1-[1-(2-Chloro-1-chloromethyl-ethoxy)-ethoxy]-butane | 178918-54-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[1-(2-Chloro-1-chloromethyl-ethoxy)-ethoxy]-butane
• CAS: 178918-54-2
• 化学式: C₉H₁₈Cl₂O₂
• 分子量: 229.147
• InChiKey: JYTZUPHIWPLIOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.01
• 重原子数：
  13.0
• 可旋转键数：
  8.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-[1-(2-Chloro-1-chloromethyl-ethoxy)-ethoxy]-butane 在 sodium hydroxide 、 四丁基硫酸氢铵 作用下， 以 1,4-二氧六环 、 吡啶 、 水 、 苯 为溶剂， 反应 31.08h， 生成 2-(1-Butoxyethoxy)prop-2-enyl methyl carbonate
  参考文献：
  名称：

  One-Step Synthesis of Oxodimethylenemethane−Transition Metal Complexes and Palladium-Catalyzed Cycloaddition Reaction

  摘要：

  Some alkyl allyl carbonates and an allylammonium chloride bearing (1-(butyloxy)ethyl)oxy group at the 2-position of the allyl group were synthesized and successfully transformed to oxodimethylenemethane-palladium and -platinum complexes in one step by mixing with a transition metal-(0) and triphenylphosphine. On the basis of the confirmation of vinyl ether formation by H-1 NMR, the generation of oxodimethylenemethane complexes was rationalized to occur through abstraction of the beta-hydrogen on the acetal carbon by an alkoxide ion which was generated from the allyl carbonate upon oxidative addition of the transition metal. The palladium-catalyzed cycloaddition of the acetonylidene group to strained olefins also proceeded successfully by using these alkyl allyl carbonates.

  DOI：

  10.1021/jo951425k
• 作为产物：
  描述：

  乙烯基正丁醚 、 环氧氯丙烷 在 盐酸 、 十二烷基三甲基氯化铵 作用下， 生成 1-[1-(2-Chloro-1-chloromethyl-ethoxy)-ethoxy]-butane
  参考文献：
  名称：

  One-Step Synthesis of Oxodimethylenemethane−Transition Metal Complexes and Palladium-Catalyzed Cycloaddition Reaction

  摘要：

  Some alkyl allyl carbonates and an allylammonium chloride bearing (1-(butyloxy)ethyl)oxy group at the 2-position of the allyl group were synthesized and successfully transformed to oxodimethylenemethane-palladium and -platinum complexes in one step by mixing with a transition metal-(0) and triphenylphosphine. On the basis of the confirmation of vinyl ether formation by H-1 NMR, the generation of oxodimethylenemethane complexes was rationalized to occur through abstraction of the beta-hydrogen on the acetal carbon by an alkoxide ion which was generated from the allyl carbonate upon oxidative addition of the transition metal. The palladium-catalyzed cycloaddition of the acetonylidene group to strained olefins also proceeded successfully by using these alkyl allyl carbonates.

  DOI：

  10.1021/jo951425k