O-trimethylsilyl-4,4'-dimethylbenzoin | 28698-06-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: O-trimethylsilyl-4,4'-dimethylbenzoin
• 英文别名: 1,2-Bis(4-methylphenyl)-2-trimethylsilyloxyethanone
• CAS: 28698-06-8
• 化学式: C₁₉H₂₄O₂Si
• 分子量: 312.484
• InChiKey: XZFQGFDQXLXILG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.08
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4,4-二甲基苯甲酸 、 六甲基二硅氮烷 在 poly(4-vinylpyridine) 作用下， 以 乙腈 为溶剂， 反应 0.07h， 以96%的产率得到O-trimethylsilyl-4,4'-dimethylbenzoin
  参考文献：
  名称：

  Poly(4-vinylpyridine) catalyzed chemoselective O-TMS protection of alcohols and phenols and N-Boc protection of amines

  摘要：

  多（4-乙烯基吡啶）（PVP）作为选择性和高效的三甲基硅烷化醇和酚与六甲基二硅氮烷（HMDS）以及胺的N-叔丁氧羰基化与双（叔丁氧羰基）氧化物（Boc）2O的催化剂，具有高效和可重复使用的特性。所有反应都在温和条件下进行，产率为良好至高水平。

  DOI：

  10.1007/s13738-011-0060-5

文献信息

• Preparation, characterization and use of 3-methyl-1-sulfonic acid imidazolium hydrogen sulfate as an eco-benign, efficient and reusable ionic liquid catalyst for the chemoselective trimethylsilyl protection of hydroxyl groups
  作者：Nader Ghaffari Khaligh

  DOI：10.1016/j.molcata.2011.08.021

  日期：2011.10

  New and novel ionic liquid (3-methyl-1-sulfonic acid imidazolium hydrogen sulfate) is a recyclable and eco-benign catalyst for the chemoselective trimethylsilyl protection of hydroxyl groups under solvent-free conditions to afford trimethylsilanes in excellent yields (92-100%) and in very short reaction times (1-8 min). The catalyst was characterized by FT-IR, H-1 NMR and C-13 NMR studies. All the products were extensively characterized by H-1 NMR, IR, GC-MS and melting point analyses. A mechanism for the catalytic activity is proposed. The catalyst can be recovered and reused 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) 2011 Elsevier B.V. All rights reserved.
• 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
• Poly(4-vinylpyridine) catalyzed chemoselective O-TMS protection of alcohols and phenols and N-Boc protection of amines
  作者：Farhad Shirini、Nader Ghaffari Khaligh

  DOI：10.1007/s13738-011-0060-5

  日期：2012.8

  Poly(4-vinylpyridine) (PVP) acts as an efficient and reusable catalyst for the selective and efficient trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) and N-tert-butoxycarbonylation of amines with (Boc)2O. All reactions were performed under mild conditions in good to high yields.

  多（4-乙烯基吡啶）（PVP）作为选择性和高效的三甲基硅烷化醇和酚与六甲基二硅氮烷（HMDS）以及胺的N-叔丁氧羰基化与双（叔丁氧羰基）氧化物（Boc）2O的催化剂，具有高效和可重复使用的特性。所有反应都在温和条件下进行，产率为良好至高水平。