trans-2,2-dimethyl-3-acetylcyclobutylethanoic acid

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: trans-2,2-dimethyl-3-acetylcyclobutylethanoic acid
• 英文别名: trans-pinonic acid；2-[(1R,3S)-3-acetyl-2,2-dimethylcyclobutyl]acetic acid
• 化学式: C₁₀H₁₆O₃
• 分子量: 184.235
• InChiKey: SIZDUQQDBXJXLQ-HTQZYQBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (+)-cis-pinononoic acid 在 potassium carbonate 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 14.0h， 生成 trans-2,2-dimethyl-3-acetylcyclobutylethanoic acid
  参考文献：
  名称：

  Radical Chemistry Based on (+)-cis-Pinononic and (+)-CIS-Pinonic Acids

  摘要：

  A high yield method for the preparation of (+)-cis-pinononic acid starting from the inexpensive (+)-alpha-pinene has been developed. The capture of the cyclobutyl radical from decarboxylation of (+)-cis-pinononic acid has been investigated. Moreover the radical decarboxylation of (+)-cis-pinonic acid to the corresponding nor-alkane was studied.

  DOI：

  10.1080/00397919608003550

文献信息

• Radical Chemistry Based on (+)-<i>cis</i>-Pinononic and (+)-<i>CIS</i>-Pinonic Acids
  作者：Derek H. R. Barton、Giovanni Fontana

  DOI：10.1080/00397919608003550

  日期：1996.5

  A high yield method for the preparation of (+)-cis-pinononic acid starting from the inexpensive (+)-alpha-pinene has been developed. The capture of the cyclobutyl radical from decarboxylation of (+)-cis-pinononic acid has been investigated. Moreover the radical decarboxylation of (+)-cis-pinonic acid to the corresponding nor-alkane was studied.