5-(cyanomethyl)dipyrromethane | 852928-11-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 5-(cyanomethyl)dipyrromethane
• 英文别名: 3,3-bis(1H-pyrrol-2-yl)propanenitrile
• CAS: 852928-11-1
• 化学式: C₁₁H₁₁N₃
• 分子量: 185.228
• InChiKey: BEZGWAMSKHIHBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  55.4
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  吡咯 、 (4,4,6-Trimethyl-[1,3]oxazinan-2-yl)-acetonitrile 、 5-(cyanomethyl)dipyrromethane 以15%的产率得到5,10-di(cyanomethyl)tripyrrane
  参考文献：
  名称：

  Efficient and Versatile Single‐Pot Alternative Approach to Dipyrromethanes

  摘要：

  A convenient procedure for the synthesis of meso-substituted dipyrromethanes and 5,10-disubstituted tripyrranes is described. Different aryl groups appended with electron donating/withdrawing substituents as well as alkyl groups have been incorporated at the methylene bridge (C-5).

  DOI：

  10.1081/scc-200051691
• 作为产物：
  描述：

  吡咯 、 (4,4,6-Trimethyl-[1,3]oxazinan-2-yl)-acetonitrile 在 三氟乙酸 作用下， 以 乙腈 为溶剂， 反应 0.17h， 以35%的产率得到5-(cyanomethyl)dipyrromethane
  参考文献：
  名称：

  Efficient and Versatile Single‐Pot Alternative Approach to Dipyrromethanes

  摘要：

  A convenient procedure for the synthesis of meso-substituted dipyrromethanes and 5,10-disubstituted tripyrranes is described. Different aryl groups appended with electron donating/withdrawing substituents as well as alkyl groups have been incorporated at the methylene bridge (C-5).

  DOI：

  10.1081/scc-200051691

文献信息

• Efficient and versatile single pot approach to dipyrromethanes and bis(heterocyclyl)methanes
  作者：Kamaljit Singh、Sonia Behal、Maninder Singh Hundal

  DOI：10.1016/j.tet.2005.04.029

  日期：2005.7

  An efficient single pot route is presented involving the use of 0, N-perhydro 1,3-heterocycles as carbonyl equivalents for the synthesis of 5-substituted dipyrromethanes, 5,10-disubstituted tripyrranes and bis(heterocyclyl)methanes. (c) 2005 Elsevier Ltd. All rights reserved.
• Efficient and Versatile Single‐Pot Alternative Approach to Dipyrromethanes
  作者：Kamaljit Singh、Sonia Behal、Prasant K. Deb

  DOI：10.1081/scc-200051691

  日期：2005.4.1

  A convenient procedure for the synthesis of meso-substituted dipyrromethanes and 5,10-disubstituted tripyrranes is described. Different aryl groups appended with electron donating/withdrawing substituents as well as alkyl groups have been incorporated at the methylene bridge (C-5).