N-(2-iodylphenyl)-4-methyl-N-tosylbenzenesulfonamide | 1192372-85-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2-iodylphenyl)-4-methyl-N-tosylbenzenesulfonamide
• 英文别名: N-(2-iodylphenyl)-4-methyl-N-(4-methylphenyl)sulfonylbenzenesulfonamide
• CAS: 1192372-85-2
• 化学式: C₂₀H₁₈INO₆S₂
• 分子量: 559.403
• InChiKey: CINVJXLXCAXNQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  122
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  N-(2-iodophenyl)-4-methyl-N-tosylbenzenesulfonamide 在 二甲基二环氧乙烷 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 以89%的产率得到N-(2-iodylphenyl)-4-methyl-N-tosylbenzenesulfonamide
  参考文献：
  名称：

  Preparation, X-ray Structure, and Oxidative Reactivity of N-(2-Iodylphenyl)tosylamides and 2-Iodylphenyl Tosylate: Iodylarenes Stabilized by Ortho-Substitution with a Sulfonyl Group

  摘要：

  New tosyl derivatives of 2-iodylaniline and 2-iodylphenol were prepared by the dimethyldloxirane oxidation of the corresponding 2-iodophenyltosylamides or 2-iodophenyl tosylate and isolated as stable, microcrystalline products. Single-crystal X-ray diffraction analysis of N-(2-iodylphenyl)-N,4-dimethylbenzenesulfonamide revealed pseudocyclic structure formed by intramolecular 1 center dot center dot center dot O interactions between the hypervalent iodine center and the sulfonyl oxygens in the tosyl group. This tosylamide has an excellent solubility in organic solvents and is it potentially useful hypervalent iodine oxidant.

  DOI：

  10.1021/jo901638f