2,5-Dioctyloxy-4-methylbenzaldehyd | 138001-96-4

• 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-Dioctyloxy-4-methylbenzaldehyd
• 英文别名: 4-Methyl-2,5-bis(octyloxy)benzaldehyde；4-methyl-2,5-dioctoxybenzaldehyde
• CAS: 138001-96-4
• 化学式: C₂₄H₄₀O₃
• 分子量: 376.58
• InChiKey: ILVNMIVFJIYEDH-UHFFFAOYSA-N

物化性质

• 沸点：
  495.6±40.0 °C(Predicted)
• 密度：
  0.949±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  27
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 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：

  2,5-Dioctyloxy-4-methylbenzaldehyd 、 苯胺 以100%的产率得到(E)-4-Methyl-2,5-dioctyloxy-N-phenylbenaldimin
  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-Dioctyloxy-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

• A new synthesis of soluble poly(1,4-phenylenevinylene)s and poly(2,5-pyrimidinylenevinylene)s
  作者：Holger Kretzschmann、Herbert Meier

  DOI：10.1016/s0040-4039(00)93427-0

  日期：1991.9

  Alkoxy-substituted 4-methylbenzylideneanilines 2a-f and their pyrimidine analogues 2g,h show an efficient selfcondensation in the alkaline medium KOC(CH3)3/DMF. The totally stereoselective reaction yields 3a-h which are transformed by acidic work-up to 4a-h. A narrow distribution of the molecular weight can be achieved.

  烷氧基取代的4-甲基亚苄基苯胺2a-f及其嘧啶类似物2g，h在碱性介质KOC（CH 3）3 / DMF中显示出有效的自缩合。完全立体选择反应产生3a-h，其通过酸性处理转化为4a-h。可以实现分子量的窄分布。
• 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：——