PhCH2N(CH2N3)2 | 1209493-90-2

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 炔丙基型1，3-偶极有机化合物
• 英文名称: PhCH2N(CH2N3)2
• 英文别名: N,N-bis(azidomethyl)-1-phenylmethanamine
• CAS: 1209493-90-2
• 化学式: C₉H₁₁N₇
• 分子量: 217.233
• InChiKey: WZGUIRBFOKKKGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  32
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  PhCH2N(CH2N3)2 、 丁炔二酸二甲酯 以 乙醚 为溶剂， 以61%的产率得到Dimethyl 2-[[benzyl-[[4,5-bis(methoxycarbonyl)triazol-2-yl]methyl]amino]methyl]triazole-4,5-dicarboxylate
  参考文献：
  名称：

  Cyanomethylamines and azidomethylamines: new general methods of the synthesis and transformations

  摘要：

  Simple and efficient methods have been developed to obtain cyanomethylamines and azidomethylamines using reactions of methoxymethylamines with TMSCN and TMSN3, respectively. In the case of dimethylformamide dimethylacetal, only one MeO group was substituted with CN, and an unexpected direction of the subsequent azidation was found. Adducts of azidomethylamines with DMAD were studied, and the base-catalyzed isomerization of symmetric triazoles into non-symmetric ones was revealed.

  DOI：

  10.1016/j.mencom.2009.09.018
• 作为产物：
  描述：

  叠氮基三甲基硅烷 、 [N-苄基-1-甲氧基-N-(甲氧基甲基)甲胺] 以 乙醚 为溶剂， 以90%的产率得到PhCH2N(CH2N3)2
  参考文献：
  名称：

  Cyanomethylamines and azidomethylamines: new general methods of the synthesis and transformations

  摘要：

  Simple and efficient methods have been developed to obtain cyanomethylamines and azidomethylamines using reactions of methoxymethylamines with TMSCN and TMSN3, respectively. In the case of dimethylformamide dimethylacetal, only one MeO group was substituted with CN, and an unexpected direction of the subsequent azidation was found. Adducts of azidomethylamines with DMAD were studied, and the base-catalyzed isomerization of symmetric triazoles into non-symmetric ones was revealed.

  DOI：

  10.1016/j.mencom.2009.09.018