4-Hydroxy-[1,1';4',1'']terphenyl-2,3-dicarboxylic acid dimethyl ester | 194221-04-0

• 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: 4-Hydroxy-[1,1';4',1'']terphenyl-2,3-dicarboxylic acid dimethyl ester
• 英文别名: Dimethyl 3-hydroxy-6-(4-phenylphenyl)benzene-1,2-dicarboxylate
• CAS: 194221-04-0
• 化学式: C₂₂H₁₈O₅
• 分子量: 362.382
• InChiKey: CUQKWCLUPGVIEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-Hydroxy-[1,1';4',1'']terphenyl-2,3-dicarboxylic acid dimethyl ester 在 copper(l) iodide 、 potassium carbonate 、 potassium iodide 作用下， 以 N,N-二甲基苯胺 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 dimethyl 6-([1,1'-biphenyl]-4-yl)-2,2-dimethyl-2H-chromene-7,8-dicarboxylate
  参考文献：
  名称：

  Synthesis and Spectrokinetic Studies of a New Family of Dimethyl [2H]-Chromenes: Dimethyl 6-Aryl-2,2Dimethyl-[2H]-Chromene-7,8-Dicarboxylates

  摘要：

  The synthesis of a series of dimethyl 6-aryl-2,2-dimethyl-[2H]-chromene-7,8-dicarboxylates is described. The photochromic properties of this new family of dimethyl-[2H]-chromenes have been studied in solution, under continuous irradiation. The presence of the methoxycarbonyl groups was shown to stabilise the coloured forms. The fading rates are generally low in comparison with the standard "naked" chromenes in the same experimental conditions. This stabilisation depends on the solvent used. We could observe the presence of one permanent opened form. Moreover, it seems that the synthesised molecules have a strong resistance toward photodegradation.

  DOI：

  10.1080/10587250008023846
• 作为产物：
  描述：

  2-([1,1'-biphenyl]-4-yl)furan 、 丁炔二酸二甲酯 在 zinc(II) iodide 作用下， 以 二氯甲烷 为溶剂， 反应 90.0h， 以81%的产率得到4-Hydroxy-[1,1';4',1'']terphenyl-2,3-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  A Convenient Synthesis of Polysubstituted Phenylphenols from Substituted Anilines

  摘要：

  2' 和 4'- 取代的芳香族呋喃在路易斯酸存在下与 DMAD 发生反应，生成产率很高的 Diels-Alder 加合物；随后通过自发或酸诱导的δ-消除反应生成多取代的苯酚。

  DOI：

  10.1055/s-1997-1403

文献信息

• ——
  作者：Alain Maggiani、Arlette Tubul、Pierre Brun

  DOI：10.1002/(sici)1522-2675(20000315)83:3<650::aid-hlca650>3.0.co;2-u

  日期：2000.3.15

  A series of dimethyl 6-aryl-2,2dimethyl-2N-chromene-7,8-dicarboxylates were synthesized, and the photochromic properties of this new family of dimethyl-2H-chromenes were studied under continuous irradiation. The presence of the methoxycarbonyl groups was shown to stabilize the colored forms. This stabilization depended on the solvent, and in two cases the formation of long-lived opened forms was observed. Under irradiation with a mercury lamp, this family of 2H-chromenes showed a strong resistance: to photodegradation.
• Synthesis and Spectrokinetic Studies of a New Family of Dimethyl [2<i>H</i>]-Chromenes: Dimethyl 6-Aryl-2,2Dimethyl-[2<i>H</i>]-Chromene-7,8-Dicarboxylates
  作者：Alain Maggiani、Arlette Tubul、Pierre Brun、André Samat

  DOI：10.1080/10587250008023846

  日期：2000.6.1

  The synthesis of a series of dimethyl 6-aryl-2,2-dimethyl-[2H]-chromene-7,8-dicarboxylates is described. The photochromic properties of this new family of dimethyl-[2H]-chromenes have been studied in solution, under continuous irradiation. The presence of the methoxycarbonyl groups was shown to stabilise the coloured forms. The fading rates are generally low in comparison with the standard "naked" chromenes in the same experimental conditions. This stabilisation depends on the solvent used. We could observe the presence of one permanent opened form. Moreover, it seems that the synthesised molecules have a strong resistance toward photodegradation.
• A Convenient Synthesis of Polysubstituted Phenylphenols from Substituted Anilines
  作者：Alain Maggiani、Arlette Tubul、Pierre Brun

  DOI：10.1055/s-1997-1403

  日期：1997.6

  2' and 4'-Substituted arylfurans react with DMAD in the presence of Lewis acid to afford Diels-Alder adducts with good yields; a subsequent spontaneous or an acid-induced β-elimination leads to polysubstituted phenylphenols.

  2' 和 4'- 取代的芳香族呋喃在路易斯酸存在下与 DMAD 发生反应，生成产率很高的 Diels-Alder 加合物；随后通过自发或酸诱导的δ-消除反应生成多取代的苯酚。