3-benzoyl-3-(1-pyridinio)-1,1,2-tricyano-2-propenide-1 | 133285-52-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-benzoyl-3-(1-pyridinio)-1,1,2-tricyano-2-propenide-1
• 英文别名: [(3Z)-2,3-dicyano-5-oxo-5-phenyl-4-pyridin-1-ium-1-ylpenta-1,3-dienylidene]azanide
• CAS: 133285-52-6
• 化学式: C₁₈H₁₀N₄O
• 分子量: 298.304
• InChiKey: MWCRDLXJVMKPQI-WUKNDPDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-苯甲酰甲基溴吡啶 、 四氰基乙烯 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以59%的产率得到3-benzoyl-3-(1-pyridinio)-1,1,2-tricyano-2-propenide-1
  参考文献：
  名称：

  Electronic regioselectivity in the reactions of pyridinium ylides with tetracyanoethylene

  摘要：

  DOI：

  10.1007/bf00472289

文献信息

• Regioselectivity in the reaction of azinium salts and ylides with tetracyanoethylene
  作者：A. M. Shestopalov、I. A. Aitov、Yu. A. Sharanin、V. P. Litvinov

  DOI：10.1007/bf00961312

  日期：1991.6

  The reactions of pyridinium, picolinium, and quinolinium salts and ylides with tetracyanoethylene have been found to be regioselective. Reaction of azinium salts with tetracyanoethylene in aqueous methanol affords azinium tricyanoethylenolates, but pyridinium ylides react differently, with the highly stereoselective formation of the Z-isomers of 3-aroyl-3-(R-1-pyridinio)-1,1,2-tricyano-2-propen-1-ides, which are 1,4-ylides with maximum charge separation.
• Regio- and stereoselectivity of the reactions of pyridinium and picolinium salts and ylids with nitriles containing a nucleofugic group
  作者：A. M. Shestopalov、V. P. Litvinov、Yu. A. Sharanin、I. A. Aitov、L. A. Rodinovskaya

  DOI：10.1007/bf00958584

  日期：1991.4

  The reaction of pyridinium, 2-picolinium, and 3-picolinium ylids with tetracyanoethylene, ethoxymethylenemalononitrile, and (dimethylthio)methylenecyanamide in the presence of organic bases proceeds regio- and stereo-selectively to give substituted pyridinium 1,4-ylids, 2-(2-propen-1-ylidene)-1,2-dihydropyridines, and 5-(1-pyridino)pyrimidin-4-olates, respectively. The reaction of 1-phenacylpyridinium bromide and tetracyanoethylene leads to 1-phenacylpyridinium tricyanoethenolate.
• SHESTOPALOV, A. M.;LITVINOV, V. N.;SHARANIN, YU. A.;AITOV, I. A.;RODINOVS+, IZV. AN CCCP. CEP. XIM.,(1991) N, S. 939-942
  作者：SHESTOPALOV, A. M.、LITVINOV, V. N.、SHARANIN, YU. A.、AITOV, I. A.、RODINOVS+

  DOI：——

  日期：——
• SHESTOPALOV, A. M.;AITOV, I. A.;SHARANIN, YU. A.;LITVINOV, V. P., IZV. AN CCCP. CEP. XIM.,(1991) N, S. 1431-1439
  作者：SHESTOPALOV, A. M.、AITOV, I. A.、SHARANIN, YU. A.、LITVINOV, V. P.

  DOI：——

  日期：——