1,1-bis-ethylsulfanyl-hex-2t-ene | 53963-32-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代缩醛
• 英文名称: 1,1-bis-ethylsulfanyl-hex-2t-ene
• 英文别名: (E)-1,1-bis(ethylsulfanyl)hex-2-ene
• CAS: 53963-32-9
• 化学式: C₁₀H₂₀S₂
• 分子量: 204.401
• InChiKey: JASIFHQVFZBHOP-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-已烯醛 、 乙硫醇 在 sodium hydrogen sulfate 、 silica gel 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以95%的产率得到1,1-bis-ethylsulfanyl-hex-2t-ene
  参考文献：
  名称：

  羰基化合物的简单、温和和高效的硫代缩醛化和转硫缩醛化以及硫代缩醛的脱保护：硫醇在硫代缩醛化选择性中的独特作用

  摘要：

  二氧化硅负载的硫酸氢钠 (NaHSO 4 .SiO 2 ) 已被用于在室温下在 CH 2 Cl 2 中对羰基化合物进行有效的硫缩醛化和转硫缩醛化。硫缩醛化的选择性取决于用于转化的硫醇。还发现相同的催化剂在室温下在 CH 2 Cl 2 -H 2 O 中对硫缩醛的脱保护有效。

  DOI：

  10.1055/s-2004-834934

文献信息

• THE REACTION OF TRIMETHYLSILYL SULFIDES WITH α,β-UNSATURATED ACETALS. A CONVENIENT METHOD FOR THE PREPARATION OF γ-ALKOXYALLYL SULFIDES
  作者：Teruaki Mukaiyama、Takeshi Takeda、Kunio Atsumi

  DOI：10.1246/cl.1974.1013

  日期：1974.9.5

  In the presence of AlCl3, trimethylsilyl sulfides react with α,β-unsaturated acetals to give γ-alkoxyallyl sulfides in good yields.

  在 AlCl3 存在下，三甲基甲硅烷基硫化物与 α,β-不饱和缩醛反应生成 γ-烷氧基烯丙基硫化物，收率良好。
• Scandium triflate as a recyclable catalyst for chemoselective thioacetalization
  作者：Ahmed Kamal、Gagan Chouhan

  DOI：10.1016/s0040-4039(01)02378-4

  日期：2002.2

  Scandium triflate [Sc(OTf)(3)] has been found to be an extremely efficient and recyclable catalyst for the addition of ethanethiol, 1,2-ethanedithiol and 1,3-propanedithiol to both aromatic and aliphatic aldehydes. In addition, by employing this catalyst, high chemoselective thioacetalization of carbonyl compounds has been achieved. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Chemoselective thioacetalization and transthioacetalization of carbonyl compounds catalyzed by immobilized scandium(III) triflate in ionic liquids
  作者：Ahmed Kamal、Gagan Chouhan

  DOI：10.1016/s0040-4039(03)00580-x

  日期：2003.4

  Immobilized scandium triflate [Sc(OTf)(3)] in ionic liquids has been found to be an extremely efficient and recyclable catalyst for the thioacetalization and transthioacetalization of both aromatic and aliphatic aldehydes. Significant rate acceleration and chemoselectivity was achieved by employing this catalytic system. (C) 2003 Elsevier Science Ltd. All rights reserved.
• Simple, Mild and Efficient Thioacetalization and Transthioacetalization of Carbonyl Compounds and Deprotection of Thioacetals: Unique Role of Thiols in the Selectivity of Thioacetalization
  作者：Biswanath Das、Ravirala Ramu、Majjigapu Ravinder Reddy、Gurram Mahender

  DOI：10.1055/s-2004-834934

  日期：——

  Silica supported sodium hydrogen sulfate (NaHSO 4 .SiO 2 ) has been employed for efficient thioacetalization and transthioacetalization of carbonyl compounds in CH 2 Cl 2 at room temperature. Selectivity of thioacetalization was dependent on the thiols used for the conversion. The same catalyst was also found to be effective for deprotection of thioacetals in CH 2 Cl 2 -H 2 O at room temperature.

  二氧化硅负载的硫酸氢钠 (NaHSO 4 .SiO 2 ) 已被用于在室温下在 CH 2 Cl 2 中对羰基化合物进行有效的硫缩醛化和转硫缩醛化。硫缩醛化的选择性取决于用于转化的硫醇。还发现相同的催化剂在室温下在 CH 2 Cl 2 -H 2 O 中对硫缩醛的脱保护有效。