1-Phenyl-1,6-dioxoocta-2,4-(E,E)-diene | 160196-17-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-Phenyl-1,6-dioxoocta-2,4-(E,E)-diene
• 英文别名: (2E,4E)-1-phenylocta-2,4-diene-1,6-dione
• CAS: 160196-17-8
• 化学式: C₁₄H₁₄O₂
• 分子量: 214.264
• InChiKey: QRJKMWGNSUVAHJ-JMQWPVDRSA-N

物化性质

• 沸点：
  353.520±34.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.048±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 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-Phenyl-1,6-dioxoocta-2,4-(E,E)-diene 以65%的产率得到
  参考文献：
  名称：

  Ong Chi Wi, Chen Chong Ming, Juang Shyh Shian, J. Org. Chem, 59 (1994) N 25, S 7915- 7916

  摘要：

  DOI：
• 作为产物：
  描述：

  2-乙基呋喃 、 2-二氮杂-1-苯乙酮 在 copper(II) sulfate 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以70%的产率得到1-Phenyl-1,6-dioxoocta-2,4-(E,E)-diene
  参考文献：
  名称：

  Novel Cyclopentenone Synthesis by Base-Catalyzed Cyclization of Dienediones

  摘要：

  DOI：

  10.1021/jo00104a059

文献信息

• Dienyl diketones as anticancer agents: synthesis and biological evaluation of some aromatic derivatives
  作者：Po Chuen Shieh、Chi Wi Ong

  DOI：10.1016/s0960-894x(99)00190-0

  日期：1999.5

  Aiming to develop anticancer agents, synthesis and in vitro evaluation of aromatic dienyl diketone derivatives were carried out. All the aromatic (Z,E)-dienyl diketones synthesized exhibit strong in vitro inhibition of tumor cell growth against Colon cell line. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Dienediones as Building Blocks of an Unfused Polyaromatic Furan Ring System with Tunable Regioselectivity
  作者：Chi Wi Ong、Chong-Ming Chen、Shyh Shiaan Juang

  DOI：10.1021/jo00115a032

  日期：1995.5

  The 1,6-dioxo (E,E)-diene has two available sites for isomerization td the (Z) configuration and can undergo an intramolecular acid-catalyzed cyclization to furanonium intermediates A and B, giving two distinct regioisomeric cyclized products. With unsubstituted aryl derivatives, unfused polyaromatic furans were obtained in good yield with HCl-AcOH. Aryl groups having electron-withdrawing substituents were found to give the opposite regioselectivity. In contrast, the reaction in p-TsOH-CH2Cl2 always resulted in a mixture of regioisomeric products, irrespective of the aryl substituents. Thus, the regioselectivity in the intramolecular cyclization of 1,6-dioxo 2,4-diene can be tuned by varying the aromatic substituents and the acid conditions.
• Novel Cyclopentenone Synthesis by Base-Catalyzed Cyclization of Dienediones
  作者：Chi Wi Ong、Chong Ming Chen、Shyh Shian Juang

  DOI：10.1021/jo00104a059

  日期：1994.12
• Ong Chi Wi, Chen Chong Ming, Juang Shyh Shian, J. Org. Chem, 59 (1994) N 25, S 7915- 7916
  作者：Ong Chi Wi, Chen Chong Ming, Juang Shyh Shian

  DOI：——

  日期：——