2,2-bis(ethylthio)-1-phenylethan-1-one | 84543-50-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2-bis(ethylthio)-1-phenylethan-1-one
• 英文别名: 2,2-bis(ethylthio)-1-phenylethanone；2,2-bis-ethylsulfanyl-1-phenyl-ethanone；2,2-Bis-aethylmercapto-1-phenyl-aethanon；2,2-Bis(ethylsulfanyl)-1-phenylethanone
• CAS: 84543-50-0
• 化学式: C₁₂H₁₆OS₂
• 分子量: 240.39
• InChiKey: BNKJLQUQVJSRDS-UHFFFAOYSA-N

物化性质

• 沸点：
  358.9±32.0 °C(Predicted)
• 密度：
  1.116±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 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：

  2,2-bis(ethylthio)-1-phenylethan-1-one 在 锂硼氢 、 乙醇 作用下， 生成 2,2-bis(ethylthio)-1-phenylethanol
  参考文献：
  名称：

  Weygand et al., Chemische Berichte, 1958, vol. 91, p. 1040

  摘要：

  DOI：
• 作为产物：
  描述：

  乙硫醇 、 alkaline earth salt of/the/ methylsulfuric acid 在 苯 作用下， 生成 2,2-bis(ethylthio)-1-phenylethan-1-one
  参考文献：
  名称：

  Weygand; Bestmann, Chemische Berichte, 1955, vol. 88, p. 1992

  摘要：

  DOI：

文献信息

• Cu(OTf)₂-Catalyzed Pummerer Coupling of β-Ketosulfoxides
  作者：Regev Parnes、Hagai Reiss、Doron Pappo

  DOI：10.1021/acs.joc.7b02708

  日期：2018.1.19

  The copper(II) trifluoromethanesulfonate-catalyzed Pummerer reaction of β-ketosulfoxides with 1,3-dicarbonyl compounds or π-nucleophiles such as phenols, arenes, and tetraallylsilane is reported. The mild conditions provide an efficient entry to a novel class of polysubstituted 3-alkylthiofuran and polysubstituted 3-thiobenzofuran heterocycles from readily available materials.

  据报道，β-酮亚砜与1,3-二羰基化合物或π-亲核试剂（例如苯酚，芳烃和四烯丙基硅烷）的三氟甲磺酸铜（II）催化Pummerer反应。温和的条件从容易获得的材料中有效地进入了新型的多取代的3-烷基硫呋喃和多取代的3-硫代苯并呋喃杂环。
• On the control of sulphenylations at carbon
  作者：J. Stuart Grossert、Pramod K. Dubey

  DOI：10.1039/c39820001183

  日期：——

  Controlled monosulphenylation at carbon adjacent to electron-withdrawing groups can be achieved be the controlled reduction of readily available bis-sulphenylated products.

  通过控制还原易得的双-磺基化产物，可以实现与吸电子基团相邻的碳上的受控单磺基化。
• Weinreb amide based building blocks for convenient access to 1,1-diarylethenes and isocombretastatin analogues
  作者：Sivaraman Balasubramaniam、Harikrishna Kommidi、Indrapal Singh Aidhen

  DOI：10.1016/j.tetlet.2011.03.072

  日期：2011.5

  A successful strategy based on the synthetic equivalent containing Weinreb amide functionality for the convenient access to 1,1-diarylethenes in general and for the isocombretastatin analogues in particular has been developed from the commercially available glyoxalic acid. The convenience with which the structural variations can be made in assembling the aryl residues shows generality associated with

  由市售的乙二醛酸已经开发出一种成功的策略，该策略基于含有Weinreb酰胺官能团的合成等同物，通常可方便地获得1,1-二芳烃，特别是异combretastatin类似物。在组装芳基残基时可以方便地进行结构变化，显示出与所开发策略相关的一般性。该中间体还提供了以他莫昔芬的高级中间体的合成为代表的1,2,2-三芳基酮的途径。
• Isomerization of Trimethyl α-Keto Trithioorthocarboxylates into α,α-Bis(methylthio) Thiolcarboxylates. A New Rearrangement of Synthetic Interest
  作者：Iacopo Degani、Stefano Dughera、Rita Fochi、Sonia Gazzetto

  DOI：10.1021/jo970683+

  日期：1997.10.1

  A study was made of the isomerization reaction of a great variety of trimethyl alpha-keto trithioorthocarboxylates to alpha,alpha-bis(methylthio) thiolcarboxylates, intermediates of high synthetic value for the synthesis of alpha-arylpropionic acids. The reaction was carried out In methylene chloride in the presence of catalytic amounts of trityl perchlorate or methanesulfonic acid and was complete in 2 h at rt. In most of the investigated cases the result was positive, the yields usually being greater than 90%. Also the reaction mechanism was subjected to an experimental study.
• Zur Kenntnis der Acyl-bis-alkylsulfonyl-methane
  作者：Horst Böhme、Ho-Djün Huang

  DOI：10.1002/ardp.19442820102

  日期：——