(2,4,6-trimethylphenoxy)trimethylsilane | 18052-51-2

• 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: (2,4,6-trimethylphenoxy)trimethylsilane
• 英文别名: trimethyl(2,4,6-trimethylphenoxy)silane；(trimethylsiloxy)mesitylene；Trimethyl-(2,4,6-trimethylphenoxy)silane
• CAS: 18052-51-2
• 化学式: C₁₂H₂₀OSi
• 分子量: 208.376
• InChiKey: BWXIJMHPOQAFGR-UHFFFAOYSA-N

物化性质

• 沸点：
  241 °C
• 密度：
  0.901±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.83
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (2,4,6-trimethylphenoxy)trimethylsilane 在 碘苯二乙酸 、 水 作用下， 以 乙腈 为溶剂， 以59%的产率得到4-hydroxy-2,4,6-trimethyl-cyclohexa-2,5-dienone
  参考文献：
  名称：

  Tandem Dienone Photorearrangement–Cycloaddition for the Rapid Generation of Molecular Complexity

  摘要：

  A tandem dienone photorearrangement-cycloaddition (DPC) reaction of novel cyclohexadienone substrates tethered with various 2 pi and 4 pi reaction partners resulted in the formation of polycyclic, bridged frameworks. In particular, use of alkynyl ether-tethered substrates led to (3 + 2) cycloaddition to afford strained alkenes which could be further elaborated by intra- and intermolecular cycloaddition chemistry to produce complex, polycyclic chemotypes.

  DOI：

  10.1021/ja409992m
• 作为产物：
  描述：

  2,4,6-三甲酚 生成 (2,4,6-trimethylphenoxy)trimethylsilane
  参考文献：
  名称：

  LAUTERBUCH, MANFRED;JUGER, GUNTER;JANCKE, HARALD;LEHMANN, ANDREAS;ZIMMERM+, CHEM. TECHN. , 42,(1990) N, C. 264-268

  摘要：

  DOI：
• 作为试剂：
  描述：

  3,4-二羟基苯乙酮 、 烯丙基三甲基硅烷 在 (2,4,6-trimethylphenoxy)trimethylsilane 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以65%的产率得到2-hydroxy-1-phenylpent-4-en-1-one
  参考文献：
  名称：

  Wang, Ming Wen; Chen, Yong Jun; Wang, Dong, Synlett, 2000, # 3, p. 385 - 387

  摘要：

  DOI：

文献信息

• 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。
• Silica-bonded<i>S</i>-sulfonic acid as a recyclable catalyst for the silylation of hydroxyl groups with hexamethyldisilazane (HMDS)
  作者：Khodabakhsh Niknam、Dariush Saberi、Hajar Molaee、Mohammad Ali Zolfigol

  DOI：10.1139/v09-162

  日期：2010.2

  Silica-bonded S-sulfonic acid (SBSSA) was prepared by the reaction of 3-mercaptopropylsilica (MPS) and chlorosulfonic acid in tert-butylmethyl ether, and used as a catalyst for the silylation of hy...

  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。
• Highly atom economical uncatalysed and I2-catalysed silylation of phenols, alcohols and carbohydrates, using HMDS under solvent-free reaction conditions (SFRC)
  作者：Marjan Jereb

  DOI：10.1016/j.tet.2012.03.040

  日期：2012.5

  An uncatalysed silylation of phenols, regardless on the aggregate state and nature of the substituents with 0.55 equiv of HMDS under solvent-free reaction conditions (SFRC) at room temperature is reported. Sterically hindered phenols, carbohydrates and most of the alcohols additionally required a catalytic amount (up to 2 mol%) of iodine. The reaction protocol is very simple; obtaining a pure product, particularly of uncatalysed reactions, was frequently a completely solvent-free process. (C) 2012 Elsevier Ltd. All rights reserved.
• Oxyfunctionalization of hydrocarbons. 14. Electrophilic hydroxylation of aromatics with bis(trimethylsilyl) peroxide/triflic acid
  作者：George A. Olah、Thomas D. Ernst

  DOI：10.1021/jo00266a041

  日期：1989.3
• OLAH, GEORGE A.;ERNST, THOMAS D., J. ORG. CHEM., 54,(1989) N, C. 1204-1206
  作者：OLAH, GEORGE A.、ERNST, THOMAS D.

  DOI：——

  日期：——