dimethyl 2-chloromethyl-2-phenyl-2H-oxetene-3,4-dicarboxylate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: dimethyl 2-chloromethyl-2-phenyl-2H-oxetene-3,4-dicarboxylate
• 英文别名: Dimethyl 4-(chloromethyl)-4-phenyloxete-2,3-dicarboxylate
• 化学式: C₁₄H₁₃ClO₅
• 分子量: 296.707
• InChiKey: FGPMCSGXDMDNRG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  alpha-氯乙酰苯 、 丁炔二酸二甲酯 在 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以80%的产率得到dimethyl 2-chloromethyl-2-phenyl-2H-oxetene-3,4-dicarboxylate
  参考文献：
  名称：

  Triphenylphosphine-Catalyzed Synthesis of Stable, Functionalized 2H-Oxetes

  摘要：

  Triphenylphosphine underwent Michael addition to dialkyl acetylenedicarboxylate and subsequently to the carbonyl group of alpha-haloketones. Then, these compounds were cyclized to produce the unstable 1,3-diionicphosphorus compound, which spontaneously lost triphenyl phosphine, and was converted to the functionalized oxetes derivatives.

  DOI：

  10.1080/104265090921182

文献信息

• Triphenylphosphine-Catalyzed Synthesis of Stable, Functionalized 2H-Oxetes
  作者：Sakineh Asghari、Ahmad Khabbazi Habibi

  DOI：10.1080/104265090921182

  日期：2005.11.1

  Triphenylphosphine underwent Michael addition to dialkyl acetylenedicarboxylate and subsequently to the carbonyl group of alpha-haloketones. Then, these compounds were cyclized to produce the unstable 1,3-diionicphosphorus compound, which spontaneously lost triphenyl phosphine, and was converted to the functionalized oxetes derivatives.