dodecyl 4-methoxybenzyl sulfide | 352670-13-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: dodecyl 4-methoxybenzyl sulfide
• 英文别名: 1-[(Dodecylsulfanyl)methyl]-4-methoxybenzene；1-(dodecylsulfanylmethyl)-4-methoxybenzene
• CAS: 352670-13-4
• 化学式: C₂₀H₃₄OS
• 分子量: 322.555
• InChiKey: RHKYTDVWIXZZAC-UHFFFAOYSA-N

物化性质

• 沸点：
  421.7±20.0 °C(Predicted)
• 密度：
  0.943±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  22
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 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：

  1-(Dodecane-1-sulfinylmethyl)-4-methoxy-benzene 在 三氢化钐 、 氯化铵 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以85%的产率得到dodecyl 4-methoxybenzyl sulfide
  参考文献：
  名称：

  Ultrasound-Promoted Deoxygenation of Sulphoxides by Samarium - NH4Cl

  摘要：

  在甲醇氯化铵中，金属钐在超声条件下可选择性地将几种芳香族和脂肪族硫醚脱氧成相应的硫醚，产率高至定量。其他官能团，如卤化物、酯类、醚类、腈类、烯烃和酮类在本反应条件下不受影响。

  DOI：

  10.1055/s-2001-14911

文献信息

• Dehydration Reactions in Water. Surfactant-type Brønsted Acid-catalyzed Dehydrative Etherification, Thioetherification, and Dithioacetalization in Water
  作者：Shu Kobayashi、Shinya Iimura、Kei Manabe

  DOI：10.1246/cl.2002.10

  日期：2002.1

  Dehydration reactions such as etherification, thioetherification, and dithioacetalization are efficiently catalyzed by a surfactant-type Bronsted acid in water.

  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。
• 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.
• Hydrophobic Polymer-Supported Catalyst for Organic Reactions in Water:  Acid-Catalyzed Hydrolysis of Thioesters and Transprotection of Thiols
  作者：Shinya Iimura、Kei Manabe、Shū Kobayashi

  DOI：10.1021/ol026906m

  日期：2003.1.1

  A hydrophobic polystyrene-supported sulfonic acid was found to be effective for hydrolysis of thioesters in pure water. It was revealed that the catalyst was much superior to other Bronsted acid catalysts. Transprotection of thiols from thioesters to thioethers has been successfully performed in water using this catalytic system.
• Alkylation of thiols with trichloroacetimidates under neutral conditions
  作者：Brian C. Duffy、Kyle T. Howard、John D. Chisholm

  DOI：10.1016/j.tetlet.2014.12.042

  日期：2015.6

  Trichloroacetimidates are displaced with thiols to form the corresponding sulfides without the need for an added acid or base by simply heating the reactants in refluxing THF. This operationally simple procedure provides the corresponding sulfides in excellent yields with only the formation of the neutral trichloroacetamide as the side product. The imidate may also be formed in situ, allowing for a direct method for the formation of sulfides from alcohols. This reaction provides a general method for the synthesis of a variety of sulfides from inexpensive and readily available alcohol starting materials. (C) 2014 Elsevier Ltd. All rights reserved.