Dewar pyridine | 6566-96-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂环化合物
• 英文名称: Dewar pyridine
• 英文别名: Dewar-Pyridin；2-aza-bicyclo[2.2.0]hexa-2,5-diene；2-Azabicyclo[2.2.0]hexa-2,5-diene；2-azabicyclo[2.2.0]hexa-2,5-diene
• CAS: 6566-96-7
• 化学式: C₅H₅N
• 分子量: 79.1014
• InChiKey: UKZSOLAUQNXPLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  吡啶 以 solid matrix 为溶剂， 生成 Dewar pyridine
  参考文献：
  名称：

  Matrix-controlled photochemistry of benzene and pyridine

  摘要：

  Dewar benzene has been shown to be a primary product from the photolysis of benzene in low temperature argon matrices at 253.77 nm. This is the first observation of Dewar benzene production at this wavelength and a mechanism is proposed that involves benzene S1-S2 state mixing induced by the matrix environment. Analogous experiments on the photolysis of pyridine show that the only primary products are isomeric species derived at least in part from a triplet state of pyridine, probably T1. This is the first observation of photochemistry from the T1 state and may be the process responsible for the small values of tau-p and phi-p in pyridine. Analysis of the IR spectral bands points to the main product being Dewar pyridine although other isomers cannot be ruled out. In contrast to the gas phase, no decomposition of pyridine was found in matrices producing compounds such as acrylonitrile, ethyne, and hydrogen cyanide.

  DOI：

  10.1021/j100154a033

文献信息

• Matrix-controlled photochemistry of benzene and pyridine
  作者：Duncan E. Johnstone、John R. Sodeau

  DOI：10.1021/j100154a033

  日期：1991.1

  Dewar benzene has been shown to be a primary product from the photolysis of benzene in low temperature argon matrices at 253.77 nm. This is the first observation of Dewar benzene production at this wavelength and a mechanism is proposed that involves benzene S1-S2 state mixing induced by the matrix environment. Analogous experiments on the photolysis of pyridine show that the only primary products are isomeric species derived at least in part from a triplet state of pyridine, probably T1. This is the first observation of photochemistry from the T1 state and may be the process responsible for the small values of tau-p and phi-p in pyridine. Analysis of the IR spectral bands points to the main product being Dewar pyridine although other isomers cannot be ruled out. In contrast to the gas phase, no decomposition of pyridine was found in matrices producing compounds such as acrylonitrile, ethyne, and hydrogen cyanide.