5-[4-(chloromethyl)phenyl]-1,2-dimethyl-4-nitro-1H-imidazole | 1350629-99-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-[4-(chloromethyl)phenyl]-1,2-dimethyl-4-nitro-1H-imidazole
• 英文别名: 5-[4-(Chloromethyl)phenyl]-1,2-dimethyl-4-nitroimidazole；5-[4-(chloromethyl)phenyl]-1,2-dimethyl-4-nitroimidazole
• CAS: 1350629-99-0
• 化学式: C₁₂H₁₂ClN₃O₂
• 分子量: 265.699
• InChiKey: PCLAMAAFHLQGRQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  63.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-[4-(chloromethyl)phenyl]-1,2-dimethyl-4-nitro-1H-imidazole 在 sodium hydride 、 硝基环戊烷 作用下， 以 二甲基亚砜 为溶剂， 反应 3.0h， 以98%的产率得到4-(1,2-dimethyl-4-nitro-1H-imidazol-5-yl)benzaldehyde
  参考文献：
  名称：

  Long distance-SRN1 in nitroimidazole series favored by temperature

  摘要：

  New reductive alkylating agents in 4- and 5-nitroimidazole series produce exclusively O-alkylation with nitronate anions under classical S(RN)1 conditions at room temperature. Electron-transfer C-alkylation is observed under microwave irradiation or under conventional heating. Furthermore, X-ray spectroscopy shows that the dihedral angles between the phenyl and imidazole rings for the two series are different, which could greatly influence reactivity in 4- and 5-nitroimidazole series. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.10.096
• 作为产物：
  描述：

  4-羟甲基苯硼酸 在 四(三苯基膦)钯 、 氯化亚砜 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 乙醇 为溶剂， 反应 16.0h， 生成 5-[4-(chloromethyl)phenyl]-1,2-dimethyl-4-nitro-1H-imidazole
  参考文献：
  名称：

  Long distance-SRN1 in nitroimidazole series favored by temperature

  摘要：

  New reductive alkylating agents in 4- and 5-nitroimidazole series produce exclusively O-alkylation with nitronate anions under classical S(RN)1 conditions at room temperature. Electron-transfer C-alkylation is observed under microwave irradiation or under conventional heating. Furthermore, X-ray spectroscopy shows that the dihedral angles between the phenyl and imidazole rings for the two series are different, which could greatly influence reactivity in 4- and 5-nitroimidazole series. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.10.096