3-[hydroxy(tosyloxy)iodo]benzoic acid | 1004987-64-7

• 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: 3-[hydroxy(tosyloxy)iodo]benzoic acid
• 英文别名: 3-[Hydroxy-(4-methylphenyl)sulfonyloxy-lambda3-iodanyl]benzoic acid；3-[hydroxy-(4-methylphenyl)sulfonyloxy-λ3-iodanyl]benzoic acid
• CAS: 1004987-64-7
• 化学式: C₁₄H₁₃IO₆S
• 分子量: 436.224
• InChiKey: UPXONKRTHHONOU-UHFFFAOYSA-N

物化性质

• 熔点：
  132-134 °C (decomp)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-[hydroxy(tosyloxy)iodo]benzoic acid 、 苯乙酮 以 乙腈 为溶剂， 反应 1.0h， 以94%的产率得到1-phenyl-2-(p-tolylsulfonyloxy)ethanone
  参考文献：
  名称：

  Development of new recyclable reagents and catalytic systems based on hypervalent iodine compounds

  摘要：

  Recent advances in the development of polymer-supported iodine(V) oxidants, recyclable monomeric hypervalent iodine(III) reagents and catalytic systems based on hypervalent iodine compounds are discussed. These efficient and environmentally friendly reagents and catalysts are particularly useful for oxidative transformations of alcohols to carbonyl compounds and for oxidations at the benzylic position.

  DOI：

  10.1016/j.mencom.2010.06.001
• 作为产物：
  描述：

  3-碘苯甲酸 在 过氧乙酸 作用下， 以 溶剂黄146 、 乙腈 为溶剂， 反应 13.0h， 生成 3-[hydroxy(tosyloxy)iodo]benzoic acid
  参考文献：
  名称：

  Development of new recyclable reagents and catalytic systems based on hypervalent iodine compounds

  摘要：

  Recent advances in the development of polymer-supported iodine(V) oxidants, recyclable monomeric hypervalent iodine(III) reagents and catalytic systems based on hypervalent iodine compounds are discussed. These efficient and environmentally friendly reagents and catalysts are particularly useful for oxidative transformations of alcohols to carbonyl compounds and for oxidations at the benzylic position.

  DOI：

  10.1016/j.mencom.2010.06.001

文献信息

• Preparation and X-ray Structures of 3-[Bis(trifluoroacetoxy)iodo]benzoic Acid and 3-[Hydroxy(tosyloxy)iodo]benzoic Acid:  New Recyclable Hypervalent Iodine Reagents
  作者：Mekhman S. Yusubov、Tatyana V. Funk、Ki-Whan Chi、Eun-Hye Cha、Ghyung Hwa Kim、Andreas Kirschning、Viktor V. Zhdankin

  DOI：10.1021/jo702112s

  日期：2008.1.1

  Preparation, structural characterization, and reactivity of 3-[bis(trifluoroacetoxy)iodo]benzoic acid and 3-[hydroxy(tosyloxy)iodo]benzoic acid, new recyclable iodine(III) reagents derived from 3-iodosylbenzoic acid, are described. The reduced form of these reagents, 3-iodobenzoic acid, can be easily recovered from the reaction mixtures using ion-exchange resin or basic aqueous workup followed by acidification

  描述了3- [双（三氟乙酰氧基）碘]苯甲酸和3- [羟基（甲苯磺酰氧基）碘]苯甲酸的制备，结构表征和反应性，这些衍生自3-碘基苯甲酸的新型可循环利用的碘（III）试剂。使用离子交换树脂或碱性水溶液后处理，然后用HCl酸化，可以轻松地从反应混合物中回收这些试剂的还原形式3-碘代苯甲酸。