6-hydroxy-1-methylquinolinium chloride | 114352-48-6

• 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: 6-hydroxy-1-methylquinolinium chloride
• 英文别名: 6QB*HCl；6-Hydroxy-1-methyl-chinolinium; Chlorid；1-methylquinolin-1-ium-6-ol;chloride
• CAS: 114352-48-6
• 化学式: C₁₀H₁₀NO*Cl
• 分子量: 195.648
• InChiKey: HDCJKPYHVBDGGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.63
• 重原子数：
  13.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  24.11
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  6-hydroxy-1-methylquinolinium chloride 在 重水 作用下， 生成
  参考文献：
  名称：

  Structure of 6-hydroxy-1-methylquinolinium chloride hydrate studied by X-ray, DFT calculations, FTIR and NMR spectroscopes

  摘要：

  The crystal structure of 6-hydroxy-1-methylquinolinium chloride hydrate (1), 6QBWHCl, is monoclinic, space group P2(1)/n and Z = 4. 1-Methyl-6-oxyquinolinium betaine, 6QB, is protonated and its OH group participates in a moderate hydrogen bond with water molecule (O(1)-H center dot center dot center dot O(W1)= 2.636(2) angstrom). The water molecule is further connected by a hydrogen bond to chloride ion (O(W1)-H(W2)center dot center dot center dot Cl(1)= 3.090(3) angstrom). Structures of five complexes (2-6) have been optimized by the B3LYP/6-311G(d, p) level of theory and the results have been compared with the X-ray data of 1. Linear correlations between the experimental H-1 and C-13 NMR chemical shifts (delta(exp)) of complexes 2-5 and the magnetic isotropic shielding constants (sigma(cal)) calculated by the GIAO/B3LYP/6-311G(d, p) approach, using the screening solvation model (COSMO), delta(exp) = a + b sigma(cal), are reported. The probable assignments of the anharmonic experimental solid state vibrational frequencies of anhydrous complex, 6QBHCl, based on the calculated B3LYP/6-311G(d, p) harmonic frequencies have been proposed. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2010.10.007
• 作为产物：
  描述：

  N-methyl-6-quinolone 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 生成 6-hydroxy-1-methylquinolinium chloride
  参考文献：
  名称：

  Structure of 6-hydroxy-1-methylquinolinium chloride hydrate studied by X-ray, DFT calculations, FTIR and NMR spectroscopes

  摘要：

  The crystal structure of 6-hydroxy-1-methylquinolinium chloride hydrate (1), 6QBWHCl, is monoclinic, space group P2(1)/n and Z = 4. 1-Methyl-6-oxyquinolinium betaine, 6QB, is protonated and its OH group participates in a moderate hydrogen bond with water molecule (O(1)-H center dot center dot center dot O(W1)= 2.636(2) angstrom). The water molecule is further connected by a hydrogen bond to chloride ion (O(W1)-H(W2)center dot center dot center dot Cl(1)= 3.090(3) angstrom). Structures of five complexes (2-6) have been optimized by the B3LYP/6-311G(d, p) level of theory and the results have been compared with the X-ray data of 1. Linear correlations between the experimental H-1 and C-13 NMR chemical shifts (delta(exp)) of complexes 2-5 and the magnetic isotropic shielding constants (sigma(cal)) calculated by the GIAO/B3LYP/6-311G(d, p) approach, using the screening solvation model (COSMO), delta(exp) = a + b sigma(cal), are reported. The probable assignments of the anharmonic experimental solid state vibrational frequencies of anhydrous complex, 6QBHCl, based on the calculated B3LYP/6-311G(d, p) harmonic frequencies have been proposed. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2010.10.007