(Z)-1-(3-Methoxy-phenyl)-hex-3-ene-2,5-dione | 342793-71-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (Z)-1-(3-Methoxy-phenyl)-hex-3-ene-2,5-dione
• 英文别名: (Z)-1-(3-methoxyphenyl)hex-3-ene-2,5-dione
• CAS: 342793-71-9
• 化学式: C₁₃H₁₄O₃
• 分子量: 218.252
• InChiKey: ZZIJRDASLVZOMQ-SREVYHEPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-硝基己烷 、 (Z)-1-(3-Methoxy-phenyl)-hex-3-ene-2,5-dione 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 反应 6.0h， 以87%的产率得到4-Hex-(E)-ylidene-2-(3-methoxy-phenyl)-3-methyl-cyclopent-2-enone
  参考文献：
  名称：

  Stereoselective Synthesis of (E)-4-Alkylidenecyclopent-2-en-1-ones by a Tandem Ring Closure−Michael Addition−Elimination

  摘要：

  [GRAPHICS]Reaction of (Z)-1,4-diketones with various functionalized nitroalkanes in the presence of DBU gives 4-alkylidenecyclopent-2-en-1-ones with E selectivity, A cyclopentadienone intermediate is probably formed by intramolecular aldol condensation, and this reacts with a nitroalkane giving a Michael addition-elimination.

  DOI：

  10.1021/ol0069352
• 作为产物：
  描述：

  2-(3-Methoxy-benzyl)-5-methyl-furan 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以91%的产率得到(Z)-1-(3-Methoxy-phenyl)-hex-3-ene-2,5-dione
  参考文献：
  名称：

  Stereoselective Synthesis of (E)-4-Alkylidenecyclopent-2-en-1-ones by a Tandem Ring Closure−Michael Addition−Elimination

  摘要：

  [GRAPHICS]Reaction of (Z)-1,4-diketones with various functionalized nitroalkanes in the presence of DBU gives 4-alkylidenecyclopent-2-en-1-ones with E selectivity, A cyclopentadienone intermediate is probably formed by intramolecular aldol condensation, and this reacts with a nitroalkane giving a Michael addition-elimination.

  DOI：

  10.1021/ol0069352

文献信息

• Stereoselective Synthesis of (<i>E</i>)-4-Alkylidenecyclopent-2-en-1-ones by a Tandem Ring Closure−Michael Addition−Elimination
  作者：Roberto Ballini、Giovanna Bosica、Dennis Fiorini、Maria Victoria Gil、Marino Petrini

  DOI：10.1021/ol0069352

  日期：2001.5.1

  [GRAPHICS]Reaction of (Z)-1,4-diketones with various functionalized nitroalkanes in the presence of DBU gives 4-alkylidenecyclopent-2-en-1-ones with E selectivity, A cyclopentadienone intermediate is probably formed by intramolecular aldol condensation, and this reacts with a nitroalkane giving a Michael addition-elimination.