4-(ethyl-dimethyl-silanyl)-phenol | 17876-94-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-(ethyl-dimethyl-silanyl)-phenol
• 英文别名: 4-(Aethyl-dimethyl-silyl)-phenol；4-Ethyldimethylsilylphenol；4-[ethyl(dimethyl)silyl]phenol
• CAS: 17876-94-7
• 化学式: C₁₀H₁₆OSi
• 分子量: 180.322
• InChiKey: VLUMJHSFAZPENK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.33
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  ethyl-[4-(ethyl-dimethyl-silanyloxy)-phenyl]-dimethyl-silane 以 not given 为溶剂， 生成 4-(ethyl-dimethyl-silanyl)-phenol
  参考文献：
  名称：

  The Preparation and Properties of (Hydroxyorgano)-silanes and Related Compounds

  摘要：

  DOI：

  10.1021/ja01124a039

文献信息

• Increased Hydrophobicity and Estrogenic Activity of Simple Phenols with Silicon and Germanium-Containing Substituents
  作者：Shinya Fujii、Yu Miyajima、Hiroyuki Masuno、Hiroyuki Kagechika

  DOI：10.1021/jm3013757

  日期：2013.1.10

  Here, we report the systematic synthesis and characterization of simple phenols bearing a trialkyl(aryl)silyl or trialkyl(aryl)germyl functional group as a hydrophobic substituent. These silicon and germanium analogues exhibited higher hydrophobicity than the corresponding carbon analogues, with a difference in log P value of approximately 0.6, independent of the alkyl(aryl) species. Trimethylsilylphenol and trimethylgermylphenol exhibited smaller pK(a) values than the corresponding carbon analogue or unsubstituted phenol, indicating that trialkylsilyl and trialkylgermyl functional groups have a negative substituent constant (sigma). The trialkylsilyl- and trialkylgermylphenols exhibited more potent estrogenic activity as compared with the carbon analogues. The substituent parameters and structure-activity relationship reported here may be helpful for drug discovery utilizing the heavier group 14 elements.
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Si: MVol.C, 25, page 77 - 79
  作者：

  DOI：——

  日期：——
• Phenylol silanes and resins therefrom
  申请人：DOW CORNING

  公开号：US02611777A1

  公开（公告）日：1952-09-23
• The Preparation and Properties of (Hydroxyorgano)-silanes and Related Compounds
  作者：John L. Speier

  DOI：10.1021/ja01124a039

  日期：1952.2