(E)-2-(4-Hydroxy-phenyl)-ethenesulfonic acid 3,4-dinitro-phenyl ester | 204446-72-0

• 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: (E)-2-(4-Hydroxy-phenyl)-ethenesulfonic acid 3,4-dinitro-phenyl ester
• 英文别名: (3,4-dinitrophenyl) (E)-2-(4-hydroxyphenyl)ethenesulfonate
• CAS: 204446-72-0
• 化学式: C₁₄H₁₀N₂O₈S
• 分子量: 366.308
• InChiKey: IFSIAWWPHMWCBI-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  164
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  3,4-二硝基苯酚 在 盐酸 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 0.17h， 生成 (E)-2-(4-Hydroxy-phenyl)-ethenesulfonic acid 3,4-dinitro-phenyl ester
  参考文献：
  名称：

  The Dissociative Route in the Alkaline Hydrolysis of Aryl 4-Hydroxy-β-styrenesulfonates

  摘要：

  Reactivity comparisons, activation parameters, and the substituent effect in the leaving group indicate that the hydrolysis of title esters in moderately to strongly alkaline aqueous solution follows a dissociative pathway with the probable participation of an extended sulfoquinone (thioquinone dioxide) intermediate. The interposition of a vinylene group between the internal nucleophile and the reaction site favors the elimination-addition process. Present results further suggest the high tendency of suitably substituted sulfonyl derivatives to hydrolyze through dissociative mechanism.

  DOI：

  10.1021/jo971508w

文献信息

• The Dissociative Route in the Alkaline Hydrolysis of Aryl 4-Hydroxy-β-styrenesulfonates
  作者：Giorgio Cevasco、Sergio Thea

  DOI：10.1021/jo971508w

  日期：1998.4.1

  Reactivity comparisons, activation parameters, and the substituent effect in the leaving group indicate that the hydrolysis of title esters in moderately to strongly alkaline aqueous solution follows a dissociative pathway with the probable participation of an extended sulfoquinone (thioquinone dioxide) intermediate. The interposition of a vinylene group between the internal nucleophile and the reaction site favors the elimination-addition process. Present results further suggest the high tendency of suitably substituted sulfonyl derivatives to hydrolyze through dissociative mechanism.