1,4-diiodotetrafluorobenzene/phenyl 4-tolyl sulfoxide 1:1 cocrystal | 1375487-83-4

• 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: 1,4-diiodotetrafluorobenzene/phenyl 4-tolyl sulfoxide 1:1 cocrystal
• CAS: 1375487-83-4
• 化学式: C₆F₄I₂*C₁₃H₁₂OS
• 分子量: 618.172
• InChiKey: AMVNUMSTGKQDHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.61
• 重原子数：
  27.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  1,4-二碘四氟苯 、 2-甲基二苯并[b,d]噻吩5-氧化物 以 丙酮 为溶剂， 反应 48.0h， 以100%的产率得到1,4-diiodotetrafluorobenzene/phenyl 4-tolyl sulfoxide 1:1 cocrystal
  参考文献：
  名称：

  Utilizing Sulfoxide···Iodine Halogen Bonding for Cocrystallization

  摘要：

  The propensity of a range of different sulfoxides and sulfones to cocrystallize with either 1,2- or 1,4-diiodotetrafluorobenzene, via I center dot center dot center dot O=S halogen bonding, was investigated. Cocrystallization occurred exclusively with 1,4-diiodotetrafluorobenzene in either a 1:1 or 1:2 stoichiometry of the organohalide and the sulfoxide, respectively, depending on the sulfoxide used. It was found that the stoichiometry observed was not necessarily related to whether the oxygen acts as a single halogen bond acceptor or if it is bifurcated; with I center dot center dot center dot pi interactions observed in two of the cocrystals synthesized. Only those cocrystals with a 1:2 stoichiometry exhibit C-H center dot center dot center dot O hydrogen bonding in addition to I center dot center dot center dot O=S halogen bonding. Examination of the Cambridge Structural Database shows that (i) the I center dot center dot center dot O=S interaction is similar to other I center dot center dot center dot O=S interactions, and (ii) the I center dot center dot center dot pi interaction is significant, with the distances in the two cocrystals among the shortest known.

  DOI：

  10.1021/cg300189v