5,5-dimethyl-2-(3-oxo-3-phenylpropyl)cyclohexane-1,3-dione | 61761-94-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5,5-dimethyl-2-(3-oxo-3-phenylpropyl)cyclohexane-1,3-dione
• 英文别名: 3-hydroxy-5,5-dimethyl-2-(3-oxo-3-phenylpropyl)cyclohex-2-enone；3-Hydroxy-5,5-dimethyl-2-(3-oxo-3-phenylpropyl)cyclohex-2-en-1-one；3-hydroxy-5,5-dimethyl-2-(3-oxo-3-phenylpropyl)cyclohex-2-en-1-one
• CAS: 61761-94-2
• 化学式: C₁₇H₂₀O₃
• 分子量: 272.344
• InChiKey: ALTONLFKBRMNQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  三甲基氯硅烷 、 5,5-dimethyl-2-(3-oxo-3-phenylpropyl)cyclohexane-1,3-dione 生成 5,5-dimethyl-2-(3-oxo-3-phenylpropyl)-3-[(trimethylsilyl)oxy]cyclohex-2-en-1-one
  参考文献：
  名称：

  Hydrogen-Bonding in Cyclic 2-(3-Oxo-3-phenylpropyl)-Substituted 1,3-Diketones: 17O-NMR Spectra and X-Ray Structure Determination

  摘要：

  Structures of cyclic 2-(3-oxo-3-phenylpropyl)-substituted 1.3-diketoncs 4a-c were determined by O-17-NMR spectroscopy, and X-ray crystallography. In CDCl3 solution. compounds 4a-c form an eight-membered-ring with intramolecular H-bonding between the enolic OH and the carbonyl O(11)-atom of the phenylpropyl of specifically labeled 4a-c in the 17 group, as demonstrated bv increased shielding O-NMR spectra (Deltadelta(O-17(11)) = 36 ppm). In solid state, intermolecular H-bonding was observed instead of intramolecular H-bonding, as evidenced by the X-ray crystal-structure analysis of compound 4b. Crystals of compound 4b at 293 K are monoclinic with a = 11.7927 (12) Angstrom 1, 13.6230 (14) 9.8900 (10) Angstrom beta - 107.192 (2)degrees and the space group is P2(1)/c with Z = 4 (refinement to R = 0.0557 on 2154 independent reflections).

  DOI：

  10.1002/1522-2675(200205)85:5<1276::aid-hlca1276>3.0.co;2-i
• 作为产物：
  描述：

  β-(二甲氨基)苯丙酮 盐酸盐 、 5,5-二甲基-1,3-环己二酮 在 三乙胺 作用下， 反应 0.25h， 生成 5,5-dimethyl-2-(3-oxo-3-phenylpropyl)cyclohexane-1,3-dione
  参考文献：
  名称：

  Hydrogen-Bonding in Cyclic 2-(3-Oxo-3-phenylpropyl)-Substituted 1,3-Diketones: 17O-NMR Spectra and X-Ray Structure Determination

  摘要：

  Structures of cyclic 2-(3-oxo-3-phenylpropyl)-substituted 1.3-diketoncs 4a-c were determined by O-17-NMR spectroscopy, and X-ray crystallography. In CDCl3 solution. compounds 4a-c form an eight-membered-ring with intramolecular H-bonding between the enolic OH and the carbonyl O(11)-atom of the phenylpropyl of specifically labeled 4a-c in the 17 group, as demonstrated bv increased shielding O-NMR spectra (Deltadelta(O-17(11)) = 36 ppm). In solid state, intermolecular H-bonding was observed instead of intramolecular H-bonding, as evidenced by the X-ray crystal-structure analysis of compound 4b. Crystals of compound 4b at 293 K are monoclinic with a = 11.7927 (12) Angstrom 1, 13.6230 (14) 9.8900 (10) Angstrom beta - 107.192 (2)degrees and the space group is P2(1)/c with Z = 4 (refinement to R = 0.0557 on 2154 independent reflections).

  DOI：

  10.1002/1522-2675(200205)85:5<1276::aid-hlca1276>3.0.co;2-i

文献信息

• Manganese(III)-based dioxapropellane synthesis using tricarbonyl compounds
  作者：Kentaro Asahi、Hiroshi Nishino

  DOI：10.1016/j.tet.2007.12.017

  日期：2008.2

  The manganese(III)-induced oxidative cyclization of 3-(2-oxoethyl)piperidine-2,4-diones was conducted in the presence of 1,1-diarylethenes at reflux temperature to produce 3-aza-7,12-dioxatricyclo[4.3.3.01,6]dodec-8-en-2-ones, simply called azadioxa[4.3.3]propellanes, in excellent yields. A similar oxidation of 2-(2-oxoethyl)cycloalkane-1,3-diones gave the corresponding [4.3.3]-, [5.3.3]-, and [6.3.3]-propellanes

  在回流温度下，在1，1-二芳烃的存在下，进行了锰（Ⅲ）诱导的3-（2-氧乙基）哌啶-2，4-二酮的氧化环化反应，生成了3-氮杂-7，12-二氧杂三环[ 4.3.3.0 1,6 ] dodec -8-en-2-ones，简称为azadioxa [4.3.3] propellanes，收率很好。2-（2-氧乙基）环烷-1,3-二酮的类似氧化反应得到相应的[4.3.3]-，[5.3.3]-和[6.3.3]-丙炔。3-氧丙基取代的环烷-1,3-二酮的氧化还提供了相应的丙炔以及3-氧丙基取代的双环中间体。在路易斯酸的存在下，双环中间体肯定被转化为相应的螺旋桨。还描述了结构确定和反应途径。
• Hydrogen-Bonding in Cyclic 2-(3-Oxo-3-phenylpropyl)-Substituted 1,3-Diketones: 17O-NMR Spectra and X-Ray Structure Determination
  作者：Jin-Cong Zhuo、Kurt Schenk

  DOI：10.1002/1522-2675(200205)85:5<1276::aid-hlca1276>3.0.co;2-i

  日期：2002.5

  Structures of cyclic 2-(3-oxo-3-phenylpropyl)-substituted 1.3-diketoncs 4a-c were determined by O-17-NMR spectroscopy, and X-ray crystallography. In CDCl3 solution. compounds 4a-c form an eight-membered-ring with intramolecular H-bonding between the enolic OH and the carbonyl O(11)-atom of the phenylpropyl of specifically labeled 4a-c in the 17 group, as demonstrated bv increased shielding O-NMR spectra (Deltadelta(O-17(11)) = 36 ppm). In solid state, intermolecular H-bonding was observed instead of intramolecular H-bonding, as evidenced by the X-ray crystal-structure analysis of compound 4b. Crystals of compound 4b at 293 K are monoclinic with a = 11.7927 (12) Angstrom 1, 13.6230 (14) 9.8900 (10) Angstrom beta - 107.192 (2)degrees and the space group is P2(1)/c with Z = 4 (refinement to R = 0.0557 on 2154 independent reflections).