1-(4-isopropyl-3,5-dimethylphenyl)ethan-1-one | 58502-88-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-isopropyl-3,5-dimethylphenyl)ethan-1-one
• 英文别名: 1-(3,5-Dimethyl-4-propan-2-ylphenyl)ethanone；1-(3,5-dimethyl-4-propan-2-ylphenyl)ethanone
• CAS: 58502-88-8
• 化学式: C₁₃H₁₈O
• 分子量: 190.285
• InChiKey: ZKURWCMQOHEVNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  甲基碘化镁 、 1-(4-isopropyl-3,5-dimethylphenyl)ethan-1-one 生成 5-Isopropenyl-2-isopropyl-1,3-dimethyl-benzene
  参考文献：
  名称：

  Structural effects in solvolytic reactions. 16. The effect of conformation of the cyclopropyl, phenyl, and isopropyl substituents on their electronic contributions to the electron-deficient center

  摘要：

  DOI：

  10.1021/jo00872a026
• 作为产物：
  描述：

  5-异丙基间二甲苯 在 chromium(VI) oxide 、 硫酸 、 乙酸酐 、 溶剂黄146 作用下， 生成 1-(4-isopropyl-3,5-dimethylphenyl)ethan-1-one
  参考文献：
  名称：

  Structural effects in solvolytic reactions. 16. The effect of conformation of the cyclopropyl, phenyl, and isopropyl substituents on their electronic contributions to the electron-deficient center

  摘要：

  DOI：

  10.1021/jo00872a026

文献信息

• Efficient Synthesis of Sterically Hindered Arenes Bearing Acyclic Secondary Alkyl Groups by Suzuki-Miyaura Cross-Couplings
  作者：Chengxi Li、Tianyu Chen、Bowen Li、Guolan Xiao、Wenjun Tang

  DOI：10.1002/anie.201411518

  日期：2015.3.16

  Bulky P,PO ligands were designed to inhibit isomerization and reduction side reactions during the cross coupling between sterically hindered aryl halides and alkylboronic acids. Suzuki–Miyaura cross‐couplings between di‐ortho‐substituted aryl bromides and acyclic secondary alkylboronic acids have been achieved with high yields. The method has also enabled the preparation of ortho‐alkoxy di‐ortho‐substituted

  庞大的P，P = O配体设计用于在位阻芳基卤化物和烷基硼酸之间的交叉偶联过程中抑制异构化和还原副反应。高产率地实现了二邻位取代的芳基溴化物和无环仲烷基硼酸之间的Suzuki-Miyaura交叉偶联。该方法还能够以优异的收率制备带有异丙基的邻烷氧基双邻取代芳烃。合成方法的实用性已在雌酮的后期修饰中以及在向棉酚的新合成途径中的应用中得到了证明。
• [EN] METAL-CATALYZED CARBON-FLUORINE BOND FORMATION<br/>[FR] FORMATION DE LIAISON CARBONE-FLUOR CATALYSÉE PAR UN MÉTAL
  申请人：UNIV SINGAPORE

  公开号：WO2011008618A1

  公开（公告）日：2011-01-20

  One aspect of the invention relates to a metal-catalyzed conversion of aryl halides and sulfonates to the corresponding aryl fluorides. Another aspect of the invention relates to a metal-catalyzed conversion of heteroaryl halides and sulfonates to the corresponding heteroaryl fluorides. Another aspect of the invention relates to a metal-catalyzed conversion of vinyl halides and sulfonates to the corresponding vinyl fluorides. In certain embodiments, simple fluoride sources, such as AgF and CsF, are used. In certain embodiments, the transformations tolerate a wide range of functional groups, allowing for introduction of fluorine atoms into highly functionalized organic molecules.
• [EN] METAL-CATALYZED CARBON-FLUORINE BOND FORMATION<br/>[FR] FORMATION DE LIAISONS CARBONE-FLUORURE CATALYSÉE PAR UN MÉTAL
  申请人：MASSACHUSETTS INST TECHNOLOGY

  公开号：WO2011008725A2

  公开（公告）日：2011-01-20

  One aspect of the invention relates to a metal-catalyzed conversion of aryl halides and sulfonates to the corresponding aryl fluorides. Another aspect of the invention relates to a metal-catalyzed conversion of heteroaryl halides and sulfonates to the corresponding heteroaryl fluorides. Another aspect of the invention relates to a metal-catalyzed conversion of vinyl halides and sulfonates to the corresponding vinyl fluorides. In certain embodiments, simple fluoride sources, such as AgF and CsF, are used. In certain embodiments, the transformations tolerate a wide range of functional groups, allowing for introduction of fluorine atoms into highly functionalized organic molecules.