2-Isopropoxymethyl-3,6-dimethoxy-benzaldehyde | 195299-01-5

• 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: 2-Isopropoxymethyl-3,6-dimethoxy-benzaldehyde
• 英文别名: 3,6-Dimethoxy-2-(propan-2-yloxymethyl)benzaldehyde
• CAS: 195299-01-5
• 化学式: C₁₃H₁₈O₄
• 分子量: 238.284
• InChiKey: CGVXMEFALUKNHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Isopropoxymethyl-3,6-dimethoxy-benzaldehyde 在 碘代三甲硅烷 作用下， 以 二氯甲烷 为溶剂， 以60%的产率得到2-(Iodomethyl)-3,6-dimethoxybenzaldehyde
  参考文献：
  名称：

  Synthetic Study of Selective Benzylic Oxidation

  摘要：

  Oxidation of bisbenzyl ethers was studied using 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ). Compared to other benzylic oxidations such as Kornblum type reaction of benzyl bromides or MnO2 oxidation of benzyl alcohols, DDQ oxidation offered advantages of being mild and highly selective to provide monoaldehyde products. We have explored factors which influence the course of the reaction and exemplified the synthetic value of the approach by preparing a number of aromatic intermediates (7-8, 15-25).

  DOI：

  10.1021/jo962172d
• 作为产物：
  描述：

  2,3-Bis-isopropoxymethyl-1,4-dimethoxy-benzene 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 、 水 为溶剂， 以90%的产率得到2-Isopropoxymethyl-3,6-dimethoxy-benzaldehyde
  参考文献：
  名称：

  Synthetic Study of Selective Benzylic Oxidation

  摘要：

  Oxidation of bisbenzyl ethers was studied using 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ). Compared to other benzylic oxidations such as Kornblum type reaction of benzyl bromides or MnO2 oxidation of benzyl alcohols, DDQ oxidation offered advantages of being mild and highly selective to provide monoaldehyde products. We have explored factors which influence the course of the reaction and exemplified the synthetic value of the approach by preparing a number of aromatic intermediates (7-8, 15-25).

  DOI：

  10.1021/jo962172d

文献信息

• Synthetic Study of Selective Benzylic Oxidation
  作者：Wuyi Wang、Tiechao Li、Giorgio Attardo

  DOI：10.1021/jo962172d

  日期：1997.9.1

  Oxidation of bisbenzyl ethers was studied using 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ). Compared to other benzylic oxidations such as Kornblum type reaction of benzyl bromides or MnO2 oxidation of benzyl alcohols, DDQ oxidation offered advantages of being mild and highly selective to provide monoaldehyde products. We have explored factors which influence the course of the reaction and exemplified the synthetic value of the approach by preparing a number of aromatic intermediates (7-8, 15-25).