1-(2-羟基-6-甲氧基-苯基)-3-苯基-丙烷-1,3-二酮 | 93012-47-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 中文名称: 1-(2-羟基-6-甲氧基-苯基)-3-苯基-丙烷-1,3-二酮
• 英文名称: 1-(2-hydroxy-6-methoxyphenyl)-3-phenylpropane-1,3-dione
• CAS: 93012-47-6
• 化学式: C₁₆H₁₄O₄
• 分子量: 270.285
• InChiKey: YDNKGRXLNBGGNU-UHFFFAOYSA-N

物化性质

• 熔点：
  102 °C
• 沸点：
  460.9±35.0 °C(Predicted)
• 密度：
  1.232±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2-羟基-6-甲氧基-苯基)-3-苯基-丙烷-1,3-二酮 在 硫酸 、 溶剂黄146 作用下， 生成 5-甲氧基黄酮
  参考文献：
  名称：

  Epoxidation of flavones by dimethyldioxirane

  摘要：

  The synthesis of epoxides 2 by epoxidation of flavones 1 with isolated dimethyldioxirane (as acetone solution) at subambient temperatures is reported. These labile epoxides were isolated and completely characterized by UV, IR, H-1 and C-13 NMR, MS, and C, H analyses. Warming to room temperature led to rearrangement to afford quantitatively the 3-hydroxyflavones 3b,h,i,n. Treatment of the epoxides 2b,f with methanol led to the 3-hydroxy-2-methoxyflavanones 4b,f as a mixture of cis and trans isomers.

  DOI：

  10.1021/jo00026a020
• 作为产物：
  描述：

  1-(2-benzoyloxy-6-methoxy-phenyl)-ethanone 在 potassium tert-butylate 作用下， 生成 1-(2-羟基-6-甲氧基-苯基)-3-苯基-丙烷-1,3-二酮
  参考文献：
  名称：

  A convenient large-scale synthesis of 5-methoxyflavone and its application to analog preparation

  摘要：

  DOI：

  10.1021/jo00079a041

文献信息

• Transition-Metal-Free Photoinduced Intramolecular Annulation of 2,3-Di(hetero)arylchromen-4-one
  作者：Jie Han、Tao Wang、Yong Liang、Ying Li、Chenchen Li、Rui Wang、Siqi Feng、Zunting Zhang

  DOI：10.1021/acs.orglett.7b01531

  日期：2017.7.7

  An efficient transition-metal-free photoinduced intracyclization of 4H-chromen-4-ones in EtOH-H2O (7:1, v/v) at ambient temperature for the construction of complicated fused-ring heteroaromatics. is established. The reaction proceeds smoothly without requiring any catalysts/additives.
• Jerzmanowska; Michalska, Chemistry and industry, 1958, p. 132
  作者：Jerzmanowska、Michalska

  DOI：——

  日期：——
• Epoxidation of flavones by dimethyldioxirane
  作者：Waldemar Adam、Dieter Golsch、Lazaros Hadjiarapoglou、Tamas Patonay

  DOI：10.1021/jo00026a020

  日期：1991.12

  The synthesis of epoxides 2 by epoxidation of flavones 1 with isolated dimethyldioxirane (as acetone solution) at subambient temperatures is reported. These labile epoxides were isolated and completely characterized by UV, IR, H-1 and C-13 NMR, MS, and C, H analyses. Warming to room temperature led to rearrangement to afford quantitatively the 3-hydroxyflavones 3b,h,i,n. Treatment of the epoxides 2b,f with methanol led to the 3-hydroxy-2-methoxyflavanones 4b,f as a mixture of cis and trans isomers.
• A convenient large-scale synthesis of 5-methoxyflavone and its application to analog preparation
  作者：Jeffrey J. Ares、Pamela E. Outt、Sunil V. Kakodkar、Robert C. Buss、Jeffrey C. Geiger

  DOI：10.1021/jo00079a041

  日期：1993.12