2-(pyridin-4-yl-15N)ethan-1-ol | 1241833-40-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(pyridin-4-yl-15N)ethan-1-ol
• CAS: 1241833-40-8
• 化学式: C₇H₉NO
• 分子量: 124.148
• InChiKey: DWPYQDGDWBKJQL-VJJZLTLGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.62
• 重原子数：
  9.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  33.12
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-(pyridin-4-yl-15N)ethan-1-ol 在 磷化氢 、 氢碘酸 作用下， 以57%的产率得到4-(2-iodoethyl)pyridine-1-15N hydroiodide
  参考文献：
  名称：

  Photoinduced Proton Transfer in a Pyridine Based Polymer Gel

  摘要：

  We describe an experimental and theoretical consideration of photoexcited proton transfer in a poly(4-vinyl pyridine)/pyridine gel. Evidence was found for two states of a multiple state process analyzed by DFT modeling. According to the latter, following irradiation at 385 nm, the proton donor is the CH group of the polymer main chain and the proton acceptor is the nitrogen of the polymeric pyridine side chain. Proton transfer is made possible through the assistance of a mobile pyridine solvent molecule acting as a transfer vehicle. Proton transfer promotes both a geometrical rearrangement of the vinyl side chain as well as electronic density redistribution. The photoproduct intermediate the hydrogen-bonded complex between the protonated solvent pyridine molecule and the deprotonated polymeric pyridine side chain is identified by its Curie law magnetic susceptibility, ESR spectrum, and fluorescence lifetime measurements. The proton transfer from the nitrogen of the solvent pyridine molecule to the pyridine side chain nitrogen, producing pyridinium, is a thermodynamically favorable relaxation process and occurs without an energy barrier. The protonation of nitrogen on the polymeric side chain was detected by solid state NMR spectroscopy performed on a polymer enriched enriched gel. The calculations and experimental data suggest a central role for the gel solvent molecule as a catalytic agent and proton transfer vehicle. The process suggested by DFT modeling may have relevance for photosensitive devices in part due to the fact that we have been able to show that long-lived paramagnetism may be included among the inducible properties of soft polymer gels.

  DOI：

  10.1021/jp104277r
• 作为产物：
  描述：

  聚合甲醛 、 4-methylpyridine-1-15N 以37%的产率得到2-(pyridin-4-yl-15N)ethan-1-ol
  参考文献：
  名称：

  Photoinduced Proton Transfer in a Pyridine Based Polymer Gel

  摘要：

  We describe an experimental and theoretical consideration of photoexcited proton transfer in a poly(4-vinyl pyridine)/pyridine gel. Evidence was found for two states of a multiple state process analyzed by DFT modeling. According to the latter, following irradiation at 385 nm, the proton donor is the CH group of the polymer main chain and the proton acceptor is the nitrogen of the polymeric pyridine side chain. Proton transfer is made possible through the assistance of a mobile pyridine solvent molecule acting as a transfer vehicle. Proton transfer promotes both a geometrical rearrangement of the vinyl side chain as well as electronic density redistribution. The photoproduct intermediate the hydrogen-bonded complex between the protonated solvent pyridine molecule and the deprotonated polymeric pyridine side chain is identified by its Curie law magnetic susceptibility, ESR spectrum, and fluorescence lifetime measurements. The proton transfer from the nitrogen of the solvent pyridine molecule to the pyridine side chain nitrogen, producing pyridinium, is a thermodynamically favorable relaxation process and occurs without an energy barrier. The protonation of nitrogen on the polymeric side chain was detected by solid state NMR spectroscopy performed on a polymer enriched enriched gel. The calculations and experimental data suggest a central role for the gel solvent molecule as a catalytic agent and proton transfer vehicle. The process suggested by DFT modeling may have relevance for photosensitive devices in part due to the fact that we have been able to show that long-lived paramagnetism may be included among the inducible properties of soft polymer gels.

  DOI：

  10.1021/jp104277r