ethyl 3,3-dicyano-2-(2-thienyl)cyclopropane-1-carboxylate

• 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: ethyl 3,3-dicyano-2-(2-thienyl)cyclopropane-1-carboxylate
• 英文别名: Ethyl 2,2-dicyano-3-thiophen-2-ylcyclopropane-1-carboxylate
• 化学式: C₁₂H₁₀N₂O₂S
• 分子量: 246.29
• InChiKey: VQXSVRLBAFVRJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  102
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  磷酰基乙酸三乙酯 、 (2-噻吩亚甲基)甲烷-1,1-二甲腈 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 18.5h， 以51%的产率得到diethyl [3,4-diethoxycarbonyl-1,1-dicyano-2-(2-thienyl)but-3-en-4-yl]phosphonate
  参考文献：
  名称：

  New Phosphono Substituted 3- and 5-Membered Rings Starting from 3(2-Thienyl)acrylonitriles and α-Phosphoryl Carbanions

  摘要：

  A series of phosphono substituted 3- and 5-membered rings were synthesized using the Horner-Wittig reagents 2a-c on 3(2-thienyl)-acrylonitriles la,b in the presence of different bases. All products are produced according to a sequence that involves an initial Michael reaction between 2 and the exocyclic ethylene linkage of 1a or 1b.

  DOI：

  10.1081/scc-120018694

文献信息

• New Phosphono Substituted 3- and 5-Membered Rings Starting from 3(2-Thienyl)acrylonitriles and α-Phosphoryl Carbanions
  作者：Wafaa M. Abdou、Mounir A. I. Salem、Reham F. Barghash

  DOI：10.1081/scc-120018694

  日期：2003.1.5

  A series of phosphono substituted 3- and 5-membered rings were synthesized using the Horner-Wittig reagents 2a-c on 3(2-thienyl)-acrylonitriles la,b in the presence of different bases. All products are produced according to a sequence that involves an initial Michael reaction between 2 and the exocyclic ethylene linkage of 1a or 1b.