4,4-Dimethyl-3-oxo-2-(2,4,6-trimethylphenyl)pentansaeure-methylester | 112794-82-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 4,4-Dimethyl-3-oxo-2-(2,4,6-trimethylphenyl)pentansaeure-methylester
• 英文别名: Methyl 4,4-dimethyl-3-oxo-2-(2,4,6-trimethylphenyl)pentanoate
• CAS: 112794-82-8
• 化学式: C₁₇H₂₄O₃
• 分子量: 276.376
• InChiKey: PXZFYBIAFGSLEB-UHFFFAOYSA-N

物化性质

• 沸点：
  361.2±37.0 °C(predicted)
• 密度：
  1.017±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  甲醇 、 2-Diazo-4,4-dimethyl-1-(2,4,6-trimethylphenyl)-1,3-pentandion 以 1,4-二氧六环 为溶剂， 以90%的产率得到4,4-Dimethyl-3-oxo-2-(2,4,6-trimethylphenyl)pentansaeure-methylester
  参考文献：
  名称：

  Decomposition of 2-diazo-1,3-diketones: Stereocontrol of the mechanism.

  摘要：

  Complete ''inversion'' of alkyl to aryl migratory tendency in Wolff rearrangement of diazodiketones with Z,Z-conformation was revealed by comparing decomposition behavior of the planar diazo tetralindione with its twisted acyclic analogues. Dramatic change in regioselectivity of this process was accompanied by the appearance of X-H insertion products in the reaction mixture. These data suggest that on the way from planar cyclic to highly skewed acyclic aroylacyldiazomethanes concerted Wolff rearrangement turns into a carbenic process.

  DOI：

  10.1016/s0040-4039(00)60116-8

文献信息

• Decomposition of 2-diazo-1,3-diketones: Stereocontrol of the mechanism.
  作者：Valerij A. Nikolaev、Vladimir V. Popik

  DOI：10.1016/s0040-4039(00)60116-8

  日期：1992.7

  Complete ''inversion'' of alkyl to aryl migratory tendency in Wolff rearrangement of diazodiketones with Z,Z-conformation was revealed by comparing decomposition behavior of the planar diazo tetralindione with its twisted acyclic analogues. Dramatic change in regioselectivity of this process was accompanied by the appearance of X-H insertion products in the reaction mixture. These data suggest that on the way from planar cyclic to highly skewed acyclic aroylacyldiazomethanes concerted Wolff rearrangement turns into a carbenic process.
• Meier, Herbert; Lauer, Wolfgang; Krause, Volker, Chemische Berichte, 1988, vol. 121, p. 1109 - 1114
  作者：Meier, Herbert、Lauer, Wolfgang、Krause, Volker

  DOI：——

  日期：——
• MEIER, HERBERT;LAUER, WOLFGANG;KRAUSE, VOLKER, CHEM. BER., 121,(1988) N 6, 1109-1114
  作者：MEIER, HERBERT、LAUER, WOLFGANG、KRAUSE, VOLKER

  DOI：——

  日期：——
• Popik, Vladimir V.; Nikolaev, Valerij A., Journal of the Chemical Society. Perkin transactions II, 1993, # 10, p. 1791 - 1794
  作者：Popik, Vladimir V.、Nikolaev, Valerij A.

  DOI：——

  日期：——