3-[双(三氟乙酰氧基)碘]苯甲酸 | 1004987-63-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-[双(三氟乙酰氧基)碘]苯甲酸
• 英文名称: 3-[bis(trifluoroacetoxy)iodo]benzoic acid
• 英文别名: 3-[Bis(trifluoroacetoxy)iodo(III)]benzoic acid；3-[bis[(2,2,2-trifluoroacetyl)oxy]-λ3-iodanyl]benzoic acid
• CAS: 1004987-63-6
• 化学式: C₁₁H₅F₆IO₆
• 分子量: 474.052
• InChiKey: LPBAOFGCSQMHEL-UHFFFAOYSA-N

物化性质

• 熔点：
  125-127 °C (decomp)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  89.9
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  3-碘苯甲酸 在 过氧乙酸 作用下， 以 溶剂黄146 为溶剂， 反应 13.0h， 生成 3-[双(三氟乙酰氧基)碘]苯甲酸
  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
• 作为试剂：
  描述：

  1,2,4,5-四甲苯 在 3-[双(三氟乙酰氧基)碘]苯甲酸 、 硫酸 、 碘 作用下， 以 水 、 乙腈 为溶剂， 反应 1.0h， 以89%的产率得到1,4-二碘-2,3,5,6-四甲基苯
  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

• A General and Convenient Preparation of [Bis(trifluoroacetoxy)iodo]perfluoroalkanes and [Bis(trifluoroacetoxy)iodo]arenes by Oxidation of Organic Iodides Using Oxone and Trifluoroacetic Acid
  作者：Aleksandra A. Zagulyaeva、Mekhman S. Yusubov、Viktor V. Zhdankin

  DOI：10.1021/jo902733f

  日期：2010.3.19

  [Bis(trifluoroacetoxy)iodo]perfluoroalkanes CnF2n+1I(OCOCF3)2 (n = 4, 6, 8, 10, 12) can be conveniently prepared by the oxidation of the corresponding perfluoroalkyl iodides with Oxone in trifluoroacetic acid at room temperature and subsequently converted to the stable [hydroxy(tosyloxy)iodo]perfluoroalkanes, CnF2n+1I(OH)OTs, by treatment with p-toluenesulfonic acid. This general and convenient procedure

  [双（三氟乙酰氧基）碘]全氟烷烃C n F 2 n +1 I（OCOCF 3）2（n = 4、6、8、10、12 ）可以方便地通过在三氟乙酸中用过氧化物氧化相应的全氟烷基碘化物来制备。然后在室温下用对甲苯磺酸处理，将其转化为稳定的[羟基（甲苯磺酰氧基）碘]全氟烷烃C n F 2 n +1 I（OH）OTs 。该通用且方便的方法已进一步扩展到各种[双（三氟乙酰氧基）碘]芳烃ArI（OCOCF 3）2的合成。