(1Z,5Z)-1,6-dihydroxy-1,6-bis(4-methylphenyl)hexa-1,5-diene-3,4-dione | 139266-62-9

• 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: (1Z,5Z)-1,6-dihydroxy-1,6-bis(4-methylphenyl)hexa-1,5-diene-3,4-dione
• 英文别名: (2Z,4Z)-1,6-di(4-methylphenyl)-3,4-dihydroxy-2,4-hexadiene-1,6-dione
• CAS: 139266-62-9
• 化学式: C₂₀H₁₈O₄
• 分子量: 322.361
• InChiKey: UUDSJDURPHNSSP-YZLQMOBTSA-N

物化性质

• 沸点：
  455.7±45.0 °C(Predicted)
• 密度：
  1.236±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.25
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  74.6
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (1Z,5Z)-1,6-dihydroxy-1,6-bis(4-methylphenyl)hexa-1,5-diene-3,4-dione 在 一水合肼 作用下， 以 水 为溶剂， 以80%的产率得到3-(4-methylphenyl)-5-[3-(4-methylphenyl)-1H-pyrazol-5-yl]-1H-pyrazole
  参考文献：
  名称：

  摘要：

  Reactions of 1,6-disubstituted 3,4-dihydroxy-2,4-hexadiene-1,6-diones with hydrazine hydrate or hydrochloride afforded heterocyclization products, 3,3'-bipyrazoles. The chemoselective reaction of 1,6-diaryl-3,4-dihydroxy-2,4-hexadiene-1,6-diones with arylhydrazines gave rise to 1,1',5,5'-tetraaryl-3,3'-bipyrazoles and 1,5-diaryl-3-aroylacetylpyrazoles. The specific structural features of the pyrazole derivatives obtained are discussed. Some pyrazoles show bacteriostatic and antileukemic activity.

  DOI：

  10.1023/a:1013431407273
• 作为产物：
  描述：

  5-(4-甲基苯基)呋喃-2,3-二酮 在 N,N'-二硝基乙二胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 3.0h， 以44%的产率得到(1Z,5Z)-1,6-dihydroxy-1,6-bis(4-methylphenyl)hexa-1,5-diene-3,4-dione
  参考文献：
  名称：

  1,3,4,6-Tetracarbonyl Compounds. I. The Novel Synthesis of 1,6-Diaryl-3,4-dihydroxy-hexa-2,4-diene-1,6-diones from 5-Aryl-furan-2,3-diones

  摘要：

  DOI：

  10.1002/prac.19933350813

文献信息

• Chemistry of 2-methylene-2,3-dihydro-3-furanones
  作者：E. N. Kozminykh、N. M. Igidov、G. A. Shavkunova、V. O. Kozminykh

  DOI：10.1007/bf02495929

  日期：1997.7

  2-p-Chlorobenzoylmethylene-5-phenyl-2,3-dihydro-3-furanone reacts with arylamines or N-arylideneamines to form the products of ring opening, 1,6-diaryl-1-arylamino-4-hydroxy-1,4-hexadiene-3,6-diones. The reaction of 5-aryl-2-p-chlorobenzoylmethylene-2,3-dihydro-3-furanones with o-aminophenol afforded 3-p-chlorobenzoylmethylene-3,4-dihydro-2H-benzo[b]-1,4-oxazin-2-one. Nucleophilic attack of amines is directed either to electrophilic centers at the C(5) and C(2) atoms or to the carbonyl group of the 2-phenacylidene substituent of the 3-oxofuran ring.
• 1,3,4,6-tetracarbonyl compounds. 3. synthesis, structural features, and antimicrobial activity of 1,6-diaryl-3,4-dihydroxy-2,4-hexadiene-1,6-diones
  作者：N. M. Igidov、E. N. Koz'minykh、O. A. Sof'ina、T. M. Shironina、V. O. Koz'minykh

  DOI：10.1007/bf02251994

  日期：1999.11
• Tetracarbonyl Systems: VII. Reactions of 1,3,4,6-Tetracarbonyl Compounds with o-Aminothiophenol in the Synthesis of Regioisomeric 3(2)-Aroylmethylene-1,4-benzothiazin-2(3)ones
  作者：V. O. Kozminykh、N. M. Igidov、E. N. Kozminykh

  DOI：10.1023/b:rujo.0000003166.58756.fa

  日期：2003.6

  In reaction of 1,6-diaryl-3,4-dihydroxy-2,4-hexadiene-1,6-diones with o-aminothiophenol (3Z)-3-aroylmethylene-3,4-dihydro-2H-1,4-benzothiazin-2-ones were obtained in a preparative yield. In solution of the latter compounds an enamine-imine tautomerism was observed. In reaction of ethyl esters or an-fides of 2-substituted 6-aryl-3,4-dihydroxy-6-oxo-2,4-hexadienoic acids with the o-aminothiophenol regioisomeric 2-aroylmethylene-2H-1,4-benzothiazin-3(4H)-ones were formed.