4-(2,3-dihydro-3-hydroperoxy-4,5-dimethyl-1,1-dioxoisothiazol-2-yl)benzoic acid | 433332-82-2

• 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: 4-(2,3-dihydro-3-hydroperoxy-4,5-dimethyl-1,1-dioxoisothiazol-2-yl)benzoic acid
• 英文别名: 4-(3-hydroperoxy-4,5-dimethyl-1,1-dioxo-3H-1,2-thiazol-2-yl)benzoic acid
• CAS: 433332-82-2
• 化学式: C₁₂H₁₃NO₆S
• 分子量: 299.304
• InChiKey: UVZKNTUHQARCRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-(2,3-dihydro-3-hydroperoxy-4,5-dimethyl-1,1-dioxoisothiazol-2-yl)benzoic acid 以 乙醇 为溶剂， 反应 2.0h， 以38%的产率得到4-(2,3-dihydro-4,5-dimethyl-1,1,3-trioxoisothiazol-2-yl)benzoic acid
  参考文献：
  名称：

  Synthesis of Monocyclic Hydroperoxy- and Hydroxy-Substituted Sulfin- and Sulfonamides by Oxidation of 4,5-Dimethylisothiazolium Salts

  摘要：

  The isothiazolium salts 10, easily accessible by cyclocondensation of the thiocyanates 8 with the anilines 9, yielded with H,02 as the oxidant the first stable hydroperoxides of the 2-aryl-2,3-dihydroisothiazole 1-oxides rac-cis-13, the 1,1-dioxides 15, and their reduced 3-hydroxy derivatives rac-cis-14 and 16, respectively. The oxidation of 10 to new isothiazol-3(2H)-one 1,1-dioxides (17) is also described. For the first time, an aryl-bridged bis[isothiazolium salt] 11 was synthesized and oxidized.

  DOI：

  10.1002/1522-2675(200201)85:1<183::aid-hlca183>3.0.co;2-5
• 作为产物：
  描述：

  2-(4-carboxyphenyl)-4,5-dimethylisothiazolium perchlorate 在 双氧水 作用下， 以 溶剂黄146 为溶剂， 反应 45.0h， 以51%的产率得到4-(2,3-dihydro-3-hydroperoxy-4,5-dimethyl-1,1-dioxoisothiazol-2-yl)benzoic acid
  参考文献：
  名称：

  Synthesis of Monocyclic Hydroperoxy- and Hydroxy-Substituted Sulfin- and Sulfonamides by Oxidation of 4,5-Dimethylisothiazolium Salts

  摘要：

  The isothiazolium salts 10, easily accessible by cyclocondensation of the thiocyanates 8 with the anilines 9, yielded with H,02 as the oxidant the first stable hydroperoxides of the 2-aryl-2,3-dihydroisothiazole 1-oxides rac-cis-13, the 1,1-dioxides 15, and their reduced 3-hydroxy derivatives rac-cis-14 and 16, respectively. The oxidation of 10 to new isothiazol-3(2H)-one 1,1-dioxides (17) is also described. For the first time, an aryl-bridged bis[isothiazolium salt] 11 was synthesized and oxidized.

  DOI：

  10.1002/1522-2675(200201)85:1<183::aid-hlca183>3.0.co;2-5