1,2-di(3-hydroxypyridinium)-ethylene dibromide | 67206-95-5

• 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: 1,2-di(3-hydroxypyridinium)-ethylene dibromide
• 英文别名: 3,3'-dihydroxy-1,1'-ethanediyl-bis-pyridinium; dibromide；3,3'-Dihydroxy-1,1'-aethandiyl-bis-pyridinium; Dibromid
• CAS: 67206-95-5
• 化学式: 2Br*C₁₂H₁₄N₂O₂
• 分子量: 378.063
• InChiKey: DJBWNKNKHAKEMS-UHFFFAOYSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  -2.62
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  48.22
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  3-羟基吡啶 、 1,2-二溴乙烷 在 丙醇 作用下， 生成 1,2-di(3-hydroxypyridinium)-ethylene dibromide
  参考文献：
  名称：

  N-Substituted-3-oxypyridyl Betaines

  摘要：

  DOI：

  10.1021/ja01528a030

文献信息

• Experimental and theoretical studies of 1,2-di(3-hydroxypyridinium)-ethylene dibromide
  作者：M. Szafran、A. Katrusiak、Z. Dega-Szafran

  DOI：10.1016/j.molstruc.2012.10.017

  日期：2013.1

  The molecular structure of 1,2-di(3-hydroxypyridinium)-ethylene dibromide (1) has been characterized by single-crystal X-ray diffraction, DFT calculations, FTIR and NMR spectra. The crystals are monoclinic, space group C2/c. The bromide anions are engaged in the H center dot center dot center dot Br- hydrogen bonds of 2.31(4) angstrom, while the O center dot center dot center dot Br- distances are 3.094(2) angstrom. The dication and hydrogen-bonded bromide anions are located on the inversion center. From two optimized structures at the B3LYP/6-311++G(d,p) level of theory, one is extended (la) similarly as in the crystals with the H center dot center dot center dot Br- hydrogen bonds of 1.922 angstrom, while the other (2) is asymmetric and bent, as a result of N+center dot center dot center dot Br- electrostatic attractions with distances between 4.067 and 4.375 angstrom and CH center dot center dot center dot Br- contacts. The FTIR spectrum of I is consistent with the X-ray results. Interpretation of the H-1 and C-13 NMR spectra in D2O has been based on 2D experiments. The calculated GIAO/B3LYP/6-311++G(d,p) magnetic isotropic shielding constants have been used to predicted C-13 chemical shifts for the optimized structures of 1a and 2. (C) 2012 Elsevier B.V. All rights reserved.