2,2-dimethyl-1-(2-methyl-quinolin-4-yl)-propan-1-one | 92646-37-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2,2-dimethyl-1-(2-methyl-quinolin-4-yl)-propan-1-one
• 英文别名: 2,2-Dimethyl-1-(2-methylquinolin-4-yl)propan-1-one；2,2-dimethyl-1-(2-methylquinolin-4-yl)propan-1-one
• CAS: 92646-37-2
• 化学式: C₁₅H₁₇NO
• 分子量: 227.306
• InChiKey: WMRNBBZAKOIVQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-甲基喹啉 、 特戊醛 在 二甲基二环氧乙烷 作用下， 以 丙酮 为溶剂， 反应 8.0h， 以26%的产率得到三甲基乙酸
  参考文献：
  名称：

  Molecule-Induced Homolysis versus “Concerted Oxenoid Oxygen Insertion” in the Oxidation of Organic Compounds by Dimethyldioxirane

  摘要：

  Evidence for a molecule-induced homolysis of dimethyldioxirane by several classes of organic compounds (alkanes, alkenes, ethers, alcohols, aldehydes, iododerivatives) is reported. Carbon-centered radicals, arising from alkanes, ethers, and aldehydes, are trapped by CBrCl3 or protonated quinolines. The dramatic influence of oxygen in these reactions, as well as the formation of products of induced homolysis of the dioxirane by carbon-centered radicals (CH4, CH3OH, CH3COOCH3, ROCOCH3, CH3COOCH2COCH3), strongly supports a radical mechanism. With alkenes and iodo derivatives the induced homolysis would lead to diradical intermediates, whose very fast fragmentation would prevent detection, but circumstantial evidence supports a radical mechanism.

  DOI：

  10.1021/jo971226w

文献信息

• Molecule-Induced Homolysis versus “Concerted Oxenoid Oxygen Insertion” in the Oxidation of Organic Compounds by Dimethyldioxirane
  作者：Anna Bravo、Francesca Fontana、Giovanni Fronza、Francesco Minisci、Lihua Zhao

  DOI：10.1021/jo971226w

  日期：1998.1.1

  Evidence for a molecule-induced homolysis of dimethyldioxirane by several classes of organic compounds (alkanes, alkenes, ethers, alcohols, aldehydes, iododerivatives) is reported. Carbon-centered radicals, arising from alkanes, ethers, and aldehydes, are trapped by CBrCl3 or protonated quinolines. The dramatic influence of oxygen in these reactions, as well as the formation of products of induced homolysis of the dioxirane by carbon-centered radicals (CH4, CH3OH, CH3COOCH3, ROCOCH3, CH3COOCH2COCH3), strongly supports a radical mechanism. With alkenes and iodo derivatives the induced homolysis would lead to diradical intermediates, whose very fast fragmentation would prevent detection, but circumstantial evidence supports a radical mechanism.