(5-Chlorocyclopenten-1-yl)oxy-trimethylsilane | 82319-12-8

• 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: (5-Chlorocyclopenten-1-yl)oxy-trimethylsilane
• CAS: 82319-12-8
• 化学式: C₈H₁₅ClOSi
• 分子量: 190.745
• InChiKey: LPLVFWQHVQCIKE-UHFFFAOYSA-N

物化性质

• 沸点：
  194.4±40.0 °C(Predicted)
• 密度：
  1.00±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.12
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-氯环戊酮 、 碘代三甲硅烷 在 六甲基二硅氮烷 作用下， 以 四氯化碳 为溶剂， 反应 3.0h， 以85%的产率得到(5-Chlorocyclopenten-1-yl)oxy-trimethylsilane
  参考文献：
  名称：

  Miller, R. D.; McKean, D. R., Synthetic Communications, 1982, vol. 12, # 4, p. 319 - 322

  摘要：

  DOI：

文献信息

• Reactions of enol silyl ethers with N-halosuccinimide - a stepwise process
  作者：G.F Hambly、T.H Chan

  DOI：10.1016/s0040-4039(00)84585-2

  日期：1986.1

  The N-chlorosuccinimide (NSC) reaction of a number of cyclic and acyclic trimethylsilyl enol ethers was investigated. Based on product analyses, the mechanism of the reaction is postulated to involve a step-wise process.

  研究了许多环状和无环三甲基甲硅烷基烯醇醚的N-氯琥珀酰亚胺（NSC）反应。基于产物分析，假定反应机理涉及逐步过程。
• Poirier, Jean-Marie; Hennequin, Laurent, Synthetic Communications, 1985, vol. 15, # 3, p. 217 - 224
  作者：Poirier, Jean-Marie、Hennequin, Laurent

  DOI：——

  日期：——
• Attempted Generation of an Observable Ethano-Bridged (Cyclopentyl) Oxyallyl. The Pericyclic Nature of an Oxyallyl-Oxyallyl Dimerization Reaction
  作者：A. P. Masters、M. Parvez、T. S. Sorensen、F. Sun

  DOI：10.1021/ja00086a013

  日期：1994.4

  An attempt is made to directly observe an ethano-bridged (cyclopentyl) oxyallyl using a synthetic methodolgy which employs aprotic solvents and homogeneous conditions involving a novel organometallic reagent and which can be carried out at very low temperatures. However, even with preparation temperatures of -120 degrees C, the 2,5-dimethylcyclopentyl oxyallyl is not observable by in situ NMR spectroscopy. Products corresponding to an oxyallyl + oxyallyl dimerization are observed instead. The major dimer is a cis-dioxane compound, and the formation of this suggests a process under pericyclic control. An analysis of the allowed molecular orbital overlaps is presented, and it is concluded that the mutual overlap involves all three terminal orbitals (overlap 2 in Figure 2), with preferential bond formation taking place between carbon(A)-oxygen(B), oxygen(A)-carbon(B), where A and B are the two oxyallyl monomers. The dioxane product represents only one of four possible double-connectivity ways in which two oxyallyl units can be joined (see Figure 1). The initially formed cis-dioxane product is quite labile and is easily transformed in a sequential and stereospecific manner into products representative of two of the other three connectivity modes. The formation of the parent cyclopentyl oxyallyl was also studied under the same reaction conditions. In this case one sees no dimeric products, but the formation of the oxyallyl is indicated because [4 + 3] diene adducts of the putative oxyallyl can be trapped, in; accord with previous work in this area.
• MILLER, R. D.;MCKEAN, D. R., SYNTH. COMMUN., 1982, 12, N 4, 319-322
  作者：MILLER, R. D.、MCKEAN, D. R.

  DOI：——

  日期：——
• HAMBLY G. F.; CHAN T. H., TETRAHEDRON LETT., 27,(1986) N 23, 2563-2566
  作者：HAMBLY G. F.、 CHAN T. H.

  DOI：——

  日期：——