1-(bis(ethylthio)methyl)-2,4-dimethoxybenzene | 114478-87-4

• 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: 1-(bis(ethylthio)methyl)-2,4-dimethoxybenzene
• 英文别名: 1-[Bis(ethylsulfanyl)methyl]-2,4-dimethoxybenzene
• CAS: 114478-87-4
• 化学式: C₁₃H₂₀O₂S₂
• 分子量: 272.433
• InChiKey: QRCCDPAHSOJUFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  69.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(bis(ethylthio)methyl)-2,4-dimethoxybenzene 在 cetyl(trimethyl)-ammonium tribromide 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 以85%的产率得到2,4-二甲氧基苯甲醛
  参考文献：
  名称：

  An Expedient and Efficient Method for the Cleavage of Dithioacetals to the Corresponding Carbonyl Compounds Using Organic Ammonium Tribromide (OATB)

  摘要：

  通过使用有机三溴化铵，如二氯甲烷中的十六烷基三甲基三溴化铵 (CetTMATB) 或四丁基三溴化铵 (TBATB)，各种醛或酮的二硫代乙醛 1 可在 0-5 °C 的温度下轻松裂解成母体羰基化合物 2，而且产率非常高。

  DOI：

  10.1055/s-2001-14579
• 作为产物：
  描述：

  2,4-二甲氧基苯甲醛 、 乙硫醇 在 silica gel-supported phosphorus pentoxide 作用下， 以93%的产率得到1-(bis(ethylthio)methyl)-2,4-dimethoxybenzene
  参考文献：
  名称：

  Silica-supported phosphorus pentoxide: a reusable catalyst for S,S-acetalization of carbonyl groups under ambient conditions

  摘要：

  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].

  DOI：

  10.1080/17415993.2010.542155

文献信息

• 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.
• Khan; Boruwa; Mondal, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2001, vol. 40, # 11, p. 1039 - 1042
  作者：Khan、Boruwa、Mondal、Bose

  DOI：——

  日期：——
• Zorin, V. V.; Nikolaeva, S. V.; Kukovitskii, D. M., Journal of general chemistry of the USSR, 1987, vol. 57, p. 1644 - 1646
  作者：Zorin, V. V.、Nikolaeva, S. V.、Kukovitskii, D. M.、Rakhmankulov, D. L.

  DOI：——

  日期：——
• ZORIN V. V.; NIKOLAEVA S. V.; KUKOVITSKIJ D. M.; RAXMANKULOV D. L., ZH. OBSHCH. XIMII, 57,(1987) N 8, 1840-1842
  作者：ZORIN V. V.、 NIKOLAEVA S. V.、 KUKOVITSKIJ D. M.、 RAXMANKULOV D. L.

  DOI：——

  日期：——
• 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].