3,5,5-Trimethyl-2-(2-nitropropyl)-2-cyclohexen-1-one | 135823-83-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,5,5-Trimethyl-2-(2-nitropropyl)-2-cyclohexen-1-one
• 英文别名: 3,5,5-trimethyl-2-(2-nitropropyl)cyclohex-2-en-1-one
• CAS: 135823-83-5
• 化学式: C₁₂H₁₉NO₃
• 分子量: 225.288
• InChiKey: YGBZICMDKLILIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (1-nitro-ethyl)-lithium 、 3,5,5-Trimethyl-2-<(phenylthio)methyl>-2-cyclohexen-1-one 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以48%的产率得到3,5,5-Trimethyl-2-(2-nitropropyl)-2-cyclohexen-1-one
  参考文献：
  名称：

  Novel radical chain substitution reaction involving single electron transfer SET processes

  摘要：

  Beta-Substituted alpha[(phenylsulfonyl)methyl]- and alpha-z[(phenylthio)methyl]cyclohexenones 1-4 underwent regioselective replacement of the sulfonyl and sulfenyl groups by stabilized carbanions such as LiCMe2NO2 mainly by a radical chain mechanism, which was confirmed by investigating the effects of photoirradiation, radical scavengers, and reaction solvents and by the ESR and spectroscopic studies.

  DOI：

  10.1021/jo00020a004

文献信息

• Novel radical chain substitution reaction involving single electron transfer SET processes
  作者：Rui Tamura、Kunihiko Yamawaki、Nagao Azuma

  DOI：10.1021/jo00020a004

  日期：1991.9

  Beta-Substituted alpha[(phenylsulfonyl)methyl]- and alpha-z[(phenylthio)methyl]cyclohexenones 1-4 underwent regioselective replacement of the sulfonyl and sulfenyl groups by stabilized carbanions such as LiCMe2NO2 mainly by a radical chain mechanism, which was confirmed by investigating the effects of photoirradiation, radical scavengers, and reaction solvents and by the ESR and spectroscopic studies.