2-(4--methylphenyl)-1,3,4-triphenylbut-2-ene-1,4-dione | 1257554-35-0

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: 2-(4--methylphenyl)-1,3,4-triphenylbut-2-ene-1,4-dione
• 英文别名: 2-(4-methylphenyl)-1,3,4-triphenylbut-2-ene-1,4-dione
• CAS: 1257554-35-0
• 化学式: C₂₉H₂₂O₂
• 分子量: 402.492
• InChiKey: AQKFVIFOFQKMSS-RQZHXJHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.67
• 重原子数：
  31.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  1-甲基-4-苯基乙炔苯 、 二苯基乙炔 在 lead dioxide 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以8%的产率得到2-(4--methylphenyl)-1,3,4-triphenylbut-2-ene-1,4-dione
  参考文献：
  名称：

  Oxidation of aromatic compounds: XVII. Oxidative cross-dimerization of diarylacetylenes in the system CF3CO2H-CH2Cl2-PbO2. Characteristic of cation-radicals of diarylacetylenes by cyclic voltammetry and ESR spectroscopy

  摘要：

  The oxidation of mixtures of diarylacetylene ArCa parts per thousand CAr and Ar'Ca parts per thousand CAr' in a system CF3CO2H-CH2Cl2-PbO2 (0A degrees C, 1.5 h) results in products of cross-dimerization, (Z)-1,2,3,4-tetraarylbut-2-ene-1,4-diones Ar(ArCO) C=C(COAr')Ar'. The routes of transformation of intermediate cation-radicals of diarylacetylenes [ArCa parts per thousand CAr](+center dot) into the final products of oxidative dimerization are elucidated. By cyclic voltammetry and ESR spectroscopy the high reactivity of the diarylacetylene cation-radicals is demonstrated, the character of their singly occupied molecular orbitals (a(2) or b(1)) has been revealed by ESR method.

  DOI：

  10.1134/s1070428010090034

文献信息

• Oxidation of aromatic compounds: XVII. Oxidative cross-dimerization of diarylacetylenes in the system CF3CO2H-CH2Cl2-PbO2. Characteristic of cation-radicals of diarylacetylenes by cyclic voltammetry and ESR spectroscopy
  作者：A. V. Vasil’ev、A. P. Rudenko

  DOI：10.1134/s1070428010090034

  日期：2010.9

  The oxidation of mixtures of diarylacetylene ArCa parts per thousand CAr and Ar'Ca parts per thousand CAr' in a system CF3CO2H-CH2Cl2-PbO2 (0A degrees C, 1.5 h) results in products of cross-dimerization, (Z)-1,2,3,4-tetraarylbut-2-ene-1,4-diones Ar(ArCO) C=C(COAr')Ar'. The routes of transformation of intermediate cation-radicals of diarylacetylenes [ArCa parts per thousand CAr](+center dot) into the final products of oxidative dimerization are elucidated. By cyclic voltammetry and ESR spectroscopy the high reactivity of the diarylacetylene cation-radicals is demonstrated, the character of their singly occupied molecular orbitals (a(2) or b(1)) has been revealed by ESR method.