1,5-二(4-氯苯基)-1,3,5-戊烷三酮 | 1469-92-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1,5-二(4-氯苯基)-1,3,5-戊烷三酮
• 英文名称: 1,5-bis(4-chlorophenyl)-1,3,5-pentanetrione
• 英文别名: 1,5-di-(4-chlorophenyl)pentane-1,3,5-trione；1.5-Bis-(p-chlor-phenyl)-1.3-5-trioxo-pentan；1,5-Bis-(4-chlor-phenyl)-1,3,5-pentantrion；1,5-bis(4-chlorophenyl)pentane-1,3,5-trione
• CAS: 1469-92-7
• 化学式: C₁₇H₁₂Cl₂O₃
• 分子量: 335.186
• InChiKey: JVGXKNGROPICAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  51.2
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2914700090

反应信息

• 作为反应物：
  描述：

  1,5-二(4-氯苯基)-1,3,5-戊烷三酮 在 硫酸 作用下， 以84%的产率得到2,6-二(4-氯苯基)吡喃-4-酮
  参考文献：
  名称：

  New Strong Base Synthesis of Symmetrical 1,5-Diaryl-1,3,5-pentanetriones from Acetone and Benzoate Esters

  摘要：

  Lithium hexamethyldisilazide (LiHMDS) was used to condense substituted benzoate esters with acetone to afford symmetrical 1,5-diaryl-1,3,5-pentanetriones that were isolated, characterized (including a representative X-ray crystallographic analysis), and acid cyclized to the respective 2,6-diaryl-4H-pyran-4-ones.

  DOI：

  10.1080/00397910802138488
• 作为产物：
  描述：

  对氯苯甲酸甲酯 、 丙酮 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以60%的产率得到1,5-二(4-氯苯基)-1,3,5-戊烷三酮
  参考文献：
  名称：

  New Strong Base Synthesis of Symmetrical 1,5-Diaryl-1,3,5-pentanetriones from Acetone and Benzoate Esters

  摘要：

  Lithium hexamethyldisilazide (LiHMDS) was used to condense substituted benzoate esters with acetone to afford symmetrical 1,5-diaryl-1,3,5-pentanetriones that were isolated, characterized (including a representative X-ray crystallographic analysis), and acid cyclized to the respective 2,6-diaryl-4H-pyran-4-ones.

  DOI：

  10.1080/00397910802138488

文献信息

• Thermal Addition Reaction of Aroylketene with 1-Aryl-1-trimethylsilyloxyethylenes: Aromatic Substituent Effects of Aroylketene and Aryltrimethylsilyloxyethylene on Their Reactivity.
  作者：Toshiaki SAITOH、Taichi OYAMA、Kiyomi SAKURAI、Yosihiro NIIMURA、Mitsuru HINATA、Yoshie HORIGUCHI、Jun TODA、Takehiro SANO

  DOI：10.1248/cpb.44.956

  日期：——

  The thermal addition reaction of various aroylketenes (C) generated by the thermolysis of 5-aryldioxofurans (A) to 1-aryl-1-trimethylsilyloxyethylenes gave 1, 5-diarylpentane-1, 3, 5-triones (D) and 2, 6-diaryl-4H-pyran-4-ones (E). The introduction of electron withdrawing substituents in the aroylketene and of electron donating substituents facilitated the addition reaction. The observed substituent effects and the reaction mechanism are interpreted in terms of molecular orbital analyses.

  通过对5-芳基二氧呋喃（A）的热分解生成的多种芳酰基酮（C）与1-芳基-1-三甲基硅氧基乙烯的热加成反应，生成了1, 5-二芳基戊烷-1, 3, 5-三酮（D）和2, 6-二芳基-4H-吡喃-4-酮（E）。在芳酰基酮中引入电子拉电子取代基以及在反应中引入电子给体取代基促进了加成反应。观察到的取代基效应和反应机制通过分子轨道分析进行了解释。
• SKARE D.; LACAN M.; MEIC Z., CROAT. CHEM. ACTA <CCAC-AA>, 1975, 47, NO 2, 135-143
  作者：SKARE D.、 LACAN M.、 MEIC Z.

  DOI：——

  日期：——
• New Strong Base Synthesis of Symmetrical 1,5-Diaryl-1,3,5-pentanetriones from Acetone and Benzoate Esters
  作者：John D. Knight、Clyde R. Metz、Charles F. Beam、William T. Pennington、Donald G. VanDerveer

  DOI：10.1080/00397910802138488

  日期：2008.6.27

  Lithium hexamethyldisilazide (LiHMDS) was used to condense substituted benzoate esters with acetone to afford symmetrical 1,5-diaryl-1,3,5-pentanetriones that were isolated, characterized (including a representative X-ray crystallographic analysis), and acid cyclized to the respective 2,6-diaryl-4H-pyran-4-ones.