2,2-dicyanovinyl benzoate | 212010-41-8

• 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: 2,2-dicyanovinyl benzoate
• 英文别名: 2,2-dicyanoethenyl benzoate
• CAS: 212010-41-8
• 化学式: C₁₁H₆N₂O₂
• 分子量: 198.181
• InChiKey: VJFYHAJRRONUNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  73.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-二甲氨基-1-氮杂-3-乙基-1,3-丁二烯 、 2,2-dicyanovinyl benzoate 以 苯 为溶剂， 反应 48.0h， 以45%的产率得到2-cyano-5-ethyl-6-(N',N'-dimethylhydrazono)-hexa-2,4-dienenitrile
  参考文献：
  名称：

  On the Reaction between 1-Aza-1,3-dienes and Push-Pull Olefins of the Acyloxymethylidene-malononitrile Type

  摘要：

  The reaction between push-pull olefins of the acyloxymethyiidene-malononitrile type and alpha,beta-unsaturated hydrazones affords selectively 5-alkyl-2-cyano-6-(N',N'-dimethylhydrazono)-hexa-2,4-dienenitriles. No [4+2]-cycloaddition products were detected. The structure elucidation of the obtained compounds and possible reaction mechanisms are discussed.

  DOI：

  10.1007/s007060070066
• 作为产物：
  描述：

  formyl-malononitrile; potassium-salt 、 苯甲酰氯 以 四氢呋喃 为溶剂， 反应 2.0h， 以86%的产率得到2,2-dicyanovinyl benzoate
  参考文献：
  名称：

  Diels-Alder Reactions of Push-Pull Olefins I. Reactions of Dicyanovinyl Acylates with Cyclopentadiene, 1,3-Cyclohexadiene, and Anthracene

  摘要：

  The reaction between 2,2-dicyanoethenyl acylates and cyclopentadiene affords 2-acyloxy-3,3-dicyano-5-norbornene derivatives with significant stereoselectivity. Reactions between the less reactive 1,3-cyclohexadiene and anthracene require elevated temperatures and extended reaction times. Stereoselectivity of the reactions with 1,3-cyclohexadiene is higher than of those with cyclopentadiene.

  DOI：

  10.1007/pl00013475