2-(5-isopropyl-2-oxo-2H-cyclohepta[b]furan-3-ylmethylene)malononitrile | 1451068-99-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环七呋喃
• 英文名称: 2-(5-isopropyl-2-oxo-2H-cyclohepta[b]furan-3-ylmethylene)malononitrile
• 英文别名: 2-[(2-Oxo-5-propan-2-ylcyclohepta[b]furan-3-yl)methylidene]propanedinitrile；2-[(2-oxo-5-propan-2-ylcyclohepta[b]furan-3-yl)methylidene]propanedinitrile
• CAS: 1451068-99-7
• 化学式: C₁₆H₁₂N₂O₂
• 分子量: 264.283
• InChiKey: VVNKMSKLVWJIBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 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：

  2-(5-isopropyl-2-oxo-2H-cyclohepta[b]furan-3-ylmethylene)malononitrile 、 丙二腈 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以92%的产率得到2-(2-amino-3-cyano-7-isopropyl-azulen-1-ylmethylene)malononitrile
  参考文献：
  名称：

  Synthesis of 2-Amino-1-cyanoazulenes: Substituent Effect on 2H-Cyclohepta[b]furan-2-ones toward the Reaction with Malononitrile

  摘要：

  3-Substituted 2-amino- 1-cyanoazulene derivatives were prepared by the reaction of 2H-cyclohepta[b]furan-2-ones with malononitrile in the presence of triethylamine as a base. The great influence of the substituent at their 3-position on the reactivity to form the 2-aminoazulene derivatives was revealed. The intramolecular charge transfer (ICT) characters of 2-amino- 1-cyano-3-vinylazulenes were investigated by UV/Vis spectroscopy and theoretical calculations. The structure of compounds 13b and 14b was clarified by single crystal X-ray analysis.

  DOI：

  10.3987/com-18-s(t)89
• 作为产物：
  描述：

  5-isopropyl-2H-cyclohepta[b]furan-2-one 在 吡啶 、 三氯氧磷 作用下， 以 二氯甲烷 为溶剂， 反应 26.0h， 生成 2-(5-isopropyl-2-oxo-2H-cyclohepta[b]furan-3-ylmethylene)malononitrile
  参考文献：
  名称：

  Synthesis and Redox Behavior of Cyanovinyl-Substituted 2H-Cyclohepta[b]furan-2-ones

  摘要：

  Cyanovinyl-substituted 2H-cyclohepta[b]furan-2-ones 3, 4, 5 and 7 were prepared by the Wittig, Knoevenagel and electrophilic substitution reaction, respectively. The intramolecular charge-transfer (ICT) interactions between the 2H-cyclohepta[b]furan-2-one ring and cyanovinyl acceptor moiety were investigated by UV/Vis spectroscopy and theoretical calculations. The redox behavior of these novel compounds was examined by cyclic voltammetry (CV) and differential pulse voltammetry (DPV). Significant color changes in these compounds were observed under electrochemical reduction conditions by visible spectroscopy.

  DOI：

  10.3987/com-12-s(n)10