5-benzylidene-3,4-bis(2,5-dimethylthiophen-3-yl)furan-2(5H)-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 5-benzylidene-3,4-bis(2,5-dimethylthiophen-3-yl)furan-2(5H)-one
• 英文别名: (5Z)-5-benzylidene-3,4-bis(2,5-dimethylthiophen-3-yl)furan-2-one
• 化学式: C₂₃H₂₀O₂S₂
• 分子量: 392.543
• InChiKey: FDDKNBKEBCUJJS-NDENLUEZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  82.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-benzylidene-3,4-bis(2,5-dimethylthiophen-3-yl)furan-2(5H)-one 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以86%的产率得到4,5-bis(2,5-dimethyl-3-thienyl)-2-phenylcyclopent-4-ene-1,3-dione
  参考文献：
  名称：

  Synthesis of photochromic dihetarylethenes with a cyclopentenedione bridge fragment

  摘要：

  Dihetarylsubstituted furanones 1 treated with sodium methylate undergo rearrangement to cyclopentenediones 2, the alkylation of which leads to corresponding photochromic derivatives 3.

  DOI：

  10.1016/j.mencom.2007.09.019
• 作为产物：
  描述：

  2,5-二甲基噻吩 在 哌啶 、 三氯化铝 、 potassium carbonate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 5-benzylidene-3,4-bis(2,5-dimethylthiophen-3-yl)furan-2(5H)-one
  参考文献：
  名称：

  Synthesis and properties of dihetaryl-substituted furanones. Synthesis of photochromic dithienylethenes containing a furanone bridging fragment

  摘要：

  The reaction of 2,5-dimethylthiophen-3-ylacetic acid with 2,5-dimethylthiophen-3-ylacetyl chloride gave 3,4-bis(2,5-dimethylthiophen-3-yl)furan-2(5H)-one which was converted into a series of 5-methylidene and 5-arylmethylidene derivatives.

  DOI：

  10.1134/s1070428006120104

文献信息

• Synthesis and properties of dihetaryl-substituted furanones. Synthesis of photochromic dithienylethenes containing a furanone bridging fragment
  作者：M. M. Krayushkin、D. V. Pashchenko、B. V. Lichitskii、T. M. Valova、Yu. P. Strokach、V. A. Barachevskii

  DOI：10.1134/s1070428006120104

  日期：2006.12

  The reaction of 2,5-dimethylthiophen-3-ylacetic acid with 2,5-dimethylthiophen-3-ylacetyl chloride gave 3,4-bis(2,5-dimethylthiophen-3-yl)furan-2(5H)-one which was converted into a series of 5-methylidene and 5-arylmethylidene derivatives.
• Synthesis of photochromic dihetarylethenes with a cyclopentenedione bridge fragment
  作者：Mikhail M. Krayushkin、Denis V. Pashchenko、Boris V. Lichitsky、Masahiro Irie、Ludmila G. Vorontsova、Zoya A. Starikova

  DOI：10.1016/j.mencom.2007.09.019

  日期：2007.9

  Dihetarylsubstituted furanones 1 treated with sodium methylate undergo rearrangement to cyclopentenediones 2, the alkylation of which leads to corresponding photochromic derivatives 3.