3-[(3-Methylimidazol-3-ium-1-yl)methyl]-1,2-diaza-4-azanidacyclopenta-2,5-diene | 134724-06-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-[(3-Methylimidazol-3-ium-1-yl)methyl]-1,2-diaza-4-azanidacyclopenta-2,5-diene
• CAS: 134724-06-4
• 化学式: C₇H₉N₅
• 分子量: 163.182
• InChiKey: ARYRCVNWBNMIKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  35.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-[(3-Methylimidazol-3-ium-1-yl)methyl]-1,2-diaza-4-azanidacyclopenta-2,5-diene 在 hexafluorophosphoric acid 作用下， 以 乙醇 、 水 为溶剂， 以95%的产率得到1-methyl-3-[1H-1,2,4-triazol-3(5)-ylmethyl]imidazolium
  参考文献：
  名称：

  Selection of Betaine Building Blocks for the Construction of Quadrupolar Heterophane Frameworks

  摘要：

  The synthesis of a set of [(azolio)methyl]azolate betaines 3-6 designed by combination of a variety of heterocyclic fragments based on pyrazole, 1,2,4-triazole, and benzimidazole is reported. The dipolar nature of the betaines is discussed on the basis of H-1 and C-13 NMR spectroscopic data and dipole moment values, which range between 13.4 and 16.5 D. By exploitation of the sensitivity of electrospray ionization mass spectrometry in both the positive and negative modes, several informative peaks and stable noncovalent polymolecular self-assembled structures in the gas phase were observed. From these results, the [(imidazolio)mettyl]-1,2,4-triazolate betaine subunits 1 were chosen as the most suitable building blocks for the construction of quadrupolar [1(n)]heterophanes. (C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.

  DOI：

  10.1002/1099-0690(200208)2002:16<2691::aid-ejoc2691>3.0.co;2-t
• 作为产物：
  描述：

  3-Methyl-1-(2H-[1,2,4]triazol-3-ylmethyl)-3H-imidazol-1-ium; chloride 在 Amberlite resin IRA-401 hydroxide form 作用下， 以 乙醇 为溶剂， 以81%的产率得到3-[(3-Methylimidazol-3-ium-1-yl)methyl]-1,2-diaza-4-azanidacyclopenta-2,5-diene
  参考文献：
  名称：

  Heterocyclic betaines. 13. Synthesis and electronic and molecular structures of methylenepyridinium and methyleneimidazolium azolate inner salts

  摘要：

  A convenient synthesis of several examples of betaines 3 and 4 is reported. The electronic and molecular structure of the title betaines 3 and 4 is investigated in terms of a single-crystal diffraction X-ray analysis of compound 7, spectroscopic methods, and experimental dipole moment values (12.34-15.34 D). Semiempirical molecular orbital calculations (MNDO and AM1 methods) provide a useful complementary information to the experimental results.

  DOI：

  10.1021/jo00044a014

文献信息

• Alcalde, Ermitas; Perez, Luisa; Fayet, Jean Pierre, Chemistry Letters, 1991, # 5, p. 845 - 848
  作者：Alcalde, Ermitas、Perez, Luisa、Fayet, Jean Pierre、Vertut, Marie Claire

  DOI：——

  日期：——