2,6-Ditert-butyl-4-chloro-4-ethylcyclohexa-2,5-dien-1-one | 198976-23-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2,6-Ditert-butyl-4-chloro-4-ethylcyclohexa-2,5-dien-1-one
• CAS: 198976-23-7
• 化学式: C₁₆H₂₅ClO
• 分子量: 268.827
• InChiKey: LVXXNQMFBHUTLU-UHFFFAOYSA-N

物化性质

• 沸点：
  343.8±42.0 °C(Predicted)
• 密度：
  0.99±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,4,6-tri-tert-butyl-4-hydroperoxycyclohexa-2,5-dienone 、 2,6-Ditert-butyl-4-chloro-4-ethylcyclohexa-2,5-dien-1-one 在 N-碘代丁二酰亚胺 作用下， 以 乙腈 为溶剂， 反应 0.17h， 以37%的产率得到2,6-Ditert-butyl-4-ethyl-4-(1,3,5-tritert-butyl-4-oxocyclohexa-2,5-dien-1-yl)peroxycyclohexa-2,5-dien-1-one
  参考文献：
  名称：

  A New Methodology for the Bis(oxocyclohexadienyl) Peroxide Formation

  摘要：

  Symmetrically substituted bis(4-oxocyclohexa-2,5-dienyl) peroxide 5 (R = R') as well as unsymmetrically substituted 5 (R not equal R') can be prepared efficiently by treating 4-halogenocyclohexa-2,5-dienone 3 with 4-hydroperoxycyclohexa-2,5-dienone 4 in the presence of an appropriate positive halogen compound such as N-iodosuccinimide, Acetonitrile is a suitable solvent for the reaction, The formation of 5 is suggested to take place via electrophilic attack by the positive halogen species upon 3 generating the 4-oxocyclohexa-2,5-dienyl cation (or the phenoxy cation), followed by nucleophilic attack by 4 upon the cation, It is emphasized that some of the peroxides obtained by this means have not been prepared by the classical method, coupling of phenoxy radicals with O-2.

  DOI：

  10.1021/jo971307s
• 作为产物：
  描述：

  2,6-二叔丁基-4-乙基苯酚 在 磷酸三甲酯 、 磺酰氯 作用下， 生成 2,6-Ditert-butyl-4-chloro-4-ethylcyclohexa-2,5-dien-1-one
  参考文献：
  名称：

  A New Methodology for the Bis(oxocyclohexadienyl) Peroxide Formation

  摘要：

  Symmetrically substituted bis(4-oxocyclohexa-2,5-dienyl) peroxide 5 (R = R') as well as unsymmetrically substituted 5 (R not equal R') can be prepared efficiently by treating 4-halogenocyclohexa-2,5-dienone 3 with 4-hydroperoxycyclohexa-2,5-dienone 4 in the presence of an appropriate positive halogen compound such as N-iodosuccinimide, Acetonitrile is a suitable solvent for the reaction, The formation of 5 is suggested to take place via electrophilic attack by the positive halogen species upon 3 generating the 4-oxocyclohexa-2,5-dienyl cation (or the phenoxy cation), followed by nucleophilic attack by 4 upon the cation, It is emphasized that some of the peroxides obtained by this means have not been prepared by the classical method, coupling of phenoxy radicals with O-2.

  DOI：

  10.1021/jo971307s

文献信息

• A New Methodology for the Bis(oxocyclohexadienyl) Peroxide Formation
  作者：Kanji Omura

  DOI：10.1021/jo971307s

  日期：1997.12.1

  Symmetrically substituted bis(4-oxocyclohexa-2,5-dienyl) peroxide 5 (R = R') as well as unsymmetrically substituted 5 (R not equal R') can be prepared efficiently by treating 4-halogenocyclohexa-2,5-dienone 3 with 4-hydroperoxycyclohexa-2,5-dienone 4 in the presence of an appropriate positive halogen compound such as N-iodosuccinimide, Acetonitrile is a suitable solvent for the reaction, The formation of 5 is suggested to take place via electrophilic attack by the positive halogen species upon 3 generating the 4-oxocyclohexa-2,5-dienyl cation (or the phenoxy cation), followed by nucleophilic attack by 4 upon the cation, It is emphasized that some of the peroxides obtained by this means have not been prepared by the classical method, coupling of phenoxy radicals with O-2.