2-(hexylthio)hexane

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(hexylthio)hexane
• 英文别名: 1-Hexan-2-ylsulfanylhexane；1-hexan-2-ylsulfanylhexane
• 化学式: C₁₂H₂₆S
• 分子量: 202.404
• InChiKey: UDWQHNOZROCNCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  13
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-己烯 、 丁硫醇 在 氢气 作用下， 以 正己烷 为溶剂， 80.0 ℃ 、1.0 MPa 条件下， 生成 2-己烷硫醇 、 1-己硫醇 、 二丁基硫醚 、 己硫醚 、 1-丁基硫烷基-己烷 、 2-(hexylthio)hexane 、 sec-Butyl hexyl sulfide
  参考文献：
  名称：

  Reaction mechanisms of thioetherification for mercaptans and olefins over sulfided Mo-Ni/Al 2 O 3 catalysts

  摘要：

  The thioetherification reaction of 1-butanethiol and 1-hexene dissolved in n-hexane was investigated over sulfided Mo-Ni/Al2O3 catalysts. The experimental results showed the catalysts have good catalytic performance for thioetherification reaction, but the isomerization and hydrogenation reactions of olefins over the catalysts can inhibit thioetherification reaction. As reaction temperature increases, the isomerization and hydrogenation reactions of olefins increase rapidly, however, the inhibition of thioetherification reaction also increases. The sulfur distribution and molecular structures of sulfur compounds in the products were analyzed by the gas chromatograph with sulfur chemiluminescence detector (GC-SCD) and the gas chromatograph/mass spectra spectrometry (GC/MS). Two possible routes of thioetherification reaction could be observed. At low temperature, the major pathway involves a direct addition of 1-butanethiol to the terminal carbon of double bond of 1-hexene. In this mechanism, the main product is anti-Markovnikov adduct. At a higher temperature, the C-S bond of 1-butanethiol can be subsequently cleaved, and the adsorbed -SH species can be formed on the catalysts. On the same time, abundant 1-hexene can be absorbed on the catalysts, as well. Therefore, the adsorbed SH species can then recombine with adsorbed 1-hexene to form new hexyl-mercaptans, which can continue to produce another kind of thioether (di-hexyl sulfide) with adsorbed 1-hexene. Similar with the first reaction route, the thioether of the anti-Markonikov adduct still dominates in the product. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2014.09.034