-dithiolan-2-one (3a), 21% of 4-hexyl-1,3-dithiolane-2-thione (1a) and 5% of 5-hexyl-1,3-oxathiolan-2-one (4a). Hexane, benzene, and diisopropyl ether were good solvents for the reaction. The reaction of a variety of oxiranes with

  2-己基环氧乙烷与二硫化碳在己烷中的等摩尔反应在三乙胺的存在下，在 800 MPa、100 °C 下进行 20 小时，得到 63% 的 4-己基-1,3-二硫戊环-2-酮（3 )、21% 的 4-hexyl-1,3-dithiolane-2-thione (1a) 和 5% 的 5-hexyl-1,3-oxathiolan-2-one (4a)。己烷、苯和二异丙醚是反应的良好溶剂。多种环氧乙烷与二硫化碳反应生成 1,3-dithiolan-2-ones 作为主要产物，在 500 MPa 和 100 °C 下反应 20 h。在 2-己基环氧乙烷与二硫化碳反应后，在反应的第一阶段产生 5-己基-1,3-氧杂硫杂环戊烷-2-硫酮 (2a) 和 2-己基硫杂环丙烷 (5a)。1a 和 4a 的形成立即开始，而 3a 的形成需要很长的诱导期。
• Preparation of 1,3-Oxathiolane-2-thiones by the Reaction of Oxirane and Carbon Disulfide
  作者：Nobuhiro Kihara、Yuichi Nakawaki、Takeshi Endo

  DOI：10.1021/jo00107a034

  日期：1995.1
• Cussans, Nigel J.; Ley, Steven V.; Barton, Derek H. R., Journal of the Chemical Society. Perkin transactions I, 1980, p. 1650 - 1653
  作者：Cussans, Nigel J.、Ley, Steven V.、Barton, Derek H. R.

  DOI：——

  日期：——
• Synthesis, Cyclic Voltammetric and Electrospray Mass Spectrometric Studies of a Series of Tris-Substituted 1,2-Dithiolene Complexes of Tungsten and Molybdenum
  作者：Polycarpos Falaras、Christine-Anne Mitsopoulou、Dimitris Argyropoulos、Emmanuel Lyris、Nikos Psaroudakis、Ersi Vrachnou、Dimitris Katakis

  DOI：10.1021/ic00122a008

  日期：1995.8

  Ten new nonsymmetric dithiolenes of the general formula [RR'(C2S2)](3)M were synthesized, from the corresponding 1,3-dithiol-2-ones, or from the corresponding mixed benzoins and tetraphosphorus decasulfide. The redox properties of these ten complexes together with those of the symmetric ones with R = R' = Ph and M = Mo or W, were investigated by cyclic voltammetry. Two processes were only observed, assigned to C --> C1- and C1- --> C2- (C the complex), for which the quasi-reversible E(1/2) potentials are highly dependent on the nature of the central metal ion, and for the same metal on the nature of the ligand and on the substituents on the phenyl rings. The ease by which the complexes are reduced is most likely the reason they give ESMS (negative mode) spectra, in spite of the fact they are neutral in solution. The process of this reduction and the parameters affecting it are investigated and discussed.