4-[bis(ethylthio)methyl]benzonitrile | 141620-70-4

• 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: 4-[bis(ethylthio)methyl]benzonitrile
• 英文别名: 1-[bis(ethylthio)methyl]-4-cyanobenzene；4-[Bis(ethylsulfanyl)methyl]benzonitrile
• CAS: 141620-70-4
• 化学式: C₁₂H₁₅NS₂
• 分子量: 237.39
• InChiKey: NFZBOTJETCWIAU-UHFFFAOYSA-N

物化性质

• 沸点：
  362.5±32.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  74.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[bis(ethylthio)methyl]benzonitrile 在 四氯化碲 作用下， 以 二氯甲烷 为溶剂， 以87%的产率得到4-氰基苯甲醛
  参考文献：
  名称：

  Tani, Hiroyuki; Inamasu, Tokuo; Masumoto, Kazunori, Phosphorus, Sulfur and Silicon and the Related Elements, 1992, vol. 67, # 1-4, p. 261 - 266

  摘要：

  DOI：
• 作为产物：
  描述：

  4-氰基苯甲醛 、 乙硫醇 反应 12.0h， 以78%的产率得到4-[bis(ethylthio)methyl]benzonitrile
  参考文献：
  名称：

  在环境温度下乳酸乙酯介导的醛的硫代缩醛化

  摘要：

  图形摘要摘要 醛与硫醇/苯硫酚的二硫代缩醛反应已在室温下通过采用绿色生物基乳酸乙酯作为反应介质成功实现。通过这种可持续的方法，已经获得了一类具有高度多样性和效率的二硫缩醛。

  DOI：

  10.1080/10426507.2016.1209504

文献信息

• Cyanuric chloride-catalyzed thioacetalization for organocatalytic synthesis of thioacetals
  作者：Yaqin Liu

  DOI：10.1080/10426507.2015.1054934

  日期：2016.5.3

  GRAPHICAL ABSTRACT ABSTRACT The thioacetalization of aromatic aldehydes has been realized with broad diversity in the presence of various thiols and thiophenols using cyanuric chloride as an organocatalyst.

  图形摘要 使用氰尿酰氯作为有机催化剂，在各种硫醇和苯硫酚的存在下，芳香醛的硫缩醛化已经实现了广泛的多样性。
• Silica-supported phosphorus pentoxide: a reusable catalyst for S,S-acetalization of carbonyl groups under ambient conditions
  作者：Hamid Reza Shaterian、Kobra Azizi、Nafiseh Fahimi

  DOI：10.1080/17415993.2010.542155

  日期：2011.2.1

  Phosphorus pentoxide supported on silica gel (P2O5/SiO2) efficiently acts as a highly active and reusable catalyst for cyclic and non-cyclic S,S-acetalization of a variety of carbonyl compounds under mild, solvent-free and ambient conditions. This method offers significant advantages such as high conversion, clean work-up, short reaction times and simplicity in operation.[GRAPHICS].
• Hafnium Trifluoromethanesulfonate (Hafnium Triflate) as a Highly Efficient Catalyst for Chemoselective Thioacetalization and Transthioacetalization of Carbonyl Compounds
  作者：Yan-Chao Wu、Jieping Zhu

  DOI：10.1021/jo8021988

  日期：2008.12.5

  A range of carbonyl compounds including aliphatic and aromatic aldehydes and ketones were converted to the corresponding thioacetals in high yields in the presence of a catalytic amount of hafnium trifluoromethanesulfonate (0.1 mol %, room temperature), The mild conditions tolerated various sensitive functional and protecting groups and were racemization-free when applied to alpha-aminoaldehydes. Transacetalization and chemoselective thioacetalization of aromatic aldehydes in the presence of aliphatic aldehydes and ketones were also documented.
• Aiken, Fiona; Cox, Brian G.; Soerensen, Poul E., Journal of the Chemical Society. Perkin transactions II, 1993, # 4, p. 783 - 790
  作者：Aiken, Fiona、Cox, Brian G.、Soerensen, Poul E.

  DOI：——

  日期：——
• Ethyl lactate mediated thioacetalization of aldehydes at ambient temperature
  作者：Jie-Ping Wan、Yanfeng Jing、Yunyun Liu

  DOI：10.1080/10426507.2016.1209504

  日期：2016.10.2

  GRAPHICAL ABSTRACT ABSTRACT Dithioacetalization reactions of aldehydes with thiols/thiophenols have been successfully achieved at room temperature by employing the green, bio-based ethyl lactate as the reaction medium. By means of this sustainable approach, a class of dithioacetals has been acquired with high diversity and efficiency.

  图形摘要摘要 醛与硫醇/苯硫酚的二硫代缩醛反应已在室温下通过采用绿色生物基乳酸乙酯作为反应介质成功实现。通过这种可持续的方法，已经获得了一类具有高度多样性和效率的二硫缩醛。