2-Isopentyl-4-(trifluoromethyl)pyridine

• 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: 2-Isopentyl-4-(trifluoromethyl)pyridine
• 英文别名: 2-(3-Methylbutyl)-4-(trifluoromethyl)pyridine
• 化学式: C₁₁H₁₄F₃N
• 分子量: 217.234
• InChiKey: LEWZTHGWUGJUMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-三氟甲基吡啶 、 4-甲基戊酸 在 ammonium peroxydisulfate 、 硫酸 、 silver nitrate 作用下， 反应 2.0h， 生成 2-Isopentyl-4-(trifluoromethyl)pyridine
  参考文献：
  名称：

  Intramolecular photochemical hydrogen abstraction in 2-alkylpyrazines and 2-alkylpyridines

  摘要：

  Photochemical;hydrogen abstraction in 2-alkylpyrazines 5-8 and 2-alkylpyridines 9-11 proceeds analogously to the process of eq 1. Hydroxylic solvent causes quantum yields for pyrazine fragmentation products (Phi(p),) to increase about 1 order of magnitude. Pyridine fragmentation takes place from both singlet and triplet states. Pyrazine fragmentations follow Stern-Volmer kinetics with modest bond strength selectivity (1 degrees:3 degrees similar to 1:17 for 5a and 5e). Methyl substitution lowers the rate of abstraction in pyrazines and trifluoromethyl substitution increases Phi(p), in;pyridines. It is suggested that these effects reflect changes in the n pi* and pi pi* character of the reactive excited states.

  DOI：

  10.1021/jo00080a029

文献信息

• Intramolecular photochemical hydrogen abstraction in 2-alkylpyrazines and 2-alkylpyridines
  作者：Ashis Mukherjee、Sandhya A. M. Duggan、William C. Agosta

  DOI：10.1021/jo00080a029

  日期：1994.1

  Photochemical;hydrogen abstraction in 2-alkylpyrazines 5-8 and 2-alkylpyridines 9-11 proceeds analogously to the process of eq 1. Hydroxylic solvent causes quantum yields for pyrazine fragmentation products (Phi(p),) to increase about 1 order of magnitude. Pyridine fragmentation takes place from both singlet and triplet states. Pyrazine fragmentations follow Stern-Volmer kinetics with modest bond strength selectivity (1 degrees:3 degrees similar to 1:17 for 5a and 5e). Methyl substitution lowers the rate of abstraction in pyrazines and trifluoromethyl substitution increases Phi(p), in;pyridines. It is suggested that these effects reflect changes in the n pi* and pi pi* character of the reactive excited states.