2,5-Diethoxy-4-methylbenzaldehyd | 157202-54-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,5-Diethoxy-4-methylbenzaldehyd
• 英文别名: 2,5-Diethoxy-4-methylbenzaldehyde
• CAS: 157202-54-5
• 化学式: C₁₂H₁₆O₃
• 分子量: 208.257
• InChiKey: PKHNAYHOMORGPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  苯胺 、 2,5-Diethoxy-4-methylbenzaldehyd 以89%的产率得到(E)-2,5-Diethoxy-4-methyl-N-phenylbenzaldimin
  参考文献：
  名称：

  2,5-Dialkoxysubstituierte Oligo- und Poly(1,4-phenylenethenylen)e

  摘要：

  O-Alkylation and regioselective Rieche formylation of 2-methylhydroquinone (1) yields the 2,5-dialkoxy-4-methylbenzaldehydes 4a-j. The corresponding azomethines 5a-j enter in a strongly alkaline medium a self-condensation reaction leading to the title compounds 6/7a-j. These conjugated oligomers and polymers possess highly regular structures with exclusively (E)-configurated double bonds. GPC, IR, H-1-, C-13-NMR and MS-FD measurements were used for their characterization. Somewhat different results were obtained for the similarly prepared Schiff base 51 which contains chlorine substituents in the side chains. Cleavage of hydrogen chloride leads not only to unsaturated alkoxy groups; additionally, cyclization reactions (51 --> 81) are observed.

  DOI：

  10.1002/prac.19943360311
• 作为产物：
  描述：

  甲基氢醌 在 氢氧化钾 、 四氯化锡 、 甲基三辛基氯化铵 作用下， 反应 26.5h， 生成 2,5-Diethoxy-4-methylbenzaldehyd
  参考文献：
  名称：

  2,5-Dialkoxysubstituierte Oligo- und Poly(1,4-phenylenethenylen)e

  摘要：

  O-Alkylation and regioselective Rieche formylation of 2-methylhydroquinone (1) yields the 2,5-dialkoxy-4-methylbenzaldehydes 4a-j. The corresponding azomethines 5a-j enter in a strongly alkaline medium a self-condensation reaction leading to the title compounds 6/7a-j. These conjugated oligomers and polymers possess highly regular structures with exclusively (E)-configurated double bonds. GPC, IR, H-1-, C-13-NMR and MS-FD measurements were used for their characterization. Somewhat different results were obtained for the similarly prepared Schiff base 51 which contains chlorine substituents in the side chains. Cleavage of hydrogen chloride leads not only to unsaturated alkoxy groups; additionally, cyclization reactions (51 --> 81) are observed.

  DOI：

  10.1002/prac.19943360311

文献信息

• Lang, Michael; Kretzschmann, Holger; Meier, Herbert, Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 1994, vol. 253, p. 11 - 18
  作者：Lang, Michael、Kretzschmann, Holger、Meier, Herbert

  DOI：——

  日期：——
• 2,5-Dialkoxysubstituierte Oligo- und Poly(1,4-phenylenethenylen)e
  作者：H. Kretzschmann、H. Meier

  DOI：10.1002/prac.19943360311

  日期：——

  O-Alkylation and regioselective Rieche formylation of 2-methylhydroquinone (1) yields the 2,5-dialkoxy-4-methylbenzaldehydes 4a-j. The corresponding azomethines 5a-j enter in a strongly alkaline medium a self-condensation reaction leading to the title compounds 6/7a-j. These conjugated oligomers and polymers possess highly regular structures with exclusively (E)-configurated double bonds. GPC, IR, H-1-, C-13-NMR and MS-FD measurements were used for their characterization. Somewhat different results were obtained for the similarly prepared Schiff base 51 which contains chlorine substituents in the side chains. Cleavage of hydrogen chloride leads not only to unsaturated alkoxy groups; additionally, cyclization reactions (51 --> 81) are observed.