4-butoxybenzyl dodecyl sulfide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-butoxybenzyl dodecyl sulfide
• 英文别名: 1-Butoxy-4-(dodecylsulfanylmethyl)benzene；1-butoxy-4-(dodecylsulfanylmethyl)benzene
• 化学式: C₂₃H₄₀OS
• 分子量: 364.636
• InChiKey: BNHPPORMTOWUGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  25
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-丁氧基苯甲醇 、 十二硫醇 在 十二烷基苯磺酸 作用下， 以 水 为溶剂， 反应 24.0h， 以87%的产率得到4-butoxybenzyl dodecyl sulfide
  参考文献：
  名称：

  水中的脱水反应。表面活性剂型布朗斯台德酸催化脱水醚化、硫醚化和水中二硫缩醛化

  摘要：

  醚化、硫醚化和二硫代缩醛等脱水反应在水中由表面活性剂型布朗斯台德酸有效催化。

  DOI：

  10.1246/cl.2002.10

文献信息

• Dehydration Reactions in Water. Brønsted Acid−Surfactant-Combined Catalyst for Ester, Ether, Thioether, and Dithioacetal Formation in Water
  作者：Kei Manabe、Shinya Iimura、Xiang-Min Sun、Shū Kobayashi

  DOI：10.1021/ja026241j

  日期：2002.10.1

  Dehydration reactions in water have been realized by a surfactant-type catalyst, dodecylbenzenesulfonic acid (DBSA). These reactions include dehydrative esterification, etherification, thioetherification, and dithioacetalization. In these reactions, DBSA and substrates form emulsion droplets whose interior is hydrophobic enough to exclude water molecules generated during the reactions. Detailed studies on the esterification revealed that the yields of esters were affected by temperature, amounts of DBSA used, and the substrates. Esters were obtained in high yields for highly hydrophobic substrates. On the basis of the difference in hydrophobicity of the substrates, unique selective esterification and etherification in water were attained. Furthermore, chemospecific, three-component reactions under DBSA-catalyzed conditions were also found to proceed smoothly. This work not only may lead to environmentally benign systems but also will provide a new aspect of organic chemistry in water.