1-Methylsulfanyl-4-(4-propan-2-yloxyphenyl)sulfanylbenzene | 203631-77-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-Methylsulfanyl-4-(4-propan-2-yloxyphenyl)sulfanylbenzene
• 英文别名: 1-methylsulfanyl-4-(4-propan-2-yloxyphenyl)sulfanylbenzene
• CAS: 203631-77-0
• 化学式: C₁₆H₁₈OS₂
• 分子量: 290.45
• InChiKey: CKNLQICQHLOESS-UHFFFAOYSA-N

物化性质

• 沸点：
  439.7±30.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  59.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-Methylsulfanyl-4-(4-propan-2-yloxyphenyl)sulfanylbenzene 在 四(三苯基膦)钯 、 2-丙烷硫醇钠 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 正丁醇 为溶剂， 生成 1-(4-Methylsulfanylphenyl)sulfanyl-4-(4-propan-2-yloxyphenyl)sulfanylbenzene
  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
• 作为产物：
  描述：

  茴香硫醚 在 四(三苯基膦)钯 、 溴 、 sodium hydride 作用下， 以 溶剂黄146 、 正丁醇 为溶剂， 生成 1-Methylsulfanyl-4-(4-propan-2-yloxyphenyl)sulfanylbenzene
  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

• Synthesis ofp-Phenylene Sulfide Molecular Asterisks
  作者：Marc Gingras、Alain Pinchart、Carol Dallaire

  DOI：10.1002/(sici)1521-3773(19981204)37:22<3149::aid-anie3149>3.0.co;2-4

  日期：1998.12.4

  "Megastars" with aromatic central cores, some of which fluoresce, were synthesized by the efficient connection of the side arms to the core by using the MacNicol reaction. Depending on the length of the side arm precursor, second-, third- (depicted), or fourth-generation molecular asterisks were obtained; a twelve-armed molecular asterisk was prepared when the benzene core was replaced by a coronene one.

  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。
• 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.
• Functionalized p-phenylene sulfides Synthesis of new molecular wires
  作者：Alain Pinchart、Carol Dallaire、Marc Gingras

  DOI：10.1016/s0040-4039(97)10624-4

  日期：1998.2

  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.