bis(9-phenyl-9-fluorenyl) peroxide | 35377-95-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: bis(9-phenyl-9-fluorenyl) peroxide
• 英文别名: bis-(9-phenyl-fluoren-9-yl)-peroxide；Bis-(9-phenyl-fluoren-9-yl)-peroxid；Bis-(phenyl-diphenylen-methyl)-peroxyd；Bis-(9-phenyl-fluorenyl-(9))-peroxid；Di-(9-phenyl-9-fluorenyl)-peroxyd；Bis-(9-phenylfluorenyl)-peroxid；9-Phenyl-9-(9-phenylfluoren-9-yl)peroxyfluorene
• CAS: 35377-95-8
• 化学式: C₃₈H₂₆O₂
• 分子量: 514.623
• InChiKey: SIUHFQRCVOIJCS-UHFFFAOYSA-N

物化性质

• 熔点：
  193 °C
• 沸点：
  648.8±55.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  40
• 可旋转键数：
  5
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  三苯基甲醇 在 硫酸 、 溶剂黄146 作用下， 生成 bis(9-phenyl-9-fluorenyl) peroxide
  参考文献：
  名称：

  Photolysis of carbocationic species. Triphenylcarbonium ion

  摘要：

  DOI：

  10.1021/ja00752a029

文献信息

• Taljaard, Benjamin; Goosen, Andre; McCleland, Cedric W., Journal of the Chemical Society. Perkin transactions I, 1989, p. 931 - 934
  作者：Taljaard, Benjamin、Goosen, Andre、McCleland, Cedric W.

  DOI：——

  日期：——
• Wanscheidt; Moldavski, Chemische Berichte, 1930, vol. 63, p. 1362,1367
  作者：Wanscheidt、Moldavski

  DOI：——

  日期：——
• THE ACTION OF Mg + MgBr₂ ON PHENYLBIPHENYLENEMETHYL. THE FORMATION OF PHENYLBIPHENYLENEMETHYLMAGNESIUM BROMIDE
  作者：W. E. Bachmann

  DOI：10.1021/ja01371a040

  日期：1930.8
• Staudinger, Chemische Berichte, 1906, vol. 39, p. 3065
  作者：Staudinger

  DOI：——

  日期：——
• Self-Initiated Autoxidation of a Sterically Crowded Cycloheptatriene Derivative via Norcaradienyloxyl Radicals
  作者：Toshikazu Kitagawa、Atsushi Miyabo、Hideki Fujii、Takao Okazaki、Tetsuya Mori、Masaki Matsudou、Takeshi Sugie、Ken'ichi Takeuchi

  DOI：10.1021/jo961321p

  日期：1997.2.1

  An extremely crowded cycloheptatriene derivative, 1,3,5-tri-tert-butyl-7-(9-phenyl-9-fluorenyl)-1,3,5-cycloheptatriene (1), underwent autoxidation at 25 degrees C in cyclohexane to give 4-tert-butyl-2-pivaloylphenol (3) (33%), 5-tert-butyl-2-pivaloylphenol (4) (11%), 1,3,5-tri-tert-butylbenzene (5) (5%), tert-butyl 9-phenyl-9-fluorenyl peroxide (6) (44%), bis(9-phenyl-9-fluorenyl) peroxide (7) (7%), 1,1',3,3',5,5'-hexa-tert-butyl-7,7'-bicycloheptatriene (8) (2%), and carbon monoxide (4%). ESR studies showed that 1 dissociates into 1,3,5-tri-tert-butyltropyl radical (II) and 9-phenylfluorenyl radical (12) at 25-85 degrees C. The enthalpy and entropy of dissociation were determined to be 23.3 kcal/mol and 22.0 cal/mol . K, respectively. The formation of 3-5 can be explained by a mechanism involving attack of molecular oxygen to 11 and subsequent valence tautomerism of cycloheptatrienyloxyl radicals to norcaradienyloxyl radicals.