2-acetyl-4,4-dimethyl-2-cyclohexen-1-one | 94250-52-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-acetyl-4,4-dimethyl-2-cyclohexen-1-one
• 英文别名: 2-Acetyl-4,4-dimethylcyclohex-2-en-1-one
• CAS: 94250-52-9
• 化学式: C₁₀H₁₄O₂
• 分子量: 166.22
• InChiKey: HWYSFXMWEFWFFZ-UHFFFAOYSA-N

物化性质

• 沸点：
  88-98 °C(Press: 1.75 Torr)
• 密度：
  1.014±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-[1-Hydroxy-eth-(Z)-ylidene]-4,4-dimethyl-cyclohexanone 在 溶剂黄146 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 为溶剂， 反应 48.0h， 以67%的产率得到2-acetyl-4,4-dimethyl-2-cyclohexen-1-one
  参考文献：
  名称：

  Annulation of .alpha.-formyl .alpha.,.beta.-unsaturated ketones by a Michael addition-cyclization sequence. A versatile synthesis of alicyclic six-membered rings

  摘要：

  DOI：

  10.1021/jo00204a003

文献信息

• Aqueous DMF−Potassium Carbonate as a Substitute for Thallium and Silver Additives in the Palladium-Catalyzed Conversion of Aryl Bromides to Acetyl Arenes
  作者：Karl S. A. Vallin、Mats Larhed、Anders Hallberg

  DOI：10.1021/jo015599f

  日期：2001.6.1

  Highly selective palladium-catalyzed internal alpha -arylations of alkyl vinyl ethers with aryl and heteroaryl bromides were conveniently conducted in aqueous DMF with potassium carbonate as base and with DPPP as bidentate ligand. The corresponding acetyl arene products were, after hydrolysis, isolated in good to excellent yields. This Heck reaction procedure does not require toxic thallium or expensive silver salt additives, is promoted by water, and is suggested to proceed via charged organopalladium intermediates. Single-mode microwave irradiation was utilized in one example to shorten the reaction time.
• Annulation of .alpha.-formyl .alpha.,.beta.-unsaturated ketones by a Michael addition-cyclization sequence. A versatile synthesis of alicyclic six-membered rings
  作者：Walter L. Meyer、Michael J. Brannon、Celmira da G. Burgos、Thomas E. Goodwin、Ralph W. Howard

  DOI：10.1021/jo00204a003

  日期：1985.2