1-(bis(ethylthio)methyl)-2,3,4-trimethoxybenzene | 1073536-41-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(bis(ethylthio)methyl)-2,3,4-trimethoxybenzene
• 英文别名: 1-[Bis(ethylsulfanyl)methyl]-2,3,4-trimethoxybenzene
• CAS: 1073536-41-0
• 化学式: C₁₄H₂₂O₃S₂
• 分子量: 302.459
• InChiKey: DKZZYAQMQUMOLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  78.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  乙硫醇 、 2,3,4-三甲氧基苯甲醛 在 hafnium(IV) trifluoromethanesulfonate 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以98%的产率得到1-(bis(ethylthio)methyl)-2,3,4-trimethoxybenzene
  参考文献：
  名称：

  Hafnium Trifluoromethanesulfonate (Hafnium Triflate) as a Highly Efficient Catalyst for Chemoselective Thioacetalization and Transthioacetalization of Carbonyl Compounds

  摘要：

  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.

  DOI：

  10.1021/jo8021988

文献信息

• 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.