1-Chlor-2-trimethylsilyloxy-cyclohexan

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 英文名称: 1-Chlor-2-trimethylsilyloxy-cyclohexan
• 英文别名: Silane, [(2-chlorocyclohexyl)oxy]trimethyl-；(2-chlorocyclohexyl)oxy-trimethylsilane
• 化学式: C₉H₁₉ClOSi
• 分子量: 206.788
• InChiKey: DYSPHDXPDINQKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.39
• 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：

  1-Chlor-2-trimethylsilyloxy-cyclohexan 在 盐酸 作用下， 以 乙醚 为溶剂， 反应 1.0h， 生成 2-氯环己醇
  参考文献：
  名称：

  1,2-Ferrocenediylazaphosphinines2: A New Class of Nucleophilic Catalysts for Ring-Opening of Epoxides

  摘要：

  1,2-二茂铁基氮杂膦 (1a-c) 已被成功用作一种新型亲核催化剂，用于一系列环氧化物的开环反应，其催化效率在区域选择性和化学收率方面均优于文献中现有的催化剂。相比之下，(R)-1 催化的介环氧化物反应的对映体过量率较低。

  DOI：

  10.1055/s-2003-38758
• 作为产物：
  描述：

  三甲基氯硅烷 、 1-氯-2-氧代环己烷-1-甲醛 在 lithium hexamethyldisilazane 作用下， 生成 1-Chlor-2-trimethylsilyloxy-cyclohexan
  参考文献：
  名称：

  Guseinov; Burangulova; Moskva, Russian Journal of Organic Chemistry, 1997, vol. 33, # 3, p. 415 - 416

  摘要：

  DOI：

文献信息

• Condensation reactions of halogermanes and halosilanes with cyclohexene oxide
  作者：A.A. Lavigne、J. Tancrede、R.M. Pike、C.T. Tabit

  DOI：10.1016/s0022-328x(00)86323-8

  日期：1968.11

  Condensation products of several halogermanes and halosilanes with cyclohexene oxide have been identified and characterized. The opening of the oxide linkage of cyclohexene oxide has been investigated through hydrolysis of the intermediate products (cis/trans cyclohexene halohydrin isomers) produced in these reactions. It is proposed that the subject condensation reactions proceed via a pentacovalent

  已经鉴定并表征了几种卤代金刚烷和卤代硅烷与环己烯的缩合产物。已经通过水解在这些反应中产生的中间产物（顺式/反式环己烯卤代醇异构体）来研究环己烯氧化物的氧化物键的开放。建议该缩合反应通过五价型中间体进行。
• Nishiguchi, Ikuzo; Kita, Yoshio; Watanabe, Masamitsu, Synlett, 2000, # 7, p. 1025 - 1027
  作者：Nishiguchi, Ikuzo、Kita, Yoshio、Watanabe, Masamitsu、Ishino, Yoshio、Ohno, Toshinobu、Maekawa, Hirofumi

  DOI：——

  日期：——
• Scope and limitations of one-pot multistep reactions with heterogeneous catalysts: The case of alkene epoxidation coupled to epoxide ring-opening
  作者：José M. Fraile、Nuria García、Clara I. Herrerías、José A. Mayoral

  DOI：10.1016/j.cattod.2011.03.067

  日期：2011.9

  The combination of two reactions in one-pot multistep system requires the compatibility not only between the catalysts of both reactions, but also between all the reaction components and conditions. In the case of the coupling of alkene epoxidation and epoxide ring opening, it has been possible to synthesize cyanohydrin and azidohydrin derivatives through a simple process that involves a one-pot multistep process by using a mixture of two heterogeneous catalysts, a silica-grafted Ti catalyst and ytterbium chloride, whose efficiency depends on the reactivity of the starting alkene. In addition, in some cases the mixture of catalysts can be recovered and reused in several one-pot multistep cycles. However, this system is not possible with electron- deficient alkenes, as the basic catalyst required for epoxidation has shown to be incompatible with the ring-opening process. (C) 2011 Elsevier B.V. All rights reserved.
• Asymmetric Ring Opening of Meso Epoxides with TMSCN Catalyzed by (pybox)lanthanide Complexes
  作者：Scott E. Schaus、Eric N. Jacobsen

  DOI：10.1021/ol005721h

  日期：2000.4.1

  [GRAPHICS]The asymmetric ring opening of meso epoxides with TMSCN is catalyzed by (pybox)YbCl3 complexes, yielding the beta-trimethylsilyloxy nitrile ring-opened products with good enantioselectivities (83-92% ee). The reaction exhibits a second-order kinetic dependence on catalyst concentration and a first-order dependence on epoxide concentration, consistent with a bimetallic pathway involving simulataneous activation of epoxide and cyanide.
• Iqbal, Javed; Khan, M. Amin; Ahmad, Saeed, Synthetic Communications, 1989, vol. 19, # 3and4, p. 641 - 644
  作者：Iqbal, Javed、Khan, M. Amin、Ahmad, Saeed

  DOI：——

  日期：——