4-[4-(4-Propan-2-yloxyphenyl)sulfanylphenyl]sulfanylbenzenethiol | 203631-76-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-[4-(4-Propan-2-yloxyphenyl)sulfanylphenyl]sulfanylbenzenethiol
• CAS: 203631-76-9
• 化学式: C₂₁H₂₀OS₃
• 分子量: 384.587
• InChiKey: MBCJOFKWJWKDRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  60.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  六氯苯 、 4-[4-(4-Propan-2-yloxyphenyl)sulfanylphenyl]sulfanylbenzenethiol 在 1,3-二甲基-2-咪唑啉酮 、 sodium hydride 作用下， 以92%的产率得到
  参考文献：
  名称：

  Synthesis ofp-Phenylene Sulfide Molecular Asterisks

  摘要：

  具有芳香族中心核心(部分能够发出荧光)的“超巨星”是通过将侧臂高效连接到核心而合成的，采用的是MacNicol反应。根据侧臂前体的长度，可获得第二代、第三代(文中所示)或第四代分子星；当苯环核心被冠状烯取代时，能够制得具有12条侧臂的分子星。

  DOI：

  10.1002/(sici)1521-3773(19981204)37:22<3149::aid-anie3149>3.0.co;2-4
• 作为产物：
  描述：

  4-溴茴香硫醚 在 四(三苯基膦)钯 、 2-丙烷硫醇钠 、 2-甲基-2-丙硫醇钠盐 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 正丁醇 为溶剂， 生成 4-[4-(4-Propan-2-yloxyphenyl)sulfanylphenyl]sulfanylbenzenethiol
  参考文献：
  名称：

  Functionalized p-phenylene sulfides Synthesis of new molecular wires

  摘要：

  Molecular wires containing p-phenylene sulfide units were synthesized. They could be used in material sciences and in supramolecular chemistry. Wires having 2 to 6 phenyl rings were functionalized at one end by an SH or Sh-le group, and at the other end, by an OH, OMe or OiPr groups. Formation of Ar-S bonds in the chain was achieved by Pd- or Cu-catalyzed couplings of aromatic thiols with aromatic halides. Conditions for a clean chemoselective deprotection of thiols from thiomethyl groups were developed. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10624-4

文献信息

• Efficient formation of aromatic thiols from thiomethylated precursors
  作者：Alain Pinchart、Carol Dallaire、Alain Van Bierbeek、Marc Gingras

  DOI：10.1016/s0040-4039(99)01052-7

  日期：1999.7

  As a model study, a series of linear and branched p-phenylene and m-phenylene sulfides, functionalized by a thiomethyl group, were deprotected to thiols while using various alkyl thiolates at 160 degrees C in DMF. Many complex aromatic thiols were obtained in almost quantitative yields from a trivial purification and without significant contamination by disulfides. This methodology is reliable, efficient and has been optimized on several substrates. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.