1-苄基-4-[(三甲基硅烷基)氧基]苯 | 1262139-41-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-苄基-4-[(三甲基硅烷基)氧基]苯
• 英文名称: (4-benzylphenoxy)trimethylsilane
• 英文别名: trimethyl(4-benzylphenoxy)silane；4-PhCH2C6H4OTMS；(4-Benzylphenoxy)(trimethyl)silane；(4-benzylphenoxy)-trimethylsilane
• CAS: 1262139-41-2
• 化学式: C₁₆H₂₀OSi
• 分子量: 256.42
• InChiKey: ISPIELAUUNJLGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.49
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  1-苄基-4-[(三甲基硅烷基)氧基]苯 在 甲醇 、 1,3-disulfonic acid imidazolium hydrogen sulfate 作用下， 反应 0.1h， 以98%的产率得到4-羟基二苯甲烷
  参考文献：
  名称：

  Preparation, characterization and use of 1,3-disulfonic acid imidazolium hydrogen sulfate as an efficient, halogen-free and reusable ionic liquid catalyst for the trimethylsilyl protection of hydroxyl groups and deprotection of the obtained trimethylsilanes

  摘要：

  Novel 1,3-disulfonic acid imidazolium hydrogen sulfate, a halogen-free ionic liquid, is a recyclable and eco-benign catalyst for the trimethylsilyl protection of hydroxyl groups at room temperature under solvent free conditions to afford trimethylsilanes in excellent yields (92-100%) and in very short reaction times (1-5 min). Deprotection of the resulting trimethylsilanes can also be achieved using the same catalyst in methanol. The catalyst was characterized by IR. H-1 NMR, C-13 NMR and MS studies. All the products were extensively characterized by IR, H-1 NMR, MS, and elemental and melting point analyses. This new method consistently has the advantages of excellent yields and short reaction times. Further, the catalyst can be recovered and reused for several times without loss of activity. The work-up of the reaction consists of a simple separation, followed by concentration of the crude product and purification. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2012.08.002
• 作为产物：
  描述：

  4-羟基二苯甲烷 、 六甲基二硅氮烷 在 phenyltrimethylammonium tribromide 作用下， 以 二氯甲烷 为溶剂， 反应 0.43h， 以98%的产率得到1-苄基-4-[(三甲基硅烷基)氧基]苯
  参考文献：
  名称：

  Chemoselective and Catalytic Trimethylsilylation of Alcohols and Phenols by 1,1,1,3,3,3-Hexamethyldisilazane and Catalytic Amounts of PhMe3N+Br3−

  摘要：

  An efficient procedure for the trimethylsilylation of alcohols and phenols is presented The combination of 1,1,1,3,3,3-hexamethyldisilazane and a catalytic amount of phenyltrimethylammonium tribromide ((PhMe3NBr3-)-Br-1) was found to be effective for the trimethylsilylation of alcohols and phenols The protection reaction is very simple and homogenously performed in dichloromethane at room temperature and mild conditions

  DOI：

  10.1016/s1872-2067(10)60107-6

文献信息

• Cross-Coupling of Aryl/Alkenyl Ethers with Aryl Grignard Reagents through Nickel-Catalyzed CO Activation
  作者：Lan-Gui Xie、Zhong-Xia Wang

  DOI：10.1002/chem.201003731

  日期：2011.4.26

  achieved through the cleavage of the sp2 CO bond of aryl/alkenyl ethers catalyzed by a nickel complex, and by using Grignard reagents as nucleophiles (see scheme). This method displays a broad substrate scope and leads to good to excellent yields of the aryl–aryl or alkenyl–aryl cross‐coupling products.

  一个C的形成 C键已通过sp。的裂解达到2 ç 由复合镍的O芳基/烯基醚催化键，并且通过使用格氏试剂亲核（参见方案）。该方法显示了广泛的底物范围，并导致芳基-芳基或烯基-芳基交叉偶联产物的良好良好收率。
• Succinimide-<i>N</i>-Sulfonic Acid: A Mild, Efficient, and Reusable Catalyst for the Chemoselective Trimethylsilylation of Alcohols and Phenols
  作者：F. Shirini、N. Ghaffari Khaligh

  DOI：10.1080/10426507.2011.602377

  日期：2011.11.1
• Chemoselective and Catalytic Trimethylsilylation of Alcohols and Phenols by 1,1,1,3,3,3-Hexamethyldisilazane and Catalytic Amounts of PhMe3N+Br3−
  作者：Arash GHORBANI-CHOGHAMARANI、Nasrin CHERAGHI-FATHABAD

  DOI：10.1016/s1872-2067(10)60107-6

  日期：2010.1

  An efficient procedure for the trimethylsilylation of alcohols and phenols is presented The combination of 1,1,1,3,3,3-hexamethyldisilazane and a catalytic amount of phenyltrimethylammonium tribromide ((PhMe3NBr3-)-Br-1) was found to be effective for the trimethylsilylation of alcohols and phenols The protection reaction is very simple and homogenously performed in dichloromethane at room temperature and mild conditions
• Preparation, characterization and use of 1,3-disulfonic acid imidazolium hydrogen sulfate as an efficient, halogen-free and reusable ionic liquid catalyst for the trimethylsilyl protection of hydroxyl groups and deprotection of the obtained trimethylsilanes
  作者：Farhad Shirini、Nader Ghaffari Khaligh、Somayeh Akbari-Dadamahaleh

  DOI：10.1016/j.molcata.2012.08.002

  日期：2012.12

  Novel 1,3-disulfonic acid imidazolium hydrogen sulfate, a halogen-free ionic liquid, is a recyclable and eco-benign catalyst for the trimethylsilyl protection of hydroxyl groups at room temperature under solvent free conditions to afford trimethylsilanes in excellent yields (92-100%) and in very short reaction times (1-5 min). Deprotection of the resulting trimethylsilanes can also be achieved using the same catalyst in methanol. The catalyst was characterized by IR. H-1 NMR, C-13 NMR and MS studies. All the products were extensively characterized by IR, H-1 NMR, MS, and elemental and melting point analyses. This new method consistently has the advantages of excellent yields and short reaction times. Further, the catalyst can be recovered and reused for several times without loss of activity. The work-up of the reaction consists of a simple separation, followed by concentration of the crude product and purification. (C) 2012 Elsevier B.V. All rights reserved.