1-<2-<(trimethylsilyl)oxy>ethoxy>cyclohexene | 82996-11-0

• 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: 1-<2-<(trimethylsilyl)oxy>ethoxy>cyclohexene
• 英文别名: 2-(trimethylsilyloxy)ethyl 1-cyclohexenyl ether；trimethylsiloxyethyl cyclohexen-1-yl ether；2-(Cyclohexen-1-yloxy)ethoxy-trimethylsilane
• CAS: 82996-11-0
• 化学式: C₁₁H₂₂O₂Si
• 分子量: 214.38
• InChiKey: LKPNQASBMPBEMY-UHFFFAOYSA-N

物化性质

• 沸点：
  263.3±23.0 °C(Predicted)
• 密度：
  0.91±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.31
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-<2-<(trimethylsilyl)oxy>ethoxy>cyclohexene 在 potassium fluoride 、 铜 、 锌 作用下， 以 甲醇 为溶剂， 生成 2-(1-Bicyclo[4.1.0]heptanyloxy)ethanol
  参考文献：
  名称：

  Ring expansions via photoinduced single electron transfer promoted opening of cyclopropyl ethers

  摘要：

  DOI：

  10.1021/jo00258a044
• 作为产物：
  描述：

  1,4-二氧螺环[4,5]癸烷 、 三甲基硅烷基二乙胺 在 碘甲烷 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以76%的产率得到1-<2-<(trimethylsilyl)oxy>ethoxy>cyclohexene
  参考文献：
  名称：

  Ring-Opening Reactions of Alkanone Acetals with Iodosilane Equivalents for the Formation of Siloxyalkyl Enol Ethers

  摘要：

  研究了酮乙缩醛与碘硅烷等价物的反应。用 1:2 的 Et2NSiMe3 和 MeI 混合物处理烷酮乙烯缩醛，可以得到 2-硅氧乙基烯醇醚，收率很高。二苯甲酮乙缩醛与碘硅烷等价物发生脱保护反应，得到二苯甲酮。

  DOI：

  10.1246/cl.2001.740

文献信息

• Ring-Opening Reactions of Cyclic Acetals and 1,3-Oxazolidines with Halosilane Equivalents
  作者：Arihiro Iwata、Heqing Tang、Atsutaka Kunai、Joji Ohshita、Yasushi Yamamoto、Chinami Matui

  DOI：10.1021/jo020019f

  日期：2002.7.1

  Similarly, the C-O bond of 1,3-oxazolidine rings cleaved to give ring-opened imine or enamine derivatives. The reactions of aromatic ketone ethylene acetals and cyclohexanone trimethylene acetal led to deprotection of the acetal unit to liberate free ketones. With reagent 1b, cycloalkanone ethylene acetal afforded a dimeric product with 2-iodoethyl alkenoate moieties, while aromatic ketone ethylene

  使用两种碘硅烷等效试剂检查了乙缩醛和1,3-恶唑烷环的反应：Me3SiNEt2和MeI的1：2混合物（试剂1a）和Et3SiH和MeI的1：1混合物，其中含有催化量的PdCl2（试剂1b）。在链烷酮乙烯缩醛与试剂1a的反应中，缩醛环中的CO键容易断裂，得到2-（三甲基甲硅烷氧基）乙基烯醇醚。类似地，将1，3-恶唑烷环的CO键裂解，得到开环的亚胺或烯胺衍生物。芳族酮乙缩醛和环己酮三亚甲基缩醛的反应导致缩醛单元脱保护以释放出游离酮。用试剂1b，环烷酮乙烯缩醛得到具有2-碘乙基链烯酸酯部分的二聚产物，而芳族酮乙烯或三亚甲基缩醛产生脱保护的酮。
• Improved amination by ethyl n-(4-nitrophenyl)sulphonyloxy carbamate in the presence of inorganic oxides or carbonates
  作者：Marco Barani、Stefania Fioravanti、M. Antonietta Loreto、Lucio Pellacani、Paolo A. Tardella

  DOI：10.1016/s0040-4020(01)90402-8

  日期：1994.3

  Inorganic solid bases give rise to α-elimination reactions of NsONHCO2Et under easy and mild conditions without catalyst or ultrasounds. For several kinds of substrates, a comparison of yields and reaction times with previous methods is presented.

  在没有催化剂或超声波的简单温和条件下，无机固体碱会引起NsONHCO 2 Et的α消除反应。对于几种底物，提出了产率和反应时间与先前方法的比较。
• Selective synthesis of halosilanes from hydrosilanes and utilization for organic synthesis
  作者：Atsutaka Kunai、Joji Ohshita

  DOI：10.1016/s0022-328x(03)00254-7

  日期：2003.11

  Selective synthesis of halosilanes has been examined. Various types of halosilanes and halohydrosilanes, such as R3SiX, R2SiHX, R2SiX2, RSiH2X, RSiHX2 (X = Cl, Br, F), were obtained by the reactions of the corresponding hydrosilanes with Cu(II)-based reagents selectively in high yields. This method could be also applied to the synthesis of chlorofluorosilanes and chlorohydrogermanes. On the other hand, iodo- and bromosilanes and germanes were obtained by Pd- or Ni-catalyzed hydride-halogen exchange reactions of hydrosilanes with alkyl or allyl halides. Their synthetic applications have been demonstrated by using iodo-and bromosilanes and chlorofluorosilanes. (C) 2003 Elsevier Science B.V. All rights reserved.
• Synthesis of cyclic and acyclic enol ethers (vinyl ethers)
  作者：Paul G. Gassman、Stephen J. Burns、Keith B. Pfister

  DOI：10.1021/jo00058a027

  日期：1993.3

  A general method has been developed for the conversion of both cyclic and acyclic acetals of cyclic ketones, acyclic ketones, and aldehydes into enol ethers through treatment of the acetal with trimethylsilyl triflate in the presence of N,N-diisopropylethylamine. The range of isolated yields of enol ethers from the various classes of acetals was as follows: cyclic acetals of cyclic ketones, 83-98%; acyclic acetals of ketones, 72-94%; acyclic and cyclic acetals of aldehydes, 65-90%.
• General method for the synthesis of enol ethers (vinyl ethers) from acetals
  作者：Paul G. Gassman、Stephen J. Burns

  DOI：10.1021/jo00258a043

  日期：1988.11