[2-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-phenyl-methanone | 139140-11-7

• 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-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-phenyl-methanone
• 英文别名: [2-[tert-butyl(dimethyl)silyl]oxyphenyl]-phenylmethanone
• CAS: 139140-11-7
• 化学式: C₁₉H₂₄O₂Si
• 分子量: 312.484
• InChiKey: BPGJDLRNWUYOQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  [2-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-phenyl-methanone 在 KF-Al₂O₃ (basic) 作用下， 以 乙腈 为溶剂， 反应 0.25h， 以87%的产率得到2-羟基二苯甲酮
  参考文献：
  名称：

  Selective desilylation of -butyldimethylsilyl ethers of phenols using potassium fluoride-alumina and ultrasound

  摘要：

  The use of potassium fluoride on basic alumina in acetonitrile with ultrasound for the selective deprotection of tert-butyldimethysilyl ethers of phenols is described. The method, which features a non-aqueous work-up, readily cleaves tert-butyldimethylsilyl ethers of phenols at room temperature, whereas tert-butyldimethylsilyl ethers of benzyl alcohols or 2-(trimethylsilyl)ethoxymethyl ethers of phenols are stable.

  DOI：

  10.1016/0040-4039(91)80477-n

文献信息

• Selective desilylation of -butyldimethylsilyl ethers of phenols using potassium fluoride-alumina and ultrasound
  作者：Elisabeth A. Schmittling、J.Scott Sawyer

  DOI：10.1016/0040-4039(91)80477-n

  日期：1991.12

  The use of potassium fluoride on basic alumina in acetonitrile with ultrasound for the selective deprotection of tert-butyldimethysilyl ethers of phenols is described. The method, which features a non-aqueous work-up, readily cleaves tert-butyldimethylsilyl ethers of phenols at room temperature, whereas tert-butyldimethylsilyl ethers of benzyl alcohols or 2-(trimethylsilyl)ethoxymethyl ethers of phenols are stable.