3,3-cyclopentyl-3H-pyrazole | 191332-88-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3,3-cyclopentyl-3H-pyrazole
• 英文别名: 1,2-Diazaspiro[4.4]nona-1,3-diene；1,2-diazaspiro[4.4]nona-1,3-diene
• CAS: 191332-88-4
• 化学式: C₇H₁₀N₂
• 分子量: 122.17
• InChiKey: ZYTAAAFDDCKEDZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,3-cyclopentyl-3H-pyrazole 以 苯 为溶剂， 反应 0.5h， 以95%的产率得到4,5,6,7-四氰吲唑
  参考文献：
  名称：

  Thermal Rearrangements of 3,3-Spiroalkylated Pyrazoles: Ring Expansion and Novel Cases of Sequential 1,5-Shifts

  摘要：

  A 3,3-spiro-(cyclopentyl)pyrazole containing electron withdrawing ester groups undergoes readily ring expansion in the form of the van Alphen-Huettel rearrangement. Subsequent post van Alphen-Huettel rearrangement involved a sequence of 1,5-shifts different from that suggested earlier. Reactive intermediates have been isolated and identified. The corresponding phenyl analog does not exhibit post van Alphen-Huettel rearrangement. A rationale for the different behavior is offered. X-Ray crystallography has been applied to differentiate between structurally similar product.

  DOI：

  10.3987/com-01-9298

文献信息

• Thermal Rearrangements of 3,3-Spiroalkylated Pyrazoles: Ring Expansion and Novel Cases of Sequential 1,5-Shifts
  作者：Yao-pin Yen、Shih-Feng Chen、Zan-Cheng Heng、Jen-Chieh Huang、Li-Chun Kao、Ching-Cheng Lai、R. S. H. Liu

  DOI：10.3987/com-01-9298

  日期：——

  A 3,3-spiro-(cyclopentyl)pyrazole containing electron withdrawing ester groups undergoes readily ring expansion in the form of the van Alphen-Huettel rearrangement. Subsequent post van Alphen-Huettel rearrangement involved a sequence of 1,5-shifts different from that suggested earlier. Reactive intermediates have been isolated and identified. The corresponding phenyl analog does not exhibit post van Alphen-Huettel rearrangement. A rationale for the different behavior is offered. X-Ray crystallography has been applied to differentiate between structurally similar product.