2-methyl-2-(4-chlorophenyl)cyclopentanone | 1242029-80-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-methyl-2-(4-chlorophenyl)cyclopentanone
• 英文别名: 2-(4-Chlorophenyl)-2-methylcyclopentan-1-one
• CAS: 1242029-80-6
• 化学式: C₁₂H₁₃ClO
• 分子量: 208.688
• InChiKey: HDSUIASECIKUTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-(4-chlorophenyl)-2-methylcyclobutanone 、 三甲基硅烷化重氮甲烷 在 scandium tris(trifluoromethanesulfonate) 、 盐酸 、 水 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 2.0h， 以74%的产率得到2-methyl-2-(4-chlorophenyl)cyclopentanone
  参考文献：
  名称：

  Catalytic and Regioselective Ring Expansion of Arylcyclobutanones with Trimethylsilyldiazomethane. Ligand-Dependent Entry to β-Ketosilane or Enolsilane Adducts

  摘要：

  Divergent reactivity is uncovered in the homologation of arylcyclobutanones with trimethylsilyldiazomethane. With Sc(OTf)(3) as catalyst, enolsilanes are obtained with a high preference for methylene migration. By contrast, Sc(hfac)(3) gives beta-ketosilanes with both regio- and diastereocontrol. Each adduct affords the cyclopentanone upon hydrolysis.

  DOI：

  10.1021/ol101136a

文献信息

• Catalytic and Regioselective Ring Expansion of Arylcyclobutanones with Trimethylsilyldiazomethane. Ligand-Dependent Entry to β-Ketosilane or Enolsilane Adducts
  作者：Jennifer A. Dabrowski、David C. Moebius、Andrew J. Wommack、Anne F. Kornahrens、Jason S. Kingsbury

  DOI：10.1021/ol101136a

  日期：2010.8.20

  Divergent reactivity is uncovered in the homologation of arylcyclobutanones with trimethylsilyldiazomethane. With Sc(OTf)(3) as catalyst, enolsilanes are obtained with a high preference for methylene migration. By contrast, Sc(hfac)(3) gives beta-ketosilanes with both regio- and diastereocontrol. Each adduct affords the cyclopentanone upon hydrolysis.