Silane, (cycloheptyloxy)trimethyl- | 61612-52-0

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: Silane, (cycloheptyloxy)trimethyl-
• 英文别名: cycloheptyloxy(trimethyl)silane
• CAS: 61612-52-0
• 化学式: C₁₀H₂₂OSi
• 分子量: 186.37
• InChiKey: YKOVYNFFEVQNAS-UHFFFAOYSA-N

物化性质

• 沸点：
  184.0±8.0 °C(Predicted)
• 密度：
  0.85±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.56
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  Silane, (cycloheptyloxy)trimethyl- 在 cobalt(II) benzoate N-羟基邻苯二甲酰亚胺 、 氧气 作用下， 以 乙腈 为溶剂， 反应 10.0h， 以89%的产率得到环庚酮
  参考文献：
  名称：

  N-羟基邻苯二甲酰亚胺（NHPI）和亲脂性Co（II）络合物催化的甲硅烷基醚高效好氧氧化为羰基化合物的新方法。

  摘要：

  在这项工作中，一种在N-羟基邻苯二甲酰亚胺（NHPI）和各种类型的Co的存在下，使用分子氧对多种结构多样的三甲基甲硅烷基（TMS）和叔丁基二甲基甲硅烷基（TBS）醚进行高效且选择性氧化脱保护的新方法（二）络合物的报道。作为相对中性的反应介质的结果，酸敏感性官能团例如酚类TBS醚在提出的反应条件下完整保存。

  DOI：

  10.1021/ol049294+
• 作为产物：
  描述：

  环庚醇 在 1-butyl-3-methylimidazolium tetrachloroindate 作用下， 反应 0.28h， 生成 Silane, (cycloheptyloxy)trimethyl-
  参考文献：
  名称：

  [C4mim][InCl4]: An efficient catalyst-medium for alkoxymethylation of alcohols and their interconversion to acetates and TMS-ethers

  摘要：

  摘要 提出了一种简单、绿色且选择性强的方法，利用Lewis酸性室温离子液体[C4mim][InCl4]作为催化剂和反应介质，在常温、微波和超声辐射下，对一级和二级醇进行甲氧基甲基化和乙氧基甲基化。在该催化系统中，相应的MOM和EOM醚以优良的收率和短时间的反应获得。此外，该催化系统还用于在热条件及微波和超声辐射下，将这些保护醇温和高效地转化为相应的醋酸酯和三甲基硅醚。

  DOI：

  10.1016/j.crci.2010.08.006

文献信息

• OXIDATION DEPROTECTION OF TRIMETHYLSILYL ETHERS TO CARBONYL COMPOUNDS BY NaBrO₃-NH₄Cl REAGENT IN AQUEOUS ACETONITRILE
  作者：Ahmad Shaabani、Ali-Reza Karimi

  DOI：10.1081/scc-100103266

  日期：2001.1

  Primary and secondary benzylic and secondary alkyl trimethlysilyl ethers are efficiently converted into their carbonyl compounds by NaBrO3-NH4Cl in aqueous acetonitrile. Primary alkyl silyl ethers give only the corresponding alcohols without further oxidation with NaBrO3-NH4Cl.

  NaBrO3-NH4Cl 在乙腈水溶液中有效地将伯和仲苄基和仲烷基三甲基甲硅烷基醚转化为它们的羰基化合物。伯烷基甲硅烷基醚仅产生相应的醇，而无需用 NaBrO3-NH4Cl 进一步氧化。
• Rapid and highly efficient trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) catalyzed by reusable zirconyl triflate, [ZrO(OTf)2]
  作者：Majid Moghadam、Shahram Tangestaninejad、Valiollah Mirkhani、Iraj Mohammadpoor-Baltork、Shahin Chahardahcheric、Ziba Tavakoli

  DOI：10.1016/j.jorganchem.2008.03.009

  日期：2008.5

  In this paper, rapid and efficient trimethylsilylation of alcohols and phenols with hexamethyldisilazane in the presence of catalytic amounts of ZrO(OTf)(2) is reported. Primary, secondary and tertiary alcohols as well as phenols were efficiently converted to their corresponding TMS ethers in short reaction times at room temperature. It is noteworthy that this method can be used for chemoselective silylation of primary alcohols in the presence of secondary and tertiary alcohols and phenols. (C) 2008 Elsevier B.V. All rights reserved.
• H3PW12O40@[bmim][FeCl4]: A green catalytic system for alkoxymethylation of alcohols and their one-pot interconversion to acetates and TMS-ethers
  作者：I. Mohammadpoor-Baltork、M. Moghadam、S. Tangestaninejad、V. Mirkhani、A. R. Khosropour、A. Mirjafari

  DOI：10.1007/bf03249085

  日期：2011.6

  12-Tungstophosphoric acid immobilized on [bmim][FeCl4] was found to be an efficient catalyst for chemoselective methoxymethylation and ethxoymethylation of alcohols and also one-pot conversion of MOM- or EOM-ethers to their corresponding acetates and TMS-ethers under thermal conditions and microwave irradiation. These procedures were simple, rapid and the corresponding products were obtained in high yields. The catalyst exhibited remarkable reactivity and was reusable.
• Activation of Reducing Agents: Sodium Hydride-Containing Complex Reducing Agents; XVII¹. A Very Efficient, One-Pot Reductive Silylation of Saturated or Unsaturated Ketones and Aldehydes
  作者：Jean-Jacques Brunet、Denis Besozzi、Paul Caubère

  DOI：10.1055/s-1982-29912

  日期：——
• Silica chromate as an oxidising agent for the chemoselective oxidation of alcohols and the oxidative deprotection of trimethylsilyl ethers
  作者：Mohammad A. Zolfigol、Farhad Shirini、Iraj Mohammadpoor-Baltork、Arash Gh. Choghamarani、Maryam Hajjami、Abdol M. Sedaghat

  DOI：10.1070/mc2005v015n03abeh002005

  日期：2005.1

  Silica chromate easily converts primary and secondary alcohols to corresponding carbonyl compounds in the presence of wet SiO2 both in dichloromethane and under solvent-free conditions at room temperature with good to excellent yields. Primary and secondary trimethylsilyl ethers were converted into the corresponding carbonyl compounds or alcohols by using silica chromate and wet SiO2 in dichloromethane at room temperature with good to excellent yields.