1,4-Bis-(4-chloro-3-methyl-phenyl)-but-2-yne-1,4-dione | 612478-89-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,4-Bis-(4-chloro-3-methyl-phenyl)-but-2-yne-1,4-dione
• 英文别名: 1,4-Bis(4-chloro-3-methylphenyl)but-2-yne-1,4-dione；1,4-bis(4-chloro-3-methylphenyl)but-2-yne-1,4-dione
• CAS: 612478-89-4
• 化学式: C₁₈H₁₂Cl₂O₂
• 分子量: 331.198
• InChiKey: KIQAGGACTDSMMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,4-Bis-(4-chloro-3-methyl-phenyl)-but-2-yne-1,4-dione 在 palladium on activated charcoal PEG-200 、 甲酸铵 作用下， 反应 0.02h， 以90%的产率得到2,5-di(4-chloro-3-methylphenyl)-1H-pyrrole
  参考文献：
  名称：

  Microwave mediated facile one-pot synthesis of polyarylpyrroles from but-2-ene- and but-2-yne-1,4-diones

  摘要：

  Several pyrrole derivates with multiple aryl substituents were prepared conveniently in a one pot-reaction from but-2-ene-1,4-diones and but-2-yne-1,4-diones via hydrogenation of the carbon-carbon double bond/triple bond followed by amination-cyclization. The reaction could be performed with ammonium formate or alkyl/arylammonium formates under Pd/C in polyethylene glycol-200 (PEG-200) under microwave irradiation. Using this procedure, different aryl-substituted pyrroles were prepared. Furthermore, studies on microwave vs thermal conditions indicate faster heating under microwave conditions was responsible for rate enhancement. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.11.087

文献信息

• Facile Microwave-Mediated Transformations of 2-Butene-1,4-diones and 2-Butyne-1,4-diones to Furan Derivatives
  作者：H. Surya Prakash Rao、S. Jothilingam

  DOI：10.1021/jo0341766

  日期：2003.6.1

  Several di- and triarylfuran derivatives were prepared in high yields from but-2-ene-1,4-diones/but-2-yne-1,4-diones using formic acid in the presence of a catalytic amount of palladium on carbon and in poly(ethylene glycol)200 medium in a one-pot operation under microwave irradiation (1-5 min).
• Microwave mediated facile one-pot synthesis of polyarylpyrroles from but-2-ene- and but-2-yne-1,4-diones
  作者：H.Surya Prakash Rao、S Jothilingam、Hans W Scheeren

  DOI：10.1016/j.tet.2003.11.087

  日期：2004.2

  Several pyrrole derivates with multiple aryl substituents were prepared conveniently in a one pot-reaction from but-2-ene-1,4-diones and but-2-yne-1,4-diones via hydrogenation of the carbon-carbon double bond/triple bond followed by amination-cyclization. The reaction could be performed with ammonium formate or alkyl/arylammonium formates under Pd/C in polyethylene glycol-200 (PEG-200) under microwave irradiation. Using this procedure, different aryl-substituted pyrroles were prepared. Furthermore, studies on microwave vs thermal conditions indicate faster heating under microwave conditions was responsible for rate enhancement. (C) 2003 Elsevier Ltd. All rights reserved.