N-(2-nitroxyethyl)-2-fluoro-2,2-dinitroethyl carbamate, pentafluorosulfanylimine | 139649-74-4

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: N-(2-nitroxyethyl)-2-fluoro-2,2-dinitroethyl carbamate, pentafluorosulfanylimine
• CAS: 139649-74-4
• 化学式: C₅H₇F₆N₅O₈S
• 分子量: 411.196
• InChiKey: MSEOMMJWJQIWIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.55
• 重原子数：
  25.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  172.27
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  N-(2-nitroxyethyl)-2-fluoro-2,2-dinitroethyl carbamate, pentafluorosulfanylimine 在 硝酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以69%的产率得到N-(2-nitroxyethyl)-2-fluoro-2,2-dinitroethyl carbamate, fluorosulfonylimine
  参考文献：
  名称：

  Polynitroalkyl derivatives of SF5NCCl2: nitrations of SF5 imines

  摘要：

  Polynitroalkyl SF5, imines have been synthesized from SF5N=CCl2 via nucleophilic substitution and nitration reactions. Only in one instance was the SF5 imino moiety (SF5N=C-) affected by a nitration reagent; the product was the fluorosulfonyl compound; very similar SF5 materials were not affected by the nitration reagent. The SF5N=C- moiety, when compared to the carbonyl group (O=C-), exhibited a strong tendency to lower the melting points of nitro compounds. The crystal structures of three SF5, imines and one fluorosulfonyl imine have been determined.

  DOI：

  10.1016/s0022-1139(00)80564-3
• 作为产物：
  描述：

  N-(2-hydroxyethyl)-2-fluoro-2,2-dinitroethyl carbamate, pentafluorosulfanylimine 在 硝酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以100%的产率得到N-(2-nitroxyethyl)-2-fluoro-2,2-dinitroethyl carbamate, pentafluorosulfanylimine
  参考文献：
  名称：

  Polynitroalkyl derivatives of SF5NCCl2: nitrations of SF5 imines

  摘要：

  Polynitroalkyl SF5, imines have been synthesized from SF5N=CCl2 via nucleophilic substitution and nitration reactions. Only in one instance was the SF5 imino moiety (SF5N=C-) affected by a nitration reagent; the product was the fluorosulfonyl compound; very similar SF5 materials were not affected by the nitration reagent. The SF5N=C- moiety, when compared to the carbonyl group (O=C-), exhibited a strong tendency to lower the melting points of nitro compounds. The crystal structures of three SF5, imines and one fluorosulfonyl imine have been determined.

  DOI：

  10.1016/s0022-1139(00)80564-3