levulinic acid-(4-phenyl-phenacyl ester) | 56159-26-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: levulinic acid-(4-phenyl-phenacyl ester)
• 英文别名: Laevulinsaeure-(4-phenyl-phenacylester)；p-Phenyl-phenacyl-levulinat；4-Oxopentanoic acid, 2-(1,1'-biphenyl-4-yl)-2-oxoethyl ester；[2-oxo-2-(4-phenylphenyl)ethyl] 4-oxopentanoate
• CAS: 56159-26-3
• 化学式: C₁₉H₁₈O₄
• 分子量: 310.35
• InChiKey: ZPXXKAHWCUHSDI-UHFFFAOYSA-N

物化性质

• 熔点：
  91-92 °C
• 沸点：
  484.9±25.0 °C(Predicted)
• 密度：
  1.152±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  乙酰丙酸 、 2-溴-4-苯基乙酰苯 以 N,N-二甲基甲酰胺 为溶剂， 生成 levulinic acid-(4-phenyl-phenacyl ester)
  参考文献：
  名称：

  盲蛾的幼体激素的生物合成。从1- [14C]-丙酸酯到降解为单个碳原子衍生物的标记模式。

  摘要：

  AbstractIn the adult made cecropia moth, 1‐[14C]‐propionate is incorporated specifically into juvenile hormone I (1). By chemical degradation it was found that only C(7) and C(11) are labelled, each carbon atom bearing 50% of the radioactivity originally present in JH‐I. It is concluded that propionate serves as a precursor of homomevalonate, which in turn is a precursor for JH‐I. Application of 2‐[14C]‐propionate and 3‐[14C]‐propionate leads to extensive randomization of the label. Apparently propionate is metabolized such that C(2) and C(3) can be reused as smaller fragments–probably acetate–while C(1) is either highly diluted or removed from the propionate in a metabolically inactive form.

  DOI：

  10.1002/hlca.19750580407

文献信息

• Flue-cured Tobacco. I. Isolation of Solanesol, an Unsaturated Alcohol
  作者：R. L. Rowland、P. H. Latimer、J. A. Giles

  DOI：10.1021/ja01599a041

  日期：1956.9
• The caryophyllenes. Part XII. The structure of some derivatives of humulene
  作者：P. Clarke、G. R. Ramage

  DOI：10.1039/jr9540004345

  日期：——
• Biosynthesis of juvenile hormone in thececropia moth. labelling pattern from 1-[14C]-propionate through degradation to single carbon atom derivatives
  作者：Martin G. Peter、Karl H. Dahm

  DOI：10.1002/hlca.19750580407

  日期：1975.4.23

  AbstractIn the adult made cecropia moth, 1‐[14C]‐propionate is incorporated specifically into juvenile hormone I (1). By chemical degradation it was found that only C(7) and C(11) are labelled, each carbon atom bearing 50% of the radioactivity originally present in JH‐I. It is concluded that propionate serves as a precursor of homomevalonate, which in turn is a precursor for JH‐I. Application of 2‐[14C]‐propionate and 3‐[14C]‐propionate leads to extensive randomization of the label. Apparently propionate is metabolized such that C(2) and C(3) can be reused as smaller fragments–probably acetate–while C(1) is either highly diluted or removed from the propionate in a metabolically inactive form.