2-((2-oxo-2-(p-tolyl)ethyl)thio)benzoic acid

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-((2-oxo-2-(p-tolyl)ethyl)thio)benzoic acid
• 英文别名: 2-[2-(4-Methylphenyl)-2-oxoethyl]sulfanylbenzoic acid
• 化学式: C₁₆H₁₄O₃S
• 分子量: 286.351
• InChiKey: DEEGCOZZZOJFEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  79.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-((2-oxo-2-(p-tolyl)ethyl)thio)benzoic acid 在 sodium acetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以92%的产率得到(3-hydroxybenzo[b]thiophen-2-yl)(p-tolyl)methanone
  参考文献：
  名称：

  Synthesis of Double-Bond-Substituted Hemithioindigo Photoswitches

  摘要：

  A very short, high yielding, and convergent synthesis with broad substrate scope, enabling access to a very diverse range of hemithioindigos with 4-fold substituted double-bonds, is presented. With this method, carbon as well as nitrogen, oxygen, or sulfur based substituents can easily be introduced, delivering a wide array of novel structural motifs. Irradiation studies with visible light demonstrate proficient photoswitching properties of these chromophores at wavelengths up to 625 nm.

  DOI：

  10.1021/acs.orglett.7b03574
• 作为产物：
  描述：

  硫代水杨酸 、 2-溴-4'-甲基苯乙酮 在 sodium acetate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以96%的产率得到2-((2-oxo-2-(p-tolyl)ethyl)thio)benzoic acid
  参考文献：
  名称：

  Synthesis of Double-Bond-Substituted Hemithioindigo Photoswitches

  摘要：

  A very short, high yielding, and convergent synthesis with broad substrate scope, enabling access to a very diverse range of hemithioindigos with 4-fold substituted double-bonds, is presented. With this method, carbon as well as nitrogen, oxygen, or sulfur based substituents can easily be introduced, delivering a wide array of novel structural motifs. Irradiation studies with visible light demonstrate proficient photoswitching properties of these chromophores at wavelengths up to 625 nm.

  DOI：

  10.1021/acs.orglett.7b03574

文献信息

• Synthesis of Double-Bond-Substituted Hemithioindigo Photoswitches
  作者：Aaron Gerwien、Till Reinhardt、Peter Mayer、Henry Dube

  DOI：10.1021/acs.orglett.7b03574

  日期：2018.1.5

  A very short, high yielding, and convergent synthesis with broad substrate scope, enabling access to a very diverse range of hemithioindigos with 4-fold substituted double-bonds, is presented. With this method, carbon as well as nitrogen, oxygen, or sulfur based substituents can easily be introduced, delivering a wide array of novel structural motifs. Irradiation studies with visible light demonstrate proficient photoswitching properties of these chromophores at wavelengths up to 625 nm.