2-methyl-1,2,5,6-tetrahydro-4H-pyrrolo[3,2,1-ij]quinoline | 120420-98-6

• 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: 2-methyl-1,2,5,6-tetrahydro-4H-pyrrolo[3,2,1-ij]quinoline
• 英文别名: 2-Methyl-1,2,5,6-tetrahydro-4H-pyrrolo[3,2,1-ij]chinolin；2-Methyl-1-azatricyclo[6.3.1.04,12]dodeca-4,6,8(12)-triene
• CAS: 120420-98-6
• 化学式: C₁₂H₁₅N
• 分子量: 173.258
• InChiKey: FTPUGMLGDALLGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-allyl-1,2,3,4-tetrahydroquinoline 在 trifluoroborane diethyl ether 作用下， 反应 3.0h， 生成 2-methyl-1,2,5,6-tetrahydro-4H-pyrrolo[3,2,1-ij]quinoline
  参考文献：
  名称：

  Claisen rearrangement and cyclization of N-alkenyl-1,2,3,4-tetrahydroquinolines

  摘要：

  DOI：

  10.1007/bf00961117

文献信息

• Intramolecular NH/π Complexes of 2-Allylaniline Derivatives in the Ground and Excited States
  作者：Edgar A. Leo、Rosa Tormos、Sandra Monti、Luis R. Domingo、Miguel A. Miranda

  DOI：10.1021/jp046031o

  日期：2005.3.1

  The photochemical and photophysical properties of three 8-allyl-1,2,3,4-tetrahydroquinolines (1a-c) have been studied. These compounds exhibit a 2-allylaniline-like photochemical behavior, undergoing photocyclization to lilolidines (3a-c). The absorption, emission, and excitation spectra of la-c, employing convenient model compounds for comparison, demonstrate the formation of a NH/pi intramolecular ground-state complex (AB). This species can absorb light at long wavelengths (330-340 nm), giving rise to the corresponding excited complex AB*. Emission from AB* is red-shifted (420 nm) with respect to that observed when the monomer A is excited (lambda(exc) = 300 nm). These experimental results have been rationalized by means of density-funtional theory calculations.
• v. Braun; Heider; Wyczatkowska, Chemische Berichte, 1918, vol. 51, p. 1219
  作者：v. Braun、Heider、Wyczatkowska

  DOI：——

  日期：——
• ABDRAXMANOV, I. B.;MUSTAFIN, A. G.;TOLSTIKOV, G. A., IZV. AN CCCP. CEP. XIM.,(1988) N 8, 1852-1857
  作者：ABDRAXMANOV, I. B.、MUSTAFIN, A. G.、TOLSTIKOV, G. A.

  DOI：——

  日期：——