1,1,5,5-pentanetetracarbonitrile | 252572-03-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,1,5,5-pentanetetracarbonitrile
• 英文别名: pentane-1,1,5,5-tetracarbonitrile
• CAS: 252572-03-5
• 化学式: C₉H₈N₄
• 分子量: 172.189
• InChiKey: FCRVRDDVWGBXJL-UHFFFAOYSA-N

物化性质

• 沸点：
  462.7±45.0 °C(Predicted)
• 密度：
  1.137±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  95.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,1,5,5-pentanetetracarbonitrile 在 sodium hydride 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 生成 (1R,6R)-10-amino-6,9-dimethylbicyclo[4.4.0]dec-9-en-8-one-1,5,5-tricarbonitrile
  参考文献：
  名称：

  Double Annulation Route to Fused Bicyclic Compounds with Three Contiguous Quaternary Centers

  摘要：

  Fused bicyclic and tricyclic compounds featuring two or three new C-C a bonds, two new rings, two or three new stereocenters, and three new contiguous quaternary centers can be prepared stereoselectively, atom economically, and in one synthetic operation via a cascade reaction of two nonstereogenic, readily available starting materials: a tethered bis(malononitrile) and an internal alkynone. The course of the "double annulation" changes drastically with the structure of the starting materials, alternately affording trans-decalins or cis-fused unsaturated lactones.

  DOI：

  10.1021/ol990935o
• 作为产物：
  描述：

  在 乙醇 、 氢气 作用下， 以6.74 g的产率得到1,1,5,5-pentanetetracarbonitrile
  参考文献：
  名称：

  Double Annulation Route to Fused Bicyclic Compounds with Three Contiguous Quaternary Centers

  摘要：

  Fused bicyclic and tricyclic compounds featuring two or three new C-C a bonds, two new rings, two or three new stereocenters, and three new contiguous quaternary centers can be prepared stereoselectively, atom economically, and in one synthetic operation via a cascade reaction of two nonstereogenic, readily available starting materials: a tethered bis(malononitrile) and an internal alkynone. The course of the "double annulation" changes drastically with the structure of the starting materials, alternately affording trans-decalins or cis-fused unsaturated lactones.

  DOI：

  10.1021/ol990935o

文献信息

• Double Annulation Route to Fused Bicyclic Compounds with Three Contiguous Quaternary Centers
  作者：Robert B. Grossman、Aaron J. Skaggs、Arlene E. Kray、Brian O. Patrick

  DOI：10.1021/ol990935o

  日期：1999.11.1

  Fused bicyclic and tricyclic compounds featuring two or three new C-C a bonds, two new rings, two or three new stereocenters, and three new contiguous quaternary centers can be prepared stereoselectively, atom economically, and in one synthetic operation via a cascade reaction of two nonstereogenic, readily available starting materials: a tethered bis(malononitrile) and an internal alkynone. The course of the "double annulation" changes drastically with the structure of the starting materials, alternately affording trans-decalins or cis-fused unsaturated lactones.