1,2-difluoro-1,1,2-triphenylethane | 125440-38-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1,2-difluoro-1,1,2-triphenylethane
• 英文别名: 1,2-difluorotriphenylethane；(1,2-Difluoro-1,2-diphenylethyl)benzene；(1,2-difluoro-1,2-diphenylethyl)benzene
• CAS: 125440-38-2
• 化学式: C₂₀H₁₆F₂
• 分子量: 294.344
• InChiKey: BNKLXNDLIOOTCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  三苯乙烯 在 (HF)nPy 、 N-fluorobis<(trifluoromethyl)sulfonyl>imide 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以96%的产率得到1,2-difluoro-1,1,2-triphenylethane
  参考文献：
  名称：

  N-Fluorobis[(perfluoroalkyl)sulfonyl]imides: reactions with some olefins via .alpha.-fluoro carbocationic intermediates

  摘要：

  N-Fluorobis(perfluoroalkyl)sulfonyl]imides are a new class of electrophilic fluorinating agents. Reaction of (CF3SO2)2NF (1) with olefins gave various products, depending on the reaction conditions and the structure of the substrate. In solvents of higher nucleophilicity such as H2O, acetic acid, aqueous HCl, and (HF)(n)Py, alpha-fluorohydrins or their acetates, alpha,beta-chlorofluoro- and alpha,beta-difluoroalkanes were obtained. In acetic acid, trans-stilbene and tetraphenylethylene produced the rearranged, nonfluorinated aldehyde and ketone. Evidence is presented for the reactions proceeding via a one-electron transfer mechanism involving alpha-fluorocarbocationic intermediates.

  DOI：

  10.1021/jo00028a042

文献信息

• Rearrangement of Phenylethenes on Reaction with Iodine−Xenon Difluoride
  作者：Timothy B Patrick、Suntian Qian

  DOI：10.1021/ol006450d

  日期：2000.10.1

  Phenyl-substituted ethenes react with iodine and xenon difluoride to provide difluorinated products. Iodofluoro intermediates react with xenon difluoride to produce transient iodine difluoride species that lose IF and F(-) and produce carbocations.

  苯基取代的乙烯与碘和二氟化氙反应生成二氟化产物。碘氟中间体与二氟化氙反应生成瞬态的二氟化碘，从而失去IF和F（-）并产生碳正离子。
• New photochemical method for selective fluorination of organic molecules
  作者：Chong Mou Wang、Thomas E. Mallouk

  DOI：10.1021/ja00161a066

  日期：1990.2
• Zupan, Marko; Metelko, Maja; Stavber, Stojan, Journal of the Chemical Society. Perkin transactions I, 1993, # 22, p. 2851 - 2856
  作者：Zupan, Marko、Metelko, Maja、Stavber, Stojan

  DOI：——

  日期：——