2-methoxy-6-nitro-1-naphthaldehyde | 681461-67-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-methoxy-6-nitro-1-naphthaldehyde
• 英文别名: 2-Methoxy-6-Nitronaphthalene-1-carboxaldehyde；2-methoxy-6-nitronaphthalene-1-carbaldehyde
• CAS: 681461-67-6
• 化学式: C₁₂H₉NO₄
• 分子量: 231.208
• InChiKey: BLZILWYUARZODK-UHFFFAOYSA-N

物化性质

• 熔点：
  174 °C(Solv: 1,4-dioxane (123-91-1); water (7732-18-5)(1:1))
• 沸点：
  434.5±25.0 °C(Predicted)
• 密度：
  1.351±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-甲氧基-1-萘醛 在 硝酸 作用下， 反应 1.58h， 以40%的产率得到2-methoxy-6-nitro-1-naphthaldehyde
  参考文献：
  名称：

  Decarbonylative Halogenation by a Vanadium Complex

  摘要：

  Metal-catalyzed halogenation of the C-H bond and decarbonylation of aldehyde are conventionally done in nature. However, metal-mediated decarbonylative halogenation is unknown. We have developed the first metal-mediated decarbonylative halogenation reaction starting from the divanadium oxoperoxo complex K3V25+(O-2(2-))(4)(O2-)(2)(mu-OH) (1). A concerted decarbonylative halogenation reaction was proposed based on experimental observations.

  DOI：

  10.1021/ic302611a

文献信息

• Die Nitrierung des 1-Naphtaldehyds
  作者：Paul Ruggli、Ernst Burckhardt

  DOI：10.1002/hlca.19400230156

  日期：——
• Mundici, Gazzetta Chimica Italiana, 1909, vol. 39 II, p. 126
  作者：Mundici

  DOI：——

  日期：——
• Decarbonylative Halogenation by a Vanadium Complex
  作者：Sujoy Rana、Rameezul Haque、Ganji Santosh、Debabrata Maiti

  DOI：10.1021/ic302611a

  日期：2013.3.18

  Metal-catalyzed halogenation of the C-H bond and decarbonylation of aldehyde are conventionally done in nature. However, metal-mediated decarbonylative halogenation is unknown. We have developed the first metal-mediated decarbonylative halogenation reaction starting from the divanadium oxoperoxo complex K3V25+(O-2(2-))(4)(O2-)(2)(mu-OH) (1). A concerted decarbonylative halogenation reaction was proposed based on experimental observations.