1-(2-methyl-1-cyclopentenyl)-2-pentanone | 140902-52-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2-methyl-1-cyclopentenyl)-2-pentanone
• 英文别名: 1-(2-Methylcyclopenten-1-yl)pentan-2-one；1-(2-methylcyclopenten-1-yl)pentan-2-one
• CAS: 140902-52-9
• 化学式: C₁₁H₁₈O
• 分子量: 166.263
• InChiKey: CTDPRDYAWIMRSB-UHFFFAOYSA-N

物化性质

• 沸点：
  231.8±19.0 °C(Predicted)
• 密度：
  0.912±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 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：

  丁酸乙酯 、 以76%的产率得到1-(2-methyl-1-cyclopentenyl)-2-pentanone
  参考文献：
  名称：

  Reactions of magnesium complexes of 1,2-dimethylenecycloalkanes with carboxylic esters: the formation of a versatile intermediate capable of generating fused rings or .beta.,.gamma.-unsaturated ketones

  摘要：

  DOI：

  10.1021/ja00037a066

文献信息

• Reactions of Substituted (2-Butene-1,4-diyl)magnesium Complexes with Carboxylic Esters and Lactones: Formation of a Versatile Intermediate Capable of Generating Substituted Cyclopentenols, Fused-Ring Cyclopentenols, or .beta.,.gamma.-Unsaturated Ketones
  作者：Reuben D. Rieke、Matthew S. Sell、Heping Xiong

  DOI：10.1021/ja00125a001

  日期：1995.5

  Reaction of the magnesium complexes of substituted 1,3-dienes with either carboxylic esters or lactones at low temperature (-78 to -10 degrees C) generates the magnesium salt of a cyclopropanol (4). This intermediate can either be trapped as an acetate of the cyclopropanol (9) or it can be heated to yield substituted cyclopentenols. Moreover, when this intermediate is protonated, it undergoes an intramolecular rearrangement to yield beta,gamma-unsaturated ketones. Accordingly, this protocol allows the generation of a wide range of complex molecules from a single intermediate in high isolated yields.
• Reactions of magnesium complexes of 1,2-dimethylenecycloalkanes with carboxylic esters: the formation of a versatile intermediate capable of generating fused rings or .beta.,.gamma.-unsaturated ketones
  作者：Heping Xiong、Reuben D. Rieke

  DOI：10.1021/ja00037a066

  日期：1992.5