5-(2,5-dimethylphenyl)-4-phenyl-2,3-dihydrofuran-2,3-dione | 446880-36-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 5-(2,5-dimethylphenyl)-4-phenyl-2,3-dihydrofuran-2,3-dione
• 英文别名: 5-(2,5-dimethylphenyl)-4-phenylfuran-2,3-dione
• CAS: 446880-36-0
• 化学式: C₁₈H₁₄O₃
• 分子量: 278.307
• InChiKey: RDEGOKGCXQXCEH-UHFFFAOYSA-N

物化性质

• 熔点：
  131-132 °C (decomp)(Solv: chloroform (67-66-3); hexane (110-54-3))
• 沸点：
  434.5±55.0 °C(Predicted)
• 密度：
  1.248±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5-(2,5-dimethylphenyl)-4-phenyl-2,3-dihydrofuran-2,3-dione 以 xylene 为溶剂， 反应 0.5h， 以55%的产率得到3-(2,5-Dimethyl-benzoyl)-6-(2,5-dimethyl-phenyl)-3,5-diphenyl-pyran-2,4-dione
  参考文献：
  名称：

  摘要：

  Aroyl(phenyl)ketenes generated by thermolysis of 5-aryl-4-phenyl-2,3-dihydrofuran-2,3-diones undergo [4+2]-cyclodimerization to 3-aroyl-6-aryl-3,5-diphenyl-3,4-dihydro-2H-pyran-2,4-diones. Heating of the latter leads to rearrangement with formation of 4-aroyloxy-6-aryl-3,5-diphenyl-2H-pyran-2-ones. Thermolysis of 5-aryl-4-phenyl-2,3-dihydrofuran-2,3-diones in the presence of carbonyl compounds yields 6-aryl-5-phenyl-4H-1,3-dioxin-4-ones.

  DOI：

  10.1023/a:1023454915387
• 作为产物：
  描述：

  草酰氯 、 [(Z)-1-(2,5-Dimethyl-phenyl)-2-phenyl-vinyloxy]-trimethyl-silane 以 氯仿 为溶剂， 以47%的产率得到5-(2,5-dimethylphenyl)-4-phenyl-2,3-dihydrofuran-2,3-dione
  参考文献：
  名称：

  摘要：

  Aroyl(phenyl)ketenes generated by thermolysis of 5-aryl-4-phenyl-2,3-dihydrofuran-2,3-diones undergo [4+2]-cyclodimerization to 3-aroyl-6-aryl-3,5-diphenyl-3,4-dihydro-2H-pyran-2,4-diones. Heating of the latter leads to rearrangement with formation of 4-aroyloxy-6-aryl-3,5-diphenyl-2H-pyran-2-ones. Thermolysis of 5-aryl-4-phenyl-2,3-dihydrofuran-2,3-diones in the presence of carbonyl compounds yields 6-aryl-5-phenyl-4H-1,3-dioxin-4-ones.

  DOI：

  10.1023/a:1023454915387

文献信息

• Five-Membered 2,3-Dioxo Heterocycles: XLVII. Reaction of 5-Aryl-4-phenyl-2,3-dihydrofuran-2,3-diones with Compounds Containing C = N and C N Bonds
  作者：E. S. Vostrov、E. V. Leont’eva、O. P. Tarasova、A. N. Maslivets

  DOI：10.1023/b:rujo.0000045204.07277.72

  日期：2004.7

  Thermal decarbonylation of 5-aryl-4-phenyl-2,3-dihydrofuran-2,3-diones gives rise to intermediate aroyl(phenyl)ketenes which react with nonactivated Schiff bases, N,N'-dicyclohexylcarbodiimide, and p-dimethylaminobenzonitrile according to the [4+2]-cycloaddition pattern with formation of 6-aryl-5-phenyl-4H-1,3-oxazin-4-ones. Reactions of 5-aryl-4-phenyl-2,3-dihydrofuran-2,3-diones with activated Schiff bases at a temperature below the thermolysis temperature lead to 4-aroyl-4-phenyltetrahydropyrrole-2,3-diones.
• ——
  作者：E. S. Vostrov、N. Yu. Lisovenko、O. P. Tarasova、A. N. Maslivets

  DOI：10.1023/a:1013256406113

  日期：——