3,5-Dichlorobenzyl alcohol, TMS derivative | 1309880-49-6

• 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: 3,5-Dichlorobenzyl alcohol, TMS derivative
• 英文别名: (3,5-dichlorophenyl)methoxy-trimethylsilane
• CAS: 1309880-49-6
• 化学式: C₁₀H₁₄Cl₂OSi
• 分子量: 249.212
• InChiKey: MVSNMQCNKKHPMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.34
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3,5-二氯苯甲醇 、 六甲基二硅氮烷 在 乙烷,三氯氟- 作用下， 以 乙腈 为溶剂， 反应 0.05h， 生成 3,5-Dichlorobenzyl alcohol, TMS derivative
  参考文献：
  名称：

  纳米多孔的Na +-蒙脱土高氯酸是一种高效可循环的羟基化学选择性保护催化剂。

  摘要：

  通过将Na +-蒙脱石作为高价酸的便宜且可商购的载体进行处理，可以轻松地制备出纳米多孔Na +-蒙脱石高氯酸作为一种新型的多相可重复使用的固体酸催化剂。使用多种技术对催化剂进行了表征，包括X射线粉末衍射（XRD），傅里叶变换红外光谱（FTIR），扫描电子显微镜（SEM），热重分析（TGA），能量色散X射线光谱（EDX）， pH分析和Hammett酸度功能的测定。所制备的试剂在室温下对醇和酚与1,1,1,3,3,3-六甲基二硅氮烷（HMDS）的化学选择性转化为其相应的三甲基甲硅烷基醚显示出优异的催化活性。所得的三甲基甲硅烷基醚的脱保护也可以使用相同的催化剂在乙醇中进行。所有反应均在温和且完全异质的反应条件下以良好至极好的收率进行。该方案的显着优点是：反应时间短，产率高，试剂的可获得性和成本低，易于处理的过程以及在简单过滤过程中催化剂的可重复使用性。

  DOI：

  10.1166/jnn.2019.15524

文献信息

• Silylation of Alcohols and Phenols with Hexamethyldisilazane over Highly Reusable Propyl Sulfonic Acid Functionalized Nanostructured SBA-15
  作者：Daryoush ZAREYEE、Rezvaneh ASGHARI、Mohammad A. KHALILZADEH

  DOI：10.1016/s1872-2067(10)60300-2

  日期：2011.11

  Various alcohols and phenols were trimethylsilylated in excellent yields using hexamethyldisilazane in the presence of catalytic amounts of environmentally friendly, hydrophobic, highly thermal stable, and completely heterogeneous sulfonic acid functionalized mesostructured SBA-15 in dichloromethane at ambient temperature. Primary, bulky secondary, tertiary, and phenolic hydroxyl functional groups were transformed to the corresponding trimethylsilyl ethers in excellent yields. The simple experimental procedure was accompanied by easy recovery and the catalyst was reusable (at least 18 reaction cycles); these are attractive features of this protocol.
• Sulfonated Ordered Nanoporous Carbon (CMK-5-SO3H) as an Efficient and Highly Recyclable Catalyst for the Silylation of Alcohols and Phenols with Hexamethyldisilazane (HMDS)
  作者：Daryoush Zareyee、Mohammad S. Ghandali、Mohammad A. Khalilzadeh

  DOI：10.1007/s10562-011-0621-3

  日期：2011.10

  An environmentally friendly catalytic system for trimethylsilylation of alcohols and phenols with hexamethyldisilazane can be successfully carried out for the first time over sulfonated mesoporous carbon catalyst (CMK-5-SO3H) in dichloromethane at ambient temperature and excellent conversions were obtained. Furthermore, the catalyst displays high activity and thermal stability (to 200 A degrees C) and it can be reused repeatedly for at least 25 cycles without any evidence of loss of activity, confirming the stability of covalent bonding of acidic centers.