3,6-di(hydroxymethyl)-1,2-dimethoxy-4,5-dimethylbenzene | 1192601-00-5

• 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: 3,6-di(hydroxymethyl)-1,2-dimethoxy-4,5-dimethylbenzene
• 英文别名: [4-(Hydroxymethyl)-2,3-dimethoxy-5,6-dimethylphenyl]methanol；[4-(hydroxymethyl)-2,3-dimethoxy-5,6-dimethylphenyl]methanol
• CAS: 1192601-00-5
• 化学式: C₁₂H₁₈O₄
• 分子量: 226.273
• InChiKey: NKTBBPCHVSXTHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,6-di(hydroxymethyl)-1,2-dimethoxy-4,5-dimethylbenzene 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 以73%的产率得到2,3-dimethoxy-5,6-dimethylterephthalaldehyde
  参考文献：
  名称：

  Highly substituted Schiff base macrocycles via hexasubstituted benzene: a convenient double Duff formylation of catechol derivatives

  摘要：

  The synthesis of soluble, shape-persistent macrocycles is important for developing new materials. Double Duff formylation of 4,5-dialkylcatechol derivatives yields 3,6-diformyl-4,5-dialkylcatechols in moderate yields. These hexasubstituted aromatics are useful precursors to highly substituted Schiff base macrocycles. We illustrate convenient routes to these compounds as well as structural studies of two new macrocycles with alkyl substituents. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.07.094
• 作为产物：
  描述：

  3,6-diacetoxymethyl-1,2-dimethoxy-4,5-dimethylbenzene 在 lithium aluminium tetrahydride 、 水 作用下， 以 四氢呋喃 为溶剂， 以92%的产率得到3,6-di(hydroxymethyl)-1,2-dimethoxy-4,5-dimethylbenzene
  参考文献：
  名称：

  Highly substituted Schiff base macrocycles via hexasubstituted benzene: a convenient double Duff formylation of catechol derivatives

  摘要：

  The synthesis of soluble, shape-persistent macrocycles is important for developing new materials. Double Duff formylation of 4,5-dialkylcatechol derivatives yields 3,6-diformyl-4,5-dialkylcatechols in moderate yields. These hexasubstituted aromatics are useful precursors to highly substituted Schiff base macrocycles. We illustrate convenient routes to these compounds as well as structural studies of two new macrocycles with alkyl substituents. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.07.094

文献信息

• Highly substituted Schiff base macrocycles via hexasubstituted benzene: a convenient double Duff formylation of catechol derivatives
  作者：Kevin E. Shopsowitz、David Edwards、Amanda J. Gallant、Mark J. MacLachlan

  DOI：10.1016/j.tet.2009.07.094

  日期：2009.9

  The synthesis of soluble, shape-persistent macrocycles is important for developing new materials. Double Duff formylation of 4,5-dialkylcatechol derivatives yields 3,6-diformyl-4,5-dialkylcatechols in moderate yields. These hexasubstituted aromatics are useful precursors to highly substituted Schiff base macrocycles. We illustrate convenient routes to these compounds as well as structural studies of two new macrocycles with alkyl substituents. (C) 2009 Elsevier Ltd. All rights reserved.