6-tricyanovinyl-1,2-dihydro-2,2,4-trimethylquinoline | 186604-43-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 6-tricyanovinyl-1,2-dihydro-2,2,4-trimethylquinoline
• 英文别名: 2-(2,2,4-trimethyl-1H-quinolin-6-yl)ethene-1,1,2-tricarbonitrile
• CAS: 186604-43-3
• 化学式: C₁₇H₁₄N₄
• 分子量: 274.325
• InChiKey: GBAZWAABCFWNFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  83.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  甲醇 、 6-tricyanovinyl-1,2-dihydro-2,2,4-trimethylquinoline 在 sodium hydroxide 作用下， 反应 2.0h， 以35%的产率得到6-(1-methoxydicyanovinyl)-1,2-dihydro-2,2,4-trimethylquinoline
  参考文献：
  名称：

  Reactions of 6-Tricyanovinyldihydroquinolines

  摘要：

  AbstractReactions of 6‐tricyanovinyldihydroquinoline with concentrated hydrochloric acid and methanolic sodium hydroxide yield chlorine substitution on the heterocyclic ring and methoxide substitution of the cyano group, respectively. The chlorine substitution via a radical process is initiated from the tricyanovinyl group by the irradiation of visible light.

  DOI：

  10.1002/jccs.199800031
• 作为产物：
  描述：

  2,2,4-三甲基-1,2-二氢喹啉 、 四氰基乙烯 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以41%的产率得到6-tricyanovinyl-1,2-dihydro-2,2,4-trimethylquinoline
  参考文献：
  名称：

  Substitution Reaction of Tetracyanoethylene with Acetone-Anils

  摘要：

  AbstractThe products from the condensation of acetone‐anils (1) and TCNE reaction were characterized after separation. The main products, tricyanoethylene derivatives (7–9) were isolated with the malonodinitrile derivatives (10–12), respectively. The [2+2] cycloaddition product (13), namely 5‐methoxy‐3,4‐(2′,2′,3′,3′‐tetracyanocyclobutano)‐l,2‐dihydro‐2,2,4‐trimethylquinoline also has been isolated. The distribution of these three products is substituent dependent.

  DOI：

  10.1002/jccs.199600073

文献信息

• Substitution Reaction of Tetracyanoethylene with Acetone-Anils
  作者：Wen-Chung Lin、Shing-Ting Huang、Shaw-Tao Lin

  DOI：10.1002/jccs.199600073

  日期：1996.12

  AbstractThe products from the condensation of acetone‐anils (1) and TCNE reaction were characterized after separation. The main products, tricyanoethylene derivatives (7–9) were isolated with the malonodinitrile derivatives (10–12), respectively. The [2+2] cycloaddition product (13), namely 5‐methoxy‐3,4‐(2′,2′,3′,3′‐tetracyanocyclobutano)‐l,2‐dihydro‐2,2,4‐trimethylquinoline also has been isolated. The distribution of these three products is substituent dependent.
• Reactions of 6-Tricyanovinyldihydroquinolines
  作者：Wen-Chung Lin、Shaw-Tao Lin、Mon-Lin Hsieh

  DOI：10.1002/jccs.199800031

  日期：1998.2

  AbstractReactions of 6‐tricyanovinyldihydroquinoline with concentrated hydrochloric acid and methanolic sodium hydroxide yield chlorine substitution on the heterocyclic ring and methoxide substitution of the cyano group, respectively. The chlorine substitution via a radical process is initiated from the tricyanovinyl group by the irradiation of visible light.