3-(1-Methylpyrazol-3-yl)-1-phenylprop-2-yn-1-one | 131293-12-4

• 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: 3-(1-Methylpyrazol-3-yl)-1-phenylprop-2-yn-1-one
• CAS: 131293-12-4
• 化学式: C₁₃H₁₀N₂O
• 分子量: 210.235
• InChiKey: UARGEMSQFSJZLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(1-Methylpyrazol-3-yl)-1-phenylprop-2-yn-1-one 在 氢氧化钾 、 水 作用下， 以 苯 为溶剂， 以89%的产率得到3-ethynyl-1-methyl-1H-pyrazole
  参考文献：
  名称：

  A method for the preparation of terminal acetylenes

  摘要：

  A new pathway is proposed for the preparation of terminal acetylenes entailing the condensation of acid chlorides with phenylacetylene, isomerization of the acetylenic ketones with displacement of the oxo group and triple bond in the ketoacetylenic fragment, and subsequent alkaline cleavage of the isomerized ketones.

  DOI：

  10.1007/bf00958856
• 作为产物：
  描述：

  1-甲基-1H-吡唑-3-甲酰氯 在 bis-triphenylphosphine-palladium(II) chloride sodium hydroxide 、 三乙胺 、 copper(l) chloride 、 三氯氧磷 作用下， 以 甲苯 、 苯 为溶剂， 反应 3.0h， 生成 3-(1-Methylpyrazol-3-yl)-1-phenylprop-2-yn-1-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

文献信息

• 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：——
• SHVARTSBERG, M. S.;FEDENOK, L. G.
  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.
• A method for the preparation of terminal acetylenes
  作者：L. G. Fedenok、M. S. Shvartsberg

  DOI：10.1007/bf00958856

  日期：1990.11

  A new pathway is proposed for the preparation of terminal acetylenes entailing the condensation of acid chlorides with phenylacetylene, isomerization of the acetylenic ketones with displacement of the oxo group and triple bond in the ketoacetylenic fragment, and subsequent alkaline cleavage of the isomerized ketones.