3',6'-dinitrospiro[benzo[d][1,3]dioxole-2,4'-chroman]-2'-one compound with triethylamine (1:1) | 139722-48-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 英文名称: 3',6'-dinitrospiro[benzo[d][1,3]dioxole-2,4'-chroman]-2'-one compound with triethylamine (1:1)
• CAS: 139722-48-8
• 化学式: C₆H₁₅N*C₁₅H₈N₂O₈
• 分子量: 445.429
• InChiKey: IXRGXLBNAKYEAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.13
• 重原子数：
  32.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  134.28
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  3',6'-dinitrospiro[benzo[d][1,3]dioxole-2,4'-chroman]-2'-one compound with triethylamine (1:1) 在 三氟乙酸 作用下， 以 苯 为溶剂， 以59%的产率得到2H-1-苯并吡喃-2-酮,4-(2-羟基苯氧基)-3,6-二硝基-
  参考文献：
  名称：

  Anionic spirocyclization of 3-nitro-4-(2-hydroxyphenoxy)-2H-1-benzopyran-2-one: Formation of stabilized meisenheimer-type salts

  摘要：

  The interaction of 3-nitro- and 3,6-dinitro-4-(2-hydroxy-4,5-R2-phenoxy)-2H-1-benzopyran-2-ones 4a-d with triethylamine leads to the formation of triethylammonium salts of corresponding anionic spirocyclic compounds 5a-d as a result of intramolecular nucleophilic attack of aroxide-ion on position 4 of the benzopyran system. The structures are proved by H NMR, IR spectroscopy and X-ray analysis of 5c. The distribution of electron density in the model anion M was calculated from X-ray data.

  DOI：

  10.1016/s0040-4020(01)89009-8
• 作为产物：
  描述：

  4-chloro-3,6-dinitrocoumarin 、 邻苯二酚 、 三乙胺 以 苯 为溶剂， 反应 1.5h， 以74%的产率得到3',6'-dinitrospiro[benzo[d][1,3]dioxole-2,4'-chroman]-2'-one compound with triethylamine (1:1)
  参考文献：
  名称：

  Anionic spirocyclization of 3-nitro-4-(2-hydroxyphenoxy)-2H-1-benzopyran-2-one: Formation of stabilized meisenheimer-type salts

  摘要：

  The interaction of 3-nitro- and 3,6-dinitro-4-(2-hydroxy-4,5-R2-phenoxy)-2H-1-benzopyran-2-ones 4a-d with triethylamine leads to the formation of triethylammonium salts of corresponding anionic spirocyclic compounds 5a-d as a result of intramolecular nucleophilic attack of aroxide-ion on position 4 of the benzopyran system. The structures are proved by H NMR, IR spectroscopy and X-ray analysis of 5c. The distribution of electron density in the model anion M was calculated from X-ray data.

  DOI：

  10.1016/s0040-4020(01)89009-8