2-(trimethylsilyl)ethyl hydrogen phthalate | 207342-30-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(trimethylsilyl)ethyl hydrogen phthalate
• 英文别名: 2-(2-Trimethylsilylethoxycarbonyl)benzoic acid
• CAS: 207342-30-1
• 化学式: C₁₃H₁₈O₄Si
• 分子量: 266.369
• InChiKey: UQDSARULMOLXAQ-UHFFFAOYSA-N

物化性质

• 沸点：
  382.3±27.0 °C(predicted)
• 密度：
  1.102±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.88
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(trimethylsilyl)ethyl hydrogen phthalate 在 4-二甲氨基吡啶 、 四丁基氟化铵 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 28.0h， 生成 邻苯二甲酸
  参考文献：
  名称：

  Self-Immolative Aryl Phthalate Esters

  摘要：

  We report that aryl phthalate esters are robust self-immolative linkers. This linker is easy to conjugate and releases output phenols upon cleaving a fluoride-sensitive mask to yield a benign phthalic acid byproduct, making these linkers potentially useful as fluoride sensors and promising for use in biological and materials applications.

  DOI：

  10.1021/jo301698v
• 作为产物：
  描述：

  苯酐 、 2-(三甲硅基)乙醇 以 甲苯 为溶剂， 生成 2-(trimethylsilyl)ethyl hydrogen phthalate
  参考文献：
  名称：

  Self-Immolative Aryl Phthalate Esters

  摘要：

  We report that aryl phthalate esters are robust self-immolative linkers. This linker is easy to conjugate and releases output phenols upon cleaving a fluoride-sensitive mask to yield a benign phthalic acid byproduct, making these linkers potentially useful as fluoride sensors and promising for use in biological and materials applications.

  DOI：

  10.1021/jo301698v

文献信息

• Chromogenic and fluorescent “turn-on” chemodosimeter for fluoride based on F − -sensitive self-immolative linker
  作者：Xin-Yu Wang、Feng-Jie Guan、Bin Li、Hua Zhang、Hong-Wei Wu、Kai Ji、Chuan-Xiang Liu

  DOI：10.1016/j.cclet.2015.11.014

  日期：2016.2

  A new chromogenic and fluorescent "turn-on" chemodosimeter 3 was designed and synthesized by using a fluoride-sensitive self-immolative linker, in combination with the fluorescent dyes 7-hydroxy-4trifluoromethyl coumarin. The chemodosimeter exhibited high selectivity and sensitivity toward fluoride anions through "turn-on" chromogenic and fluorogenic dual modes. (C) 2016 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
• Multiple Asymmetric Cyclopropanation: Synthesis and X-Ray Crystallographic Studies of a Prototype Coronane and all anti-trans-1,15-Quinquecyclopropanedimethanol
  作者：Anthony G. M. Barrett

  DOI：10.1055/s-1998-5930

  日期：1998.3