1-(triethylsilanyloxy)-4-[2-(triethylsilanyloxy)ethyl]benzene | 850418-24-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 1-(triethylsilanyloxy)-4-[2-(triethylsilanyloxy)ethyl]benzene
• 英文别名: Triethyl-[4-(2-triethylsilyloxyethyl)phenoxy]silane；triethyl-[4-(2-triethylsilyloxyethyl)phenoxy]silane
• CAS: 850418-24-5
• 化学式: C₂₀H₃₈O₂Si₂
• 分子量: 366.692
• InChiKey: SPPJDRANEZSYEY-UHFFFAOYSA-N

物化性质

• 沸点：
  383.7±35.0 °C(Predicted)
• 密度：
  0.903±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.63
• 重原子数：
  24
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 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-(triethylsilanyloxy)-4-[2-(triethylsilanyloxy)ethyl]benzene 在 1-氯乙基氯甲酸酯 作用下， 以 甲醇 为溶剂， 反应 0.02h， 以81%的产率得到2-[4'-(triethylsilyloxy)phenyl]ethanol
  参考文献：
  名称：

  Efficient chemoselective deprotection of silyl ethers using catalytic 1-chloroethyl chloroformate in methanol

  摘要：

  Fast and chemoselective desilylation of silyl-protected alcohols was achieved using a catalytic amount of 1-chloroethyl chloroformate in methanol. With a minimal amount of 1-chloroethyl chloroformate as the source for anhydrous HCl, extremely efficient cleavage of silyl ethers of primary and secondary alcohols was accomplished, and chemoselective deprotection of one silyl ether in the presence of another silyl or other acid-labile group was possible through controlling the amount of the chloroformate and reaction time. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.10.043
• 作为产物：
  描述：

  三乙基氯硅烷 、 对羟基苯乙醇 在 咪唑 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 以97%的产率得到1-(triethylsilanyloxy)-4-[2-(triethylsilanyloxy)ethyl]benzene
  参考文献：
  名称：

  Efficient chemoselective deprotection of silyl ethers using catalytic 1-chloroethyl chloroformate in methanol

  摘要：

  Fast and chemoselective desilylation of silyl-protected alcohols was achieved using a catalytic amount of 1-chloroethyl chloroformate in methanol. With a minimal amount of 1-chloroethyl chloroformate as the source for anhydrous HCl, extremely efficient cleavage of silyl ethers of primary and secondary alcohols was accomplished, and chemoselective deprotection of one silyl ether in the presence of another silyl or other acid-labile group was possible through controlling the amount of the chloroformate and reaction time. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.10.043

文献信息

• Silyl methallylsulfinates: efficient and powerful agents for the chemoselective silylation of alcohols, polyols, phenols and carboxylic acids
  作者：Xiaogen Huang、Cotinica Craita、Loay Awad、Pierre Vogel

  DOI：10.1039/b417894g

  日期：——

  Alcohols, phenols and carboxylic acids are silylated with very good yields in the presence of silyl methallylsulfinates under non-basic conditions and with the formation of volatile co-products.

  在无碱条件下，在硅烷美克基亚基亚基亚基亚基亚基硫酸盐的存在下，醇、酚和羧酸以很高的产率进行硅化，同时生成挥发性副产品。
• Efficient chemoselective deprotection of silyl ethers using catalytic 1-chloroethyl chloroformate in methanol
  作者：Chang-Eun Yeom、Young Jong Kim、So Young Lee、Yong Je Shin、B. Moon Kim

  DOI：10.1016/j.tet.2005.10.043

  日期：2005.12

  Fast and chemoselective desilylation of silyl-protected alcohols was achieved using a catalytic amount of 1-chloroethyl chloroformate in methanol. With a minimal amount of 1-chloroethyl chloroformate as the source for anhydrous HCl, extremely efficient cleavage of silyl ethers of primary and secondary alcohols was accomplished, and chemoselective deprotection of one silyl ether in the presence of another silyl or other acid-labile group was possible through controlling the amount of the chloroformate and reaction time. (c) 2005 Elsevier Ltd. All rights reserved.