diphenyliodonium(1+) triiodide | 96750-40-2

• 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: diphenyliodonium(1+) triiodide
• 英文别名: diphenyliodonium triiodide；diphenyl-iodonium ; triiodide；Diphenyl-jodonium; Trijodid；Diphenyl-jodonium; Perjodid；Diphenyliodanium;triiodide
• CAS: 96750-40-2
• 化学式: C₁₂H₁₀I*I₃
• 分子量: 661.829
• InChiKey: PONUBTHUSLHNDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.41
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  碘化二苯基碘 在 碘 作用下， 以 甲醇 、 氯仿 为溶剂， 生成 diphenyliodonium(1+) triiodide
  参考文献：
  名称：

  Crystal and molecular structure of diphenyliodonium triiodide

  摘要：

  A new salt diphenyliodonium triiodide (C12H10I4) was obtained. The [C12H10I+][I (3) (-) ] compound was isolated as red brown crystals and studied by single-crystal X-ray diffraction. The structure of diphenyliodonium triiodide consists of separate, virtually linear I (3) (-) anions and C12H10I+ cations. Strong intermolecular anion-anion (I (3) (-) aEuro broken vertical bar I (3) (-) ) and anion-cation (I (3) (-) aEuro broken vertical bar I+) interactions in the crystal structure leads to a change in the symmetry of triiodide ions. The complex formation in the system organic cation iodide-elementary iodine was studied by spectrophotometry. The complex composition was found (1: 1), and the stability constant of the complex in chloroform was determined (loggB = 3.91).

  DOI：

  10.1134/s0036023612020064

文献信息

• Polyhalide anions in crystals. Part 2. I₃⁻asymmetry and N—H … I bonding: triiodides of the Me₂NH₂⁺, Ph₂I⁺, tropanium,<i>N</i>,<i>N</i>,<i>N</i>′,<i>N</i>′-Me₄-1,2-ethanediammonium,<i>N</i>,<i>N</i>,<i>N</i>′,<i>N</i>′-Me₄-1,3-propanediammonium,<i>N</i>-Me-piperazinium(2+), and<i>N</i>,<i>N</i>′-Me₂-piperazinium(2+) cations, and Me₂NH₂I
  作者：Katherine N. Robertson、T Stanley Cameron、Osvald Knop

  DOI：10.1139/v96-174

  日期：1996.8.1

  Crystal-structure determinations are reported for Me₂NH₂I₃, (Ph₂I)I₃, tropanium-I₃, [Me₂HN(CH₂)₂NHMe₂](I₃)₂, [Me₂HN(CH₂)₃NHMe₂](I₃)₂, (N-Me₂-piperazinium) (I₃)_2•H₂O, (N,N′-Me₂-piperazinium)(I₃)₂, and Me₂NH₂I. The features of these and relevant literature structures are used to (1) classify triiodide structures by their ion-packing types; (2) analyze the relationship between the two I—I bond lengths d and d* in the I₃⁻anion; and (3) examine the effect of N—H(N)… I hydrogen bonding on the symmetry of the I₃⁻anion. It is found that the d,d* relationship can be represented to a high degree of correlation by the power function d* − d₀ = K(d − d₀)^−c(d* ≥ d,d₀ = d(I—I) in I₂(g)) based on the 3c4e model of the anion. An empirical correlation is shown to exist between the H(N)… I and N … I distances both for unbranched and branched N—H(N)… I bonds. Comparison of the degree of asymmetry of I₃⁻in two samples, one containing H-bonded I₃⁻anions, the other with H-bonding absent, leads to the conclusion that while H-bonding is a factor affecting I₃⁻symmetry, it is not a preferential factor. The four 1:2 title triiodides have structures of, or related to, the CdI₂type, in which the anions form infinite pseudo-hexagonal channels. The positioning of the divalent cations on the axes of these channels gives rise to an interesting "vernier" effect governed by the cation length and H-bonding ability. Bonding in centrosymmetric I₄rings in (Ph₂I)I₃and (Ph₂I)I is examined. Key words: crystal structures, hydrogen bond, iodine–iodine bonds, polyhalide anions, triiodides.

  报道了Me₂NH₂I₃，(Ph₂I)I₃，tropanium-I₃，[Me₂HN(CH₂)₂NHMe₂](I₃)₂，[Me₂HN(CH₂)₃NHMe₂](I₃)₂，(N-Me₂-piperazinium) (I₃)_2•H₂O，(N,N′-Me₂-piperazinium)(I₃)₂和Me₂NH₂I的晶体结构测定。这些和相关文献结构的特征被用来(1)按离子堆积类型分类三碘化物结构；(2)分析I₃⁻阴离子中两个I—I键长d和d*之间的关系；(3)研究N—H(N)… I氢键对I₃⁻阴离子对称性的影响。发现d，d*之间的关系可以用幂函数d* − d₀ = K(d − d₀)^−c(d* ≥ d，d₀ = d(I—I)在I₂(g)中)基于阴离子的3c4e模型高度相关。显示存在经验相关性，既适用于非分支的N—H(N)… I键，也适用于分支的键。比较含有氢键I₃⁻阴离子和没有氢键的两个样品中I₃⁻的不对称程度，得出结论：氢键虽然影响I₃⁻的对称性，但不是优先因素。四个1:2的三碘化物具有与CdI₂型相关的结构，其中阴离子形成无限伪六角通道。二价阳离子在这些通道轴上的定位产生了由阳离子长度和氢键能力控制的有趣的“游标”效应。研究了(Ph₂I)I₃和(Ph₂I)I中中心对称的I₄环的键合。关键词：晶体结构，氢键，碘-碘键，多卤素阴离子，三碘化物。
• Willgerodt, Chemische Berichte, 1896, vol. 29, p. 2009
  作者：Willgerodt

  DOI：——

  日期：——