1-(4-methylphenyl)-3-(4-fluorophenyl)propane-1,3-dione | 1097052-57-7

• 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
• 英文名称: 1-(4-methylphenyl)-3-(4-fluorophenyl)propane-1,3-dione
• 英文别名: 1-(4-Fluorophenyl)-3-(4-methylphenyl)-1,3-propanedione；1-(4-fluorophenyl)-3-(4-methylphenyl)propane-1,3-dione
• CAS: 1097052-57-7
• 化学式: C₁₆H₁₃FO₂
• mdl: MFCD12632696
• 分子量: 256.276
• InChiKey: VFNXBQXLSLFPGF-UHFFFAOYSA-N

物化性质

• 沸点：
  413.7±30.0 °C(Predicted)
• 密度：
  1.178±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-methylphenyl)-3-(4-fluorophenyl)propane-1,3-dione 在 potassium fluoride 、 水 、 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以80%的产率得到1-(4-fluorophenyl)-2-hydroxy-3-(p-tolyl)propane-1,3-dione
  参考文献：
  名称：

  2-Hydroxylation of 1,3-Diketones with Atmospheric Oxygen

  摘要：

  An efficient method for the 2-hydroxylation of 1,3-diketones by using atmospheric oxygen as an oxidant under transition-metal-free condition is described. The protocol has the advantages of using an inexpensive and stable oxidant, producing high yields, and requiring ecofriendly conditions.

  DOI：

  10.1055/s-0035-1560647
• 作为产物：
  描述：

  对甲基苯甲酸甲酯 、 4-氟苯乙酮 在 sodium methylate 作用下， 以 甲醇 、 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 5.0h， 生成 1-(4-methylphenyl)-3-(4-fluorophenyl)propane-1,3-dione
  参考文献：
  名称：

  2-Hydroxylation of 1,3-Diketones with Atmospheric Oxygen

  摘要：

  An efficient method for the 2-hydroxylation of 1,3-diketones by using atmospheric oxygen as an oxidant under transition-metal-free condition is described. The protocol has the advantages of using an inexpensive and stable oxidant, producing high yields, and requiring ecofriendly conditions.

  DOI：

  10.1055/s-0035-1560647

文献信息

• Preparation and structures of some new 1H-pyrazole derivatives
  作者：Dun-Jia Wang、Yan-Fang Kang、Chun-Yang Zheng、Xian-Hong Wei

  DOI：10.1007/s11164-012-0758-8

  日期：2013.7

  Some new 3,5-diaryl-1H-pyrazoles were prepared from aryl methyl ketones via Claisen condensation with aromatic esters and followed by cyclization with hydrazine monohydrate. Their structures were confirmed by IR, 1H NMR spectroscopy, mass spectrometry and elemental analysis. The X-ray structure for 3(5)-(4-tert-butylphenyl)-5(3)-(4-methoxyphenyl)-1H-pyrazole (2b) was presented. The results show that

  一些新的3,5-二芳基-1 H-吡唑是由芳基甲基酮经克莱森与芳香族酯缩合制备的，然后与一水合肼环化。通过IR，1 H NMR光谱，质谱和元素分析确认了它们的结构。给出了3（5）-（4-叔丁基苯基）-5（3）-（4-甲氧基苯基）-1H-吡唑（2b）的X射线结构。结果表明，化合物2b以互变异构体I和II存在，其分子通过N–H··N分子间氢键连接，形成由互变异构体I和II组成的环状二聚体。
• Gold-Catalyzed Formal C−C Bond Insertion Reaction of 2-Aryl-2-diazoesters with 1,3-Diketones
  作者：Yuan-Yuan Ren、Mo Chen、Ke Li、Shou-Fei Zhu

  DOI：10.1002/asia.201800934

  日期：2018.9.17

  Brønsted acid to the reaction mixture improves the yield of the C−C bond insertion product. A reaction mechanism involving cyclopropanation of a gold carbenoid with an enolate and ring‐opening of the resulting donor–acceptor‐type cyclopropane intermediate is proposed. This mechanism differs from that of the traditional Lewis‐acid‐catalyzed C−C bond insertion reaction of diazo compounds with monocarbonyl

  重氮化合物与单羰基化合物的过渡金属催化形式C-C键插入反应已得到很好的建立，但是1,3-二酮的相关反应反而产生了C-H键插入产物。在这里，我们报告了一个协议，该协议涉及2芳基-2-重氮酸酯与1,3-二酮的金催化形式的C-C键插入反应，该反应可有效地接触具有全碳四元中心的多羰基化合物。芳基酯部分在异常的化学选择性中起关键作用，向反应混合物中添加布朗斯台德酸可提高C-C键插入产物的收率。提出了一种反应机制，包括金类胡萝卜素与烯醇的环丙烷化和所得供体-受体型环丙烷中间体的开环。
• Preparation and spectroscopic properties of some new diaroylmethanatoboron difluoride derivatives
  作者：Dun-Jia Wang、Ben-Po Xu、Xian-Hong Wei、Jing Zheng

  DOI：10.1016/j.jfluchem.2012.04.010

  日期：2012.8

  Five diaroylmethanatoboron difluoride derivatives were prepared from aryl methyl ketones via Claisen condensation with aromatic esters and followed by complexation with boron trifluoride etherate. Their structures and spectroscopic properties were studied by elemental analysis, IR, NMR, ESI–MS, UV and fluorescence spectroscopy. The results showed that these boron complexes had strong fluorescent peaks

  由芳基甲基酮经克莱森与芳香族酯缩合，然后与三氟化硼醚化物络合，制得五种二芳基甲基氨基硼酸二氟化物衍生物。通过元素分析，IR，NMR，ESI-MS，UV和荧光光谱研究了它们的结构和光谱性质。结果表明，这些硼配合物在氯仿中的400–500 nm范围内具有很强的荧光峰，并且量子产率很高。与含有苯基的硼配合物相比，含有萘基的硼配合物的发射峰表现出相当大的红移。
• 2-Hydroxylation of 1,3-Diketones with Atmospheric Oxygen
  作者：Zheng Li、Tianpeng Li、Jiasheng Li、Lili He、Xianggui Jia、Jingya Yang

  DOI：10.1055/s-0035-1560647

  日期：——

  An efficient method for the 2-hydroxylation of 1,3-diketones by using atmospheric oxygen as an oxidant under transition-metal-free condition is described. The protocol has the advantages of using an inexpensive and stable oxidant, producing high yields, and requiring ecofriendly conditions.