1-(triethylsilyloxymethyl)-4-(triisopropylsilyloxymethyl)benzene | 1174669-43-2

• 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: 1-(triethylsilyloxymethyl)-4-(triisopropylsilyloxymethyl)benzene
• 英文别名: Triethyl-[[4-[tri(propan-2-yl)silyloxymethyl]phenyl]methoxy]silane
• CAS: 1174669-43-2
• 化学式: C₂₃H₄₄O₂Si₂
• 分子量: 408.772
• InChiKey: JTZAFKOWKQERPB-UHFFFAOYSA-N

物化性质

• 沸点：
  426.9±25.0 °C(Predicted)
• 密度：
  0.898±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  27
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(triethylsilyloxymethyl)-4-(triisopropylsilyloxymethyl)benzene 在 (F)TBAF 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 以92%的产率得到(4-(((triisopropylsilyl)oxy)methyl)phenyl)methanol
  参考文献：
  名称：

  Fluorous TBAF: A Convenient and Selective Reagent for Fluoride-Mediated Deprotections

  摘要：

  A fluorous analogue of TBAF has been developed for its use in the clean removal of silicon-derived protecting groups. Purification of the crude mixtures by fluorous solid-phase extractions allowed alcohols, amines, and carboxylic acids to be obtained in high purity, with no need of chromatographic separations. The moderate reactivity of fluorous TBAF was exploited in selective deprotections of several bifunctional molecules.

  DOI：

  10.1021/jo901245m
• 作为产物：
  描述：

  三乙基硅基三氟甲磺酸酯 、 (4-(((triisopropylsilyl)oxy)methyl)phenyl)methanol 在 2,6-二甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 以76%的产率得到1-(triethylsilyloxymethyl)-4-(triisopropylsilyloxymethyl)benzene
  参考文献：
  名称：

  Fluorous TBAF: A Convenient and Selective Reagent for Fluoride-Mediated Deprotections

  摘要：

  A fluorous analogue of TBAF has been developed for its use in the clean removal of silicon-derived protecting groups. Purification of the crude mixtures by fluorous solid-phase extractions allowed alcohols, amines, and carboxylic acids to be obtained in high purity, with no need of chromatographic separations. The moderate reactivity of fluorous TBAF was exploited in selective deprotections of several bifunctional molecules.

  DOI：

  10.1021/jo901245m

文献信息

• Fluorous TBAF: A Convenient and Selective Reagent for Fluoride-Mediated Deprotections
  作者：Santos Fustero、Amador García Sancho、José Luis Aceña、Juan F. Sanz-Cervera

  DOI：10.1021/jo901245m

  日期：2009.8.21

  A fluorous analogue of TBAF has been developed for its use in the clean removal of silicon-derived protecting groups. Purification of the crude mixtures by fluorous solid-phase extractions allowed alcohols, amines, and carboxylic acids to be obtained in high purity, with no need of chromatographic separations. The moderate reactivity of fluorous TBAF was exploited in selective deprotections of several bifunctional molecules.