1,3-bisketenylbenzene | 457613-75-1

• 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: 1,3-bisketenylbenzene
• 英文别名: 1,3-Bis(ketenyl)benzene
• CAS: 457613-75-1
• 化学式: C₁₀H₆O₂
• 分子量: 158.156
• InChiKey: ATOYPCCLEVMSON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2,6,6-四甲基哌啶氧化物 、 1,3-bisketenylbenzene 以 异辛烷 为溶剂， 生成 (2,2,6,6-Tetramethyl-piperidin-1-yloxy)-{3-[(2,2,6,6-tetramethyl-piperidin-1-yloxy)-(2,2,6,6-tetramethyl-piperidin-1-yloxycarbonyl)-methyl]-phenyl}-acetic acid 2,2,6,6-tetramethyl-piperidin-1-yl ester
  参考文献：
  名称：

  摘要：

  1,2- and 1,3-Bis(ketenyl)benzenes formed by double dehydrochlorination and by double Wolff rearrangement, respectively, gave ketenyl IR absorption at 2115, and 2122, and 2116 cm(-1), respectively. Reaction of these bisketenes with the aminoxyl radical tetramethylpiperidin-1-yloxyl (TEMPO) gave the corresponding tetraadducts as mixtures of meso- and d,l-isomers. The kinetics of the reaction of 1,3-bis(ketenyl)benzene with TEMPO gave a rate constant comparable to that of the monoketene PhCH=C=O. The reactions proceed by the initial attack of TEMPO on the carbonyl carbon of one ketenyl group followed by fast capture of the intermediate radical by a second TEMPO, and then reaction of the remaining ketene.

  DOI：

  10.1023/a:1015053418740
• 作为产物：
  描述：

  1,3-bis(diazoacetyl)benzene 以 正己烷 为溶剂， 反应 0.08h， 生成 1,3-bisketenylbenzene
  参考文献：
  名称：

  摘要：

  1,2- and 1,3-Bis(ketenyl)benzenes formed by double dehydrochlorination and by double Wolff rearrangement, respectively, gave ketenyl IR absorption at 2115, and 2122, and 2116 cm(-1), respectively. Reaction of these bisketenes with the aminoxyl radical tetramethylpiperidin-1-yloxyl (TEMPO) gave the corresponding tetraadducts as mixtures of meso- and d,l-isomers. The kinetics of the reaction of 1,3-bis(ketenyl)benzene with TEMPO gave a rate constant comparable to that of the monoketene PhCH=C=O. The reactions proceed by the initial attack of TEMPO on the carbonyl carbon of one ketenyl group followed by fast capture of the intermediate radical by a second TEMPO, and then reaction of the remaining ketene.

  DOI：

  10.1023/a:1015053418740