4-nitrenopyridine 1-oxide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-nitrenopyridine 1-oxide
• 英文别名: 4-nitrenopyridine-1-oxide；(1-Oxopyridin-1-ium-4-ylidene)azanide；(1-oxopyridin-1-ium-4-ylidene)azanide
• 化学式: C₅H₄N₂O
• 分子量: 108.1
• InChiKey: AWKSBJCAIUXDPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  21.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-azidopyridine 1-oxide 以 various solvent(s) 为溶剂， 生成 4-nitrenopyridine 1-oxide
  参考文献：
  名称：

  The Photochemistry of 4-Azidopyridine-1-oxide

  摘要：

  Laser flash photolysis of 4-azidopyridine-1-oxide at 266 or 308 nm yields triplet 4-nitrenopyridine-1-oxide as the dominant reactive intermediate species, with k(ISC) of approximately 2 x 10(7) s(-1). No evidence of products arising from the singlet nitrene was observed, indicating a slow rate of cyclization to the benzazirine and didehydroazepine species. The slow rate of cyclization is postulated to be due to the aminoxyl-like electronic configuration of this species, which withdraws spin density from sites for potential cyclization.

  DOI：

  10.1021/jo061259o

文献信息

• The Photochemistry of 4-Azidopyridine-1-oxide
  作者：Katherine J. Hostetler、Kyle N. Crabtree、James S. Poole

  DOI：10.1021/jo061259o

  日期：2006.11.1

  Laser flash photolysis of 4-azidopyridine-1-oxide at 266 or 308 nm yields triplet 4-nitrenopyridine-1-oxide as the dominant reactive intermediate species, with k(ISC) of approximately 2 x 10(7) s(-1). No evidence of products arising from the singlet nitrene was observed, indicating a slow rate of cyclization to the benzazirine and didehydroazepine species. The slow rate of cyclization is postulated to be due to the aminoxyl-like electronic configuration of this species, which withdraws spin density from sites for potential cyclization.