2,3-diethoxycarbonyl-1-methylpyridinium nitrate | 1381866-78-9

• 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: 2,3-diethoxycarbonyl-1-methylpyridinium nitrate
• CAS: 1381866-78-9
• 化学式: C₁₂H₁₆NO₄*NO₃
• 分子量: 300.268
• InChiKey: KAFWXHCRPSEUIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.63
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  122.68
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  2,3-diethoxycarbonyl-1-methylpyridinium nitrate 在 盐酸 、 水 作用下， 反应 12.0h， 生成 2,3-dicarboxy-1-methylpyridinium chloride
  参考文献：
  名称：

  Structure of 2,3-dicarboxy-1-methylpyridinium chloride studied by X-ray diffraction, DFT calculation, NMR, FTIR and Raman spectra

  摘要：

  The structure of 2,3-dicarboxy-1-methylpyridinium chloride (1) has been studied by X-ray diffraction, DFT calculations, NMR, FTIR and Raman spectra. The crystals are monoclinic, space group P2(1)/c. Chloride anion links two 2,3-dicarboxy-1-methylpyridinium cations into infinite zigzag chains down the [001] direction by the OH center dot center dot center dot Cl-center dot center dot center dot HO hydrogen bonds of 2.970(2) and 3.011(2) angstrom. Hydrogen bond lengths in single molecules (2-4) optimized by the B3LYP/6-311++G(d,p) approach depend on the environment and intramolecular O center dot H center dot O hydrogen bond. Linear correlations between the experimental C-13 and H-1 chemical shifts (delta(exp)) of the investigated compound in DMSO-d(6) and the GIAO/B3LYP/6-311++G(d,p) magnetic isotropic shielding constants (sigma(calc)) calculated using the screening solvation model (COSMO), delta(exp) = a + b sigma(calc) are reported. The FTIR spectrum of the solid compound is consistent with the X-ray structure. The deformation in-plane and out-of-plane OH vibrations, both in FTIR and second-derivative (d(2)) spectra, appear as two bands consistent with the OH center dot center dot center dot Cl-center dot center dot center dot HO arrangement. (C) 2011 Published by Elsevier B.V.

  DOI：

  10.1016/j.molstruc.2011.11.009
• 作为产物：
  描述：

  2,3-pyridinedicarboxylic acid chloride 在 silver nitrate 作用下， 以 水 为溶剂， 反应 97.0h， 生成 2,3-diethoxycarbonyl-1-methylpyridinium nitrate
  参考文献：
  名称：

  Structure of 2,3-dicarboxy-1-methylpyridinium chloride studied by X-ray diffraction, DFT calculation, NMR, FTIR and Raman spectra

  摘要：

  The structure of 2,3-dicarboxy-1-methylpyridinium chloride (1) has been studied by X-ray diffraction, DFT calculations, NMR, FTIR and Raman spectra. The crystals are monoclinic, space group P2(1)/c. Chloride anion links two 2,3-dicarboxy-1-methylpyridinium cations into infinite zigzag chains down the [001] direction by the OH center dot center dot center dot Cl-center dot center dot center dot HO hydrogen bonds of 2.970(2) and 3.011(2) angstrom. Hydrogen bond lengths in single molecules (2-4) optimized by the B3LYP/6-311++G(d,p) approach depend on the environment and intramolecular O center dot H center dot O hydrogen bond. Linear correlations between the experimental C-13 and H-1 chemical shifts (delta(exp)) of the investigated compound in DMSO-d(6) and the GIAO/B3LYP/6-311++G(d,p) magnetic isotropic shielding constants (sigma(calc)) calculated using the screening solvation model (COSMO), delta(exp) = a + b sigma(calc) are reported. The FTIR spectrum of the solid compound is consistent with the X-ray structure. The deformation in-plane and out-of-plane OH vibrations, both in FTIR and second-derivative (d(2)) spectra, appear as two bands consistent with the OH center dot center dot center dot Cl-center dot center dot center dot HO arrangement. (C) 2011 Published by Elsevier B.V.

  DOI：

  10.1016/j.molstruc.2011.11.009