Quinolin-8-amine;1,3,5-trinitrobenzene | 61653-20-1

• 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: Quinolin-8-amine;1,3,5-trinitrobenzene
• 英文别名: quinolin-8-amine;1,3,5-trinitrobenzene
• CAS: 61653-20-1
• 化学式: 4C₆H₃N₃O₆*3C₉H₈N₂
• 分子量: 1284.95
• InChiKey: VVMCMVBHQAYAJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.23
• 重原子数：
  26
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  176
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  8-氨基喹啉 、 2,4,6-三硝基苯甲酸 以 乙醇 为溶剂， 反应 0.17h， 生成 Quinolin-8-amine;1,3,5-trinitrobenzene
  参考文献：
  名称：

  摘要：

  Proton-transfer compounds of 8-aminoquinoline with the nitro-substituted aromatic carboxylic acids 3-nitrobenzoic acid, [(C9H9N2+)(C7H4NO4-)] (1),4-nitrobenzoic acid, [(C9H9N2+)(C7H4NO4-)(C7H5NO4)] (2),3,5-dinitrobenzoic acid, [(C9H9N2+)(C7H3N2O6-)] (3), 5-nitrosalicylic acid, [(C9H9N2+)(C7H4NO5-)] (4) and 3,5-dinitrosalicylic acid, [(C9H9N2+)(C7H3N2O7-)] (5) have been prepared and characterized by using both infrared spectroscopy and single-crystal X-ray diffraction methods [(1) (4) and (5)]. In all compounds, protonation of the quinoline nitrogen occurs together with primary hydrogen-bonding interactions involving this group and the carboxylate group of the acid, while further peripheral associations result predominantly in simple chain polymeric structures. The attempted preparation of the adduct with 2,4,6-trinitrobenzoic acid gave the unstable, neutral, essentially 1 : 1 adduct with the decarboxylation product 1,3,5-trinitrobenzene, the X-ray crystal structure of which indicates the stoichiometry [(C9H8N2)(0.6)(C6H3N3O6)(0.8)] (6).

  DOI：

  10.1071/ch01010

文献信息

• ——
  作者：Graham Smith、Urs D. Wermuth、Raymond Bott、Jonathan M. White、Anthony C. Willis、Graham Smith、Urs D. Wermuth、Raymond C. Bott、Jonathan M. White、Anthony C. Willis、Graham Smith、Urs D. Wermuth、Raymond C. Bott、Jonathan M. White、Anthony C. Willis

  DOI：10.1071/ch01010

  日期：——

  Proton-transfer compounds of 8-aminoquinoline with the nitro-substituted aromatic carboxylic acids 3-nitrobenzoic acid, [(C9H9N2+)(C7H4NO4-)] (1),4-nitrobenzoic acid, [(C9H9N2+)(C7H4NO4-)(C7H5NO4)] (2),3,5-dinitrobenzoic acid, [(C9H9N2+)(C7H3N2O6-)] (3), 5-nitrosalicylic acid, [(C9H9N2+)(C7H4NO5-)] (4) and 3,5-dinitrosalicylic acid, [(C9H9N2+)(C7H3N2O7-)] (5) have been prepared and characterized by using both infrared spectroscopy and single-crystal X-ray diffraction methods [(1) (4) and (5)]. In all compounds, protonation of the quinoline nitrogen occurs together with primary hydrogen-bonding interactions involving this group and the carboxylate group of the acid, while further peripheral associations result predominantly in simple chain polymeric structures. The attempted preparation of the adduct with 2,4,6-trinitrobenzoic acid gave the unstable, neutral, essentially 1 : 1 adduct with the decarboxylation product 1,3,5-trinitrobenzene, the X-ray crystal structure of which indicates the stoichiometry [(C9H8N2)(0.6)(C6H3N3O6)(0.8)] (6).