2,6-dimethoxy-3-methylbenzaldehyde | 251654-46-3

• 物质功能分类: 有机原料 - 醛类化合物
• 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: 2,6-dimethoxy-3-methylbenzaldehyde
• CAS: 251654-46-3
• 化学式: C₁₀H₁₂O₃
• 分子量: 180.203
• InChiKey: RNDORDWURDQRPV-UHFFFAOYSA-N

物化性质

• 熔点：
  87-88 °C
• 沸点：
  301.1±37.0 °C(Predicted)
• 密度：
  1.089±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 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：

  2,6-dimethoxy-3-methylbenzaldehyde 在 lithium aluminium tetrahydride 、 silica gel 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 17.0h， 生成 3-(2,6-dimethoxy-3-methylphenyl)but-2-en-1-ol
  参考文献：
  名称：

  Structure revision of HM-3, an aromatic sesquiterpene isolated from the phytopathogenic fungus Helicobasidium mompa. First total syntheses of HM-3 and HM-4

  摘要：

  The first total syntheses of HM-3 and HM-4 aromatic sesquiterpenes isolated from the phytopathogenic fungus Helicobasidium mompa, have been accomplished. The structure assigned to the sesquiterpene HM-3 was found to be incorrect by total synthesis. A Claisen rearrangement-RCM reaction based strategy was employed for the total synthesis of the aromatic sesquiterpene HM-4 (cuparene-1,2-diol), which on selective monoacetylation established the structure of HM-3, a cuparene derivative. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.07.062
• 作为产物：
  描述：

  2,4-二甲氧基甲苯 、 N,N-二甲基甲酰胺 在 正丁基锂 、 四甲基乙二胺 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 70.0h， 以92%的产率得到2,6-dimethoxy-3-methylbenzaldehyde
  参考文献：
  名称：

  Structure revision of HM-3, an aromatic sesquiterpene isolated from the phytopathogenic fungus Helicobasidium mompa. First total syntheses of HM-3 and HM-4

  摘要：

  The first total syntheses of HM-3 and HM-4 aromatic sesquiterpenes isolated from the phytopathogenic fungus Helicobasidium mompa, have been accomplished. The structure assigned to the sesquiterpene HM-3 was found to be incorrect by total synthesis. A Claisen rearrangement-RCM reaction based strategy was employed for the total synthesis of the aromatic sesquiterpene HM-4 (cuparene-1,2-diol), which on selective monoacetylation established the structure of HM-3, a cuparene derivative. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.07.062

文献信息

• Regioselective demethylation of 2,6-dimethoxybenzaldehydes with magnesium iodide etherate
  作者：Seiji Yamaguchi、Masahiro Nedachi、Hajime Yokoyama、Yoshiro Hirai

  DOI：10.1016/s0040-4039(99)01411-2

  日期：1999.10

  Demethylation of asymmetically substituted 2,6-dimethoxybenzaldehydes with magnesium iodide etherate regioselectively single 6-methoxysalicylaldehydes derived from the more unstable chelation. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Curcumin Analogs as Dual JAK2/STAT3 Inhibitors and Methods of Making and Using the Same
  申请人：Li Pui-Kai

  公开号：US20120053208A1

  公开（公告）日：2012-03-01

  Curcumin analogues and methods of making and using the same are disclosed.
• Structure revision of HM-3, an aromatic sesquiterpene isolated from the phytopathogenic fungus Helicobasidium mompa. First total syntheses of HM-3 and HM-4
  作者：A. Srikrishna、P.C. Ravikumar

  DOI：10.1016/j.tet.2006.07.062

  日期：2006.10

  The first total syntheses of HM-3 and HM-4 aromatic sesquiterpenes isolated from the phytopathogenic fungus Helicobasidium mompa, have been accomplished. The structure assigned to the sesquiterpene HM-3 was found to be incorrect by total synthesis. A Claisen rearrangement-RCM reaction based strategy was employed for the total synthesis of the aromatic sesquiterpene HM-4 (cuparene-1,2-diol), which on selective monoacetylation established the structure of HM-3, a cuparene derivative. (c) 2006 Elsevier Ltd. All rights reserved.