N-diethylcarbamoyl-o-benzenedisulfonimide

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-diethylcarbamoyl-o-benzenedisulfonimide
• 英文别名: 2-diethylcarbamoyl-1,1,3,3-tetraoxo-1,3,2-benzodithiazole；N,N-diethyl-1,1,3,3-tetraoxo-1lambda6,3lambda6,2-benzodithiazole-2-carboxamide；N,N-diethyl-1,1,3,3-tetraoxo-1λ6,3λ6,2-benzodithiazole-2-carboxamide
• 化学式: C₁₁H₁₄N₂O₅S₂
• 分子量: 318.375
• InChiKey: JZJHOGBHFRWBEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  109
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N,N-二乙基氯甲酰胺 、 silver(I)-1,1,3,3-tetraoxo-1,3,2-benzodithialide 以 乙腈 为溶剂， 反应 48.0h， 以91%的产率得到N-diethylcarbamoyl-o-benzenedisulfonimide
  参考文献：
  名称：

  Polysulfonylamines. CXLV.

  摘要：

  The prominent features in the molecular structure of the title compound (alternative name: 2-diethylcarbamoyl-1,1,3,3-tetraoxo-1,3,2-benzodithiazole), C11H14N2O5S2, arise in the urea moiety S2N-C(O)-N'C-2 : the sum of the angles at N is 332.3 (1)degrees, the N-C(O)-N'C-2 unit is planar, and distances N-C(O) = 1.494 (3) Angstrom, N'-C(O) = 1.325 (2) Angstrom and C-O = 1.215 (2) Angstrom. The molecules are associated via five C-H . . .O hydrogen bonds to form layers parallel to the yz plane. This compound and its dimethyl homologue, which were synthesized by treating the silver salt of o-benzenedisulfonimide with carbamoyl chlorides, are prone to rapid hydrolysis at the weak N-C(O) bond. For both molecules, the rotational barrier about the partial N'-C(O) double bond is ca 50 kJ mol(-1) at 250 K (from dynamic H-1 NMR experiments).

  DOI：

  10.1107/s0108270101010605