1-ethoxy-1H-1λ³-benzo[d][1,2]iodoxol-3-one | 1829-24-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 1-ethoxy-1H-1λ³-benzo[d][1,2]iodoxol-3-one
• 英文别名: 1-ethoxy-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one；1-Aethoxy-1.2-benzjodoxolinon-(3)；1-Ethoxy-1lambda3,2-benziodoxol-3-one；1-ethoxy-1λ3,2-benziodoxol-3-one
• CAS: 1829-24-9
• 化学式: C₉H₉IO₃
• 分子量: 292.073
• InChiKey: SMHGGRKYSSTYOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-羟基-1,2-苯碘酰-3(1H)-酮 生成 1-ethoxy-1H-1λ³-benzo[d][1,2]iodoxol-3-one
  参考文献：
  名称：

  681.邻碘苯甲酸和某些衍生物的结构

  摘要：

  DOI：

  10.1039/jr9650003721

文献信息

• Practical Synthesis of 2-Iodosobenzoic Acid (IBA) without Contamination by Hazardous 2-Iodoxybenzoic Acid (IBX) under Mild Conditions
  作者：Hideyasu China、Nami Kageyama、Hotaka Yatabe、Naoko Takenaga、Toshifumi Dohi

  DOI：10.3390/molecules26071897

  日期：——

  practical method for the preparation of nonexplosive cyclic hypervalent iodine(III) oxidants as efficient organocatalysts and reagents for various reactions using Oxone® in aqueous solution under mild conditions at room temperature. The thus obtained 2-iodosobenzoic acids (IBAs) could be used as precursors of other cyclic organoiodine(III) derivatives by the solvolytic derivatization of the hydroxy

  我们报告了一种方便实用的方法，用于在室温温和条件下在水溶液中使用 Oxone ®制备非爆炸性环状高价碘 (III) 氧化剂，作为各种反应的有效有机催化剂和试剂。由此获得的2-碘代苯甲酸(IBA)可以在80℃或更低温度的温和条件下通过羟基的溶剂分解衍生化而用作其他环状有机碘(III)衍生物的前体。这些连续程序非常可靠，能够以优异的产率选择性地提供环状高价碘化合物，而不会受到危险的五价碘（III）化合物的污染。
• 681. The structure of o-iodosobenzoic acid and of certain derivatives
  作者：G. P. Baker、Frederick G. Mann、N. Sheppard、A. J. Tetlow

  DOI：10.1039/jr9650003721

  日期：——
• Solution Structure of Some λ³ Iodanes:  An ¹⁷O NMR and DFT Study
  作者：Francesca Mocci、Gianluca Uccheddu、Angelo Frongia、Giovanni Cerioni

  DOI：10.1021/jo070111h

  日期：2007.5.1

  The structure of a series of I-O bonded bis(acyloxy)iodoarenes and benzoiodoxolones in chloroform solution has been investigated by O-17 NMR spectroscopy and by density functional theory (DFT) calculations, employing the PBE0 functional together with the LANL2DZ basis set extended with polarization (d) and diffuse (p) functions. This combined approach allowed us to ascertain that, although these classes of lambda(3) iodanes maintain in chloroform solution their solid state "T-shaped" structure, a degenerate [1,3] sigmatropic shift of iodine between the two oxygens of the acyloxy groups occurs in solution. The energy barrier involved in this process differs in the two classes, thus causing significant differences in the O-17 NMR spectra, at room temperature, of the two classes of compounds.