2,2-Dicyanovinyl pivaloate | 212010-42-9

• 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: 2,2-Dicyanovinyl pivaloate
• 英文别名: 2,2-dicyanoethenyl 2,2-dimethylpropanoate
• CAS: 212010-42-9
• 化学式: C₉H₁₀N₂O₂
• 分子量: 178.191
• InChiKey: CKXCGKZYECHVPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.44
• 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：

  蒽 、 2,2-Dicyanovinyl pivaloate 以 xylene 为溶剂， 反应 48.0h， 以21%的产率得到12,12-dicyano-9,10-dihydro-9,10-ethanoanthracen-11-yl pivalate
  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
• 作为产物：
  描述：

  formyl-malononitrile; potassium-salt 、 三甲基乙酰氯 以 四氢呋喃 为溶剂， 反应 2.0h， 以74%的产率得到2,2-Dicyanovinyl pivaloate
  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