[2-(1-ethoxyethyl)cyclobutylidene]cyclohexane | 88672-84-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [2-(1-ethoxyethyl)cyclobutylidene]cyclohexane
• CAS: 88672-84-8
• 化学式: C₁₄H₂₄O
• 分子量: 208.344
• InChiKey: CHGGXZPWWOXYOR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 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：

  dibromo-10,10 dispiro <2.0.5.1> decane 在 甲基锂 作用下， 以 乙醚 为溶剂， 以89%的产率得到[2-(1-ethoxyethyl)cyclobutylidene]cyclohexane
  参考文献：
  名称：

  Carbenoid rearrangement in the series of substituted gem-dibromospiropentanes

  摘要：

  A series of new substituted gem-dibromospiropentanes was studied in a reaction with methyllithium at -55...-50 degrees C. This reaction is a carbenoid rearrangement that leads to the formation of monomeric and dimeric bromocyclobutenes and also to the products of cyclobutylidene insertion into a C-H bond of the solvent depending on the character of substituents in the dibromospiropentane fragment.

  DOI：

  10.1134/s1070428008070038

文献信息

• Carbenoid rearrangement of gem-dihalogenospiropentanes
  作者：Elena B. Averina、Rashad R. Karimov、Kseniya N. Sedenkova、Yurii K. Grishin、Tamara S. Kuznetzova、Nikolai S. Zefirov

  DOI：10.1016/j.tet.2006.06.086

  日期：2006.9

  A skeletal rearrangement of dihalogenospiropentanes in the presence of alkyllithium reagents has been systematically studied using a number of gem-dibromospiropentanes. The scope and limitations of this carbenoid rearrangement are outlined and its mechanism is discussed. (c) 2006 Elsevier Ltd. All rights reserved.
• Bertrand, Marcel; Tubul, Arlette; Ghiglione, Claude, Journal of Chemical Research, Miniprint, 1983, # 10, p. 2274 - 2288
  作者：Bertrand, Marcel、Tubul, Arlette、Ghiglione, Claude

  DOI：——

  日期：——
• BERTRAND, M.;TUBUL, A.;GHIGLIONE, C., J. CHEM. RES. MICROFICHE, 1983, N 10, 250-251
  作者：BERTRAND, M.、TUBUL, A.、GHIGLIONE, C.

  DOI：——

  日期：——
• Carbenoid rearrangement in the series of substituted gem-dibromospiropentanes
  作者：K. N. Sedenkova、E. B. Averina、Yu. K. Grishin、T. S. Kuznetsova、N. S. Zefirov

  DOI：10.1134/s1070428008070038

  日期：2008.7

  A series of new substituted gem-dibromospiropentanes was studied in a reaction with methyllithium at -55...-50 degrees C. This reaction is a carbenoid rearrangement that leads to the formation of monomeric and dimeric bromocyclobutenes and also to the products of cyclobutylidene insertion into a C-H bond of the solvent depending on the character of substituents in the dibromospiropentane fragment.