8-allyl-2-methyl-1,2,3,4-tetrahydroquinoline | 848476-20-0

• 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: 8-allyl-2-methyl-1,2,3,4-tetrahydroquinoline
• 英文别名: 2-Methyl-8-prop-2-enyl-1,2,3,4-tetrahydroquinoline
• CAS: 848476-20-0
• 化学式: C₁₃H₁₇N
• 分子量: 187.285
• InChiKey: QBVXZVMADGZWCI-UHFFFAOYSA-N

物化性质

• 沸点：
  300.6±32.0 °C(Predicted)
• 密度：
  0.952±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  8-allyl-2-methyl-1,2,3,4-tetrahydroquinoline 以 乙腈 为溶剂， 反应 0.5h， 生成 trans-2,4-dimethyl-1,2,3,4-tetrahydro-4H-pyrrolo[3,2,1-ij]quinoline 、 cis-2,4-dimethyl-1,2,3,4-tetrahydro-4H-pyrrolo[3,2,1-ij]quinoline
  参考文献：
  名称：

  Intramolecular NH/π Complexes of 2-Allylaniline Derivatives in the Ground and Excited States

  摘要：

  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.

  DOI：

  10.1021/jp046031o
• 作为产物：
  描述：

  1,2,3,4-四氢喹哪啶 在 zinc(II) chloride 作用下， 以 xylene 为溶剂， 生成 8-allyl-2-methyl-1,2,3,4-tetrahydroquinoline
  参考文献：
  名称：

  Intramolecular NH/π Complexes of 2-Allylaniline Derivatives in the Ground and Excited States

  摘要：

  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.

  DOI：

  10.1021/jp046031o