2-Methylene-cyclododecanecarboxylic acid | 135616-06-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-Methylene-cyclododecanecarboxylic acid
• 英文别名: 2-Methylidenecyclododecane-1-carboxylic acid
• CAS: 135616-06-7
• 化学式: C₁₄H₂₄O₂
• 分子量: 224.343
• InChiKey: VMHNSXMQDLOKGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  Ethyl (E)-2-methylcyclododecene-1-carboxylate 在 氢氧化钾 作用下， 反应 24.0h， 以35%的产率得到(E)-2-methylcylododecene-1-carboxylic acid
  参考文献：
  名称：

  Regioselective conversion of cycloalkanones to vinyl bromides with 1,2-functionality transposition. A general stratagem

  摘要：

  Cyclic beta-keto esters, available by regioselective acylation of cycloalkanone enolates, are rapidly transformed to alpha,beta-unsaturated acids. This functionality transposition allows the derived 3-hydroxy-4-methylthiazole-2-(3H)-thione derivatives to serve as precursors to synthetically useful vinyl bromides. The process involves heating the hydroxamate ester with AIBN in bromotrichloromethane solution. Alkylative and ring contractive variants of the methodology are highlighted. The short sequence makes available precursors to vinyl anions that are not otherwise conveniently accessible.

  DOI：

  10.1021/jo00021a044

文献信息

• Medium-dependent lithiated side products in the reductive lithiation of allylic phenyl thioethers. Diethyl ether versus tetrahydrofuran
  作者：Constantinos G. Screttas、Georgios A. Heropoulos、Maria Micha-Screttas、Barry R. Steele

  DOI：10.1016/j.tetlet.2005.04.080

  日期：2005.6

  Diethyl ether is a convenient solvent for the reductive lithiation of allylic phenyl thioethers without the serious complications, which occur when the reaction is carried out in tetrahydrofuran.

  乙醚是用于烯丙基苯基硫醚的还原锂化的便利溶剂，而没有在四氢呋喃中进行反应时发生的严重并发症。