5,5-Dimethyl-3-oxocyclohex-1-en-1-carbonsaeure | 28312-42-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5,5-Dimethyl-3-oxocyclohex-1-en-1-carbonsaeure
• 英文别名: 5,5-dimethyl-3-oxo-cyclohex-1-enecarboxylic acid；5,5-Dimethyl-3-oxo-cyclohex-1-encarbonsaeure；5,5-dimethyl-3-oxo-1-cyclohexene-1-carboxylic acid；5,5-Dimethyl-3-oxocyclohexene-1-carboxylic acid
• CAS: 28312-42-7
• 化学式: C₉H₁₂O₃
• 分子量: 168.192
• InChiKey: HCVVWUQTDBUUBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5,5-dimethyl-cyclohexane-1,2,3-trione 在 盐酸 、 硫酸 作用下， 以 1,4-二氧六环 、 乙醚 为溶剂， 反应 3.5h， 生成 5,5-Dimethyl-3-oxocyclohex-1-en-1-carbonsaeure
  参考文献：
  名称：

  Chemie freier, cyclischer vicinaler Tricarbonyl-Verbindungen (`1,2,3-Trione'), Teil 1, Reaktionsweise von Diazomethan und seinen Derivaten mit 5,5-Dimethylcyclohexan-1,2,3-trion (=`Oxo-dimedon') und verwandten Cyclohexan-1,2,3-trionen

  摘要：

  Interactions of diazomethane and of its derivatives as typical nucleophiles with cyclic 1,2,3-triones as efficient electrophiles lead to different results: a) formation of oxiranes (C,O insertion under loss of N-2), b) nucleophilic addition yielding diazoaldols, c) formation of ring-enlargement products (C,C insertion under loss of N-2), and d) formation of dioxoles via redox reactions (under loss of N-2). Our results and those of other groups allow us to recognize that the unexpected outcome of the reaction of oxodimedone and several related species is due to a closed-shell diazoaldol formation followed by an open-shell redox reaction leading to dioxoles.

  DOI：

  10.1002/1522-2675(20010711)84:7<2071::aid-hlca2071>3.0.co;2-d

文献信息

• METHOD FOR PRODUCING OXYGEN-CONTAINING COMPOUND
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP1609777A1

  公开（公告）日：2005-12-28

  It is provided that a method for producing an oxygen-containing compound, characterized in that an olefin compound having a carbon-carbon double bond which is bonded to a methyl or methylene group is reacted with an organic hydroperoxide in the presence of an ionic liquid and a selenium compound.

  本发明提供了一种生产含氧化合物的方法，其特征在于：在离子液体和硒化合物的存在下，使具有碳碳双键并与甲基或亚甲基键合的烯烃化合物与有机过氧化氢反应。
• Method for producing oxygen-containing compound
  申请人：Hagiya Koji

  公开号：US20060173221A1

  公开（公告）日：2006-08-03

  It is provided that a method for producing an oxygen-containing compound, characterized in that an olefin compound having a carbon-carbon double bond which is bonded to a methyl or methylene group is reacted with an organic hydroperoxide in the presence of an ionic liquid and a selenium compound.

  本发明提供了一种生产含氧化合物的方法，其特征在于：在离子液体和硒化合物的存在下，使具有碳碳双键并与甲基或亚甲基键合的烯烃化合物与有机过氧化氢反应。
• PROCESS FOR PRODUCING OXYGENIC COMPOUND
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP1797953B1

  公开（公告）日：2011-01-05
• Autoxidation of αβ-unsaturated ketones
  作者：E. G. E. Hawkins

  DOI：10.1039/jr9550003288

  日期：——
• Method for Producing Oxygen-Containing Compound
  申请人：Hagiya Koji

  公开号：US20080064898A1

  公开（公告）日：2008-03-13

  An oxidation catalyst composition is obtained by mixing a selenium compound, a nitrogen-containing aromatic compound and an acid, and if necessary, in the presence of a solvent. The oxidation catalyst composition shows an oxidation catalyst activity in the oxidation reaction of an organic compound. For example, at least one oxygen-containing compound selected from an alcohol compound, an aldehyde compound, a ketone compound and a carboxylic acid compound is obtained by reacting the olefin compound having two or more hydrogen atoms on the carbon atom at α-position of a carbon-carbon double bond with an organic hydroperoxide compound in the presence of the oxidation catalyst composition.