1-甲氧基-6-硝基吲哚-3-甲醛 | 475641-18-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 1-甲氧基-6-硝基吲哚-3-甲醛
• 英文名称: 1-methoxy-6-nitroindole-3-carbaldehyde
• CAS: 475641-18-0
• 化学式: C₁₀H₈N₂O₄
• 分子量: 220.185
• InChiKey: MFCGREZHMCHPTD-UHFFFAOYSA-N

物化性质

• 熔点：
  180-182 °C(Solv: chloroform (67-66-3); hexane (110-54-3))
• 沸点：
  406.7±48.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  77
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-甲氧基-6-硝基吲哚-3-甲醛 在 三乙烯二胺 作用下， 以90%的产率得到1-羟基-6-硝基吲哚-3-甲醛
  参考文献：
  名称：

  Creation of New Promoters for Plant’s Root Growth: Its Application for the Syntheses of Vulcanine and Borreline, and for Combating Desertification at Gobi Desert in Inner Mongolia

  摘要：

  Various new 2-substituted indole-3-carbaldehydes are prepared. Structurally related alkaloids, vulcanine and borreline, are synthesized as well. Among the compounds, 2-haloindole-3-carbaldehydes are found to be potent promoters of plant's root growth. Its successful preliminary application is reported for making Gobi desert in Inner Mongolia full of plant.

  DOI：

  10.3987/com-07-s(u)31
• 作为产物：
  描述：

  6-硝基吲哚啉 在 sodium tungstate 、 双氧水 、 三氯氧磷 作用下， 反应 2.0h， 生成 1-甲氧基-6-硝基吲哚-3-甲醛
  参考文献：
  名称：

  Nucleophilic Substitution Reactions of 1-Methoxy-6-nitroindole-3-carbaldehyde

  摘要：

  DOI：

  10.3987/com-02-s(m)14

文献信息

• Novel Syntheses of 1-Hydroxy-6- and -5-nitroindole-3-carbaldehydes, and Their Derivatives as Daikon-Phytoalexin Analogs
  作者：Masanori Somei、Koji Yamada、Saori Tomioka、Norihiko Tanizawa

  DOI：10.3987/com-04-10104

  日期：——
• Yamada, Koji; Kanbayashi, Yukiko; Tomioka, Saori, Heterocycles, 2002, vol. 57, # 9, p. 1627 - 1634
  作者：Yamada, Koji、Kanbayashi, Yukiko、Tomioka, Saori、Somei, Masanori

  DOI：——

  日期：——
• Nucleophilic Substitution Reaction in Indole Chemistry: 1-Methoxy-6-nitroindole-3-carbaldehyde as a Versatile Building Block for 2,3,6-Trisubstituted Indoles1,#
  作者：Masanori Somei、Koji Yamada、Fumio Yamada、Takei Shiraishi、Saori Tomioka

  DOI：10.3987/com-08-s(f)71

  日期：——

  1-Methoxy-6-nitroindole-3-carbaldehyde is proved to be a versatile electrophile and reacts regioselectively at the 2-position with various types of nucleophiles providing 2,3,6-trisubstituted indole derivatives. The reaction is applicable for the preparation of a novel pyrimido[1,2-a]indole derivative.
• Creation of New Promoters for Plant’s Root Growth: Its Application for the Syntheses of Vulcanine and Borreline, and for Combating Desertification at Gobi Desert in Inner Mongolia
  作者：Masanori Somei、Shinsuke Sayama、Katsumi Naka、Kotaro Shinmoto、Fumio Yamada

  DOI：10.3987/com-07-s(u)31

  日期：——

  Various new 2-substituted indole-3-carbaldehydes are prepared. Structurally related alkaloids, vulcanine and borreline, are synthesized as well. Among the compounds, 2-haloindole-3-carbaldehydes are found to be potent promoters of plant's root growth. Its successful preliminary application is reported for making Gobi desert in Inner Mongolia full of plant.
• Nucleophilic Substitution Reactions of 1-Methoxy-6-nitroindole-3-carbaldehyde
  作者：Masanori Somei、Koji Yamada、Fumio Yamada、Takei Shiraishi、Saori Tomioka

  DOI：10.3987/com-02-s(m)14

  日期：——