1-(1-adamantyl)pentane-1,3-dione | 1039838-72-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(1-adamantyl)pentane-1,3-dione
• CAS: 1039838-72-6
• 化学式: C₁₅H₂₂O₂
• mdl: MFCD11185086
• 分子量: 234.338
• InChiKey: ARQFKMDYVLZVDM-UHFFFAOYSA-N

物化性质

• 熔点：
  104-106 °C(Solvent: Ethanol)
• 沸点：
  342.1±15.0 °C(Predicted)
• 密度：
  1.104±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.866
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(1-adamantyl)pentane-1,3-dione 在 hydrazine hydrate 作用下， 生成 5-(1-adamantyl)-3-ethyl-1H-pyrazole
  参考文献：
  名称：

  Synthesis of difluoroboron adamantyl-containing complexes and pyrazoles based thereon

  摘要：

  One-stage synthesis has been developed for the preparation of adamantyl-containing difluoroboron complexes of 1,3-dicarbonyl compounds from 1-(1-adamantyl)ethanone, boron trifluoride etherate, and carboxylic acids anhydrides. The reaction of the complexes with hydrazine hydrate and its derivatives afforded the corresponding adamantyl-containing pyrazoles.

  DOI：

  10.1134/s1070428014110165
• 作为产物：
  描述：

  1-金刚烷甲酮 在 sodium carbonate 作用下， 以 异丙醇 为溶剂， 反应 10.0h， 生成 1-(1-adamantyl)pentane-1,3-dione
  参考文献：
  名称：

  Synthesis of difluoroboron adamantyl-containing complexes and pyrazoles based thereon

  摘要：

  One-stage synthesis has been developed for the preparation of adamantyl-containing difluoroboron complexes of 1,3-dicarbonyl compounds from 1-(1-adamantyl)ethanone, boron trifluoride etherate, and carboxylic acids anhydrides. The reaction of the complexes with hydrazine hydrate and its derivatives afforded the corresponding adamantyl-containing pyrazoles.

  DOI：

  10.1134/s1070428014110165

文献信息

• Ion exchange resin-catalyzed synthesis of bridged tetraoxanes possessing in vitro cytotoxicity against HeLa cancer cells
  作者：Vera A. Vil’、Ivan A. Yaremenko、Dmitri I. Fomenkov、Dmitri O. Levitsky、Fabrice Fleury、Alexander O. Terent’ev

  DOI：10.1007/s10593-020-02722-4

  日期：2020.6

  Bridged 1,2,4,5-tetraoxanes were prepared using available acidic ion exchange resin with high yields despite the possibility of peroxide decomposition under heterogeneous conditions. The bridged tetraoxanes demonstrated high cytotoxicity against HeLa cancer cells in vitro, which in some cases was higher than that of cisplatin, artesunate, and dihydroartemisinin.

  利用现有的酸性离子交换树脂制备了桥接的 1,2,4,5-四氧杂环己烷，尽管在异构条件下可能会发生过氧化物分解，但产量很高。桥接四氧杂环己烷在体外对 HeLa 癌细胞具有很强的细胞毒性，在某些情况下，其毒性高于顺铂、青蒿琥酯和双氢青蒿素。
• Synthesis of pyrazoles and pyrazolones from 1,3- and 1,4-diketones of the adamantane series
  作者：S. A. Kon’kov、I. K. Moiseev

  DOI：10.1134/s1070428009120124

  日期：2009.12

  Various pyrazole and dihydropyrazolones containing an adamantane fragment were synthesized from adamantyl-substituted 1,3- and 1,4-diketones, ethyl 4-(1-adamantyl)-2-R-4-oxobutanoates (R = CN, Ac), and ethyl 2-(1-adamantylcarbonyl)-4-oxo-4-phenylbutanoate.