4-甲氧基-4-甲基-1-(4-硝基苯基)戊-2-炔-1-酮 | 89154-38-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-甲氧基-4-甲基-1-(4-硝基苯基)戊-2-炔-1-酮
• 英文名称: 4-Methoxy-4-methyl-1-(4-nitrophenyl)pent-2-yn-1-one
• CAS: 89154-38-1
• 化学式: C₁₃H₁₃NO₄
• 分子量: 247.251
• InChiKey: RECVTUIJYZEVJF-UHFFFAOYSA-N

物化性质

• 熔点：
  86-87 °C(Solv: hexane (110-54-3))
• 沸点：
  378.8±52.0 °C(Predicted)
• 密度：
  1.205±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-甲氧基-4-甲基-1-(4-硝基苯基)戊-2-炔-1-酮 在 sodium hydroxide 、 三氯氧磷 作用下， 以 苯 为溶剂， 生成 4-methoxy-4-methyl-1-(4-nitrophenyl)pent-1-yn-3-one
  参考文献：
  名称：

  Isomerization of ?-acetylenic ketones

  摘要：

  A method is suggested for isomerization of alpha-acetylenic ketones with migration of the oxo group from position 1 to position 3 and of the triple bond from position 2 to position 1 of the ketoacetylenic fragment; it consists of addition of Et2NH at the triple bond of the ketone, conversion of the adduct to the imminium salt with POCl3, followed by alkaline hydrolysis. The isomerization is achieved in one preparative stage without isolation of intermediate compounds.

  DOI：

  10.1007/bf00958259
• 作为产物：
  描述：

  4-硝基苯甲酰氯 、 3-甲氧基-3-甲基丁-1-炔 在 bis-triphenylphosphine-palladium(II) chloride 三乙胺 、 copper(l) chloride 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以77%的产率得到4-甲氧基-4-甲基-1-(4-硝基苯基)戊-2-炔-1-酮
  参考文献：
  名称：

  Isomerization of ?-acetylenic ketones

  摘要：

  A method is suggested for isomerization of alpha-acetylenic ketones with migration of the oxo group from position 1 to position 3 and of the triple bond from position 2 to position 1 of the ketoacetylenic fragment; it consists of addition of Et2NH at the triple bond of the ketone, conversion of the adduct to the imminium salt with POCl3, followed by alkaline hydrolysis. The isomerization is achieved in one preparative stage without isolation of intermediate compounds.

  DOI：

  10.1007/bf00958259

文献信息

• Synthesis of acetylenic ketones
  作者：A. S. Zanina、S. I. Shergina、I. E. Sokolov、I. L. Kotlyarevskii

  DOI：10.1007/bf00958843

  日期：1990.11

  A general preparative method of synthesis of acetylenic ketones was developed based on acylation of terminal acetylenes with acid chlorides in the presence of Cu(I) chloride.
• ZAGULYAEVA, O. A.;ZANINA, A. S.;SHERGINA, S. I.;SOKOLOV, I. E.;MAMAEV, V.+, IZV. CO AN CCCP. XIM. N.,(1990) N, S. 27-32
  作者：ZAGULYAEVA, O. A.、ZANINA, A. S.、SHERGINA, S. I.、SOKOLOV, I. E.、MAMAEV, V.+

  DOI：——

  日期：——
• SHVARTSBERG, M. S.;FEDENOK, L. G., IZV. AN CCCP. CEP. XIM.,(1990) N, S. 2094-2098
  作者：SHVARTSBERG, M. S.、FEDENOK, L. G.

  DOI：——

  日期：——
• Isomerization of ?-acetylenic ketones
  作者：M. S. Shvartsberg、L. G. Fedenok

  DOI：10.1007/bf00958259

  日期：1990.9

  A method is suggested for isomerization of alpha-acetylenic ketones with migration of the oxo group from position 1 to position 3 and of the triple bond from position 2 to position 1 of the ketoacetylenic fragment; it consists of addition of Et2NH at the triple bond of the ketone, conversion of the adduct to the imminium salt with POCl3, followed by alkaline hydrolysis. The isomerization is achieved in one preparative stage without isolation of intermediate compounds.