trimethyl[1-methyl-1-(4-methylcyclohex-1-enyl)ethoxy]silane | 1187946-21-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: trimethyl[1-methyl-1-(4-methylcyclohex-1-enyl)ethoxy]silane
• CAS: 1187946-21-9
• 化学式: C₁₃H₂₆OSi
• 分子量: 226.434
• InChiKey: VEFDJLMESVIFCA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.36
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  p-menth-3-en-8-ol 、 六甲基二硅氮烷 在 silica-S-sulfonic acid 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以30%的产率得到trimethyl[1-methyl-1-(4-methylcyclohex-1-enyl)ethoxy]silane
  参考文献：
  名称：

  二氧化硅键合的 S-磺酸作为可回收的催化剂，用于羟基与六甲基二硅氮烷 (HMDS) 的硅烷化

  摘要：

  由3-巯基丙基二氧化硅（MPS）与氯磺酸在叔丁基甲基醚中反应制备二氧化硅键合S-磺酸（SBSSA），用作甲硅烷基化的催化剂。

  DOI：

  10.1139/v09-162

文献信息

• H₅IO₆/KI: A New Combination Reagent for Iodination of Aromatic Amines, and Trimethylsilylation of Alcohols and Phenols through<i>in situ</i>Generation of Iodine under Mild Conditions
  作者：Mohammad Ali Zolfigol、Ardeshir Khazaei、Eskandar Kolvari、Nadiya Koukabi、Hamid Soltani、Maryam Behjunia

  DOI：10.1002/hlca.200900259

  日期：2010.3

  A simple method for the in situ generation of iodine using H5IO6/KI has been developed, and its application in silylation of OH group and iodination of aromatic amines is described.

  已开发出一种使用H 5 IO 6 / KI原位生成碘的简单方法，并描述了其在OH基甲硅烷基化和芳族胺碘化中的应用。
• Preparation of Silica Supported Tin Chloride: As a Recyclable Catalyst for the Silylation of Hydroxyl Groups with HMDS
  作者：Khodabakhsh Niknam、Mohammad Ali Zolfigol、Dariush Saberi、Hajar Molaee

  DOI：10.1002/jccs.200900181

  日期：2009.12

  Silica‐supported tin chloride [SiO2‐Sn(Cl)4‐n] has been prepared by mixing tin chloride with activated silica gel in toluene under refluxing conditions for one day. A range of primary, secondary, and tertiary alcohols as well as phenolic hydroxyl groups were converted into their corresponding trimethylsilyl ethers with hexamethyldisilazane in the presence of catalytic amounts of silica‐supported tin

  硅胶负载的氯化锡[SiO 2 -Sn（Cl）4-n ]是通过在回流条件下将氯化锡和活性硅胶在甲苯中混合一天来制备的。在室温下，在催化量的二氧化硅负载的氯化锡存在下，一系列的伯，仲和叔醇以及酚羟基被六甲基二硅氮烷转化为相应的三甲基甲硅烷基醚。还观察到在其他官能团存在下羟基的优异的化学选择性甲硅烷基化。该催化剂可以循环使用十五次而不会损失效率。
• Rapid and highly efficient trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) catalysed by in situ generated I 2 using Oxone®/KI or cerium ammonium nitrate (CAN)/KI systems under mild conditions
  作者：Eskandar Kolvari、Ardeshir Khazaei、Mohammad Ali Zolfigol、Nadiya Koukabi、Maryam Gilandoust、Neda Bakhit

  DOI：10.1007/s12039-011-0120-5

  日期：2011.9

  Structurally diverse alcohols and phenols were trimethylsilylated in clean and efficient reactions with hexamethyldisilazane (HMDS) in the presence of a catalytic amount of I2 generated in situ from Oxone®/KI or CAN/KI systems. The reactions occur rapidly in good to high yields in wet CH2Cl2 at room temperature.

  结构多样化的醇和酚在六甲基二硅氮烷（HMDS）存在下与由Oxone®/KI或CAN/KI体系原位生成的催化量碘进行的反应中，以清洁高效的方式进行了三甲基硅烷化。这些反应在室温下在湿润的氯仿中迅速进行，产率良好至高。
• A new crystal engineering approach for the synthesis of {[K.18-Crown-6]I3}n as a nanotube-Like and recyclable catalyst for the chemoselective silylation of alcohols
  作者：M. A. Zolfigol、E. Kolvari、N. Koukabi、S. Salehzadeh、G. Chehardoli、I. S. Tidmarsh、K. Niknam

  DOI：10.1007/bf03249082

  日期：2011.6

  Reaction of 18-crown-6 with KI in ethanol solution followed by addition of iodine (I-2) afforded a unique triiodide salt with a nanotube-like structure ([K.18-Crown-6]I-3}(n)). It is shown that this reagent may be used for the chemoselective trimethylsilylation of alcohols. The synthesis of the crystalline reagent is a good example of crystal engineering. Reagent was recycled and reused.