1-n-butyl-5,6-dimethyl-4-(1H-benzimidazol-2-yl)-pyridinium bromide | 134079-73-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 1-n-butyl-5,6-dimethyl-4-(1H-benzimidazol-2-yl)-pyridinium bromide
• 英文别名: 2-(1-butylpyridin-1-ium-4-yl)-5,6-dimethyl-1H-benzimidazole;bromide
• CAS: 134079-73-5
• 化学式: Br*C₁₈H₂₂N₃
• 分子量: 360.297
• InChiKey: LPJWWZGZOJCMCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.94
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-n-butyl-5,6-dimethyl-4-(1H-benzimidazol-2-yl)-pyridinium bromide 在 anion exchange Amberlite IRA-401 resin 作用下， 以 乙醇 为溶剂， 以98%的产率得到1-n-butyl-4-(5,6-dimethylbenzimidazolyl-2-idene)-1,4-dihydropyridine
  参考文献：
  名称：

  Heterocyclic betaines. Aza analogs of sesquifulvalene. 1. Structural studies of 1-alkyl-4-azolylidene-1,4-dihydropyridines and azolium azolate inner salts

  摘要：

  The aza analogs of sesquifulvalene may adopt various structures, and of these several 1-alkyl-4-azolylidene-1,4-dihydropyridines 8A<-->8B have been prepared by deprotonation of their corresponding 1-alkyl-4-azolyl-pyridinium salts. These novel structures 8 could show a spectrum of properties ranging from those of ethylenes to betaines. Semiempirical (MNDO//MNDO), experimental dipole moment values (ca. 9.05 D), H-1 and C-13 NMR data, and single-crystal X-ray diffraction analysis of compound 16 are consistent with the betaine character of these compounds. The electronic and molecular structure of azolium azolate inner salts 10 has been investigated. Theoretical calculations (MNDO//MNDO), experimental dipole moments (9.18 to 11.33 D), H-1 and C-13 NMR spectra, EIMS, and single-crystal X-ray diffraction analysis of compound 35 are consistent with the highly dipolar structure of this type of mesomeric betaines.

  DOI：

  10.1021/jo00013a028
• 作为产物：
  描述：

  5,6-dimethyl-2-(pyridin-4-yl)-1H-benzo[d]imidazole 、 正溴丁烷 以88%的产率得到
  参考文献：
  名称：

  ALCALDE, ERMITAS;DINARES, IMMACULADA;FRIGOLA, JORDI;JAIME, CARLOS;FAYET, +, J. ORG. CHEM., 56,(1991) N, C. 4223-4233

  摘要：

  DOI：