1-phenyl-2-propargyl-4-pentyn-1-one | 189027-06-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-phenyl-2-propargyl-4-pentyn-1-one
• 英文别名: 1-Phenyl-2-(prop-2-yn-1-yl)pent-4-yn-1-one；1-phenyl-2-prop-2-ynylpent-4-yn-1-one
• CAS: 189027-06-3
• 化学式: C₁₄H₁₂O
• 分子量: 196.249
• InChiKey: YDOBLKVNBKIKPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-溴丙炔 、 苯乙酮 在 氢氧化钾 、 甲基三辛基氯化铵 作用下， 生成 1-phenylpent-4-yn-1-one 、 1-phenyl-2-propargyl-4-pentyn-1-one
  参考文献：
  名称：

  On the π-π interaction in the benzylation of ketones

  摘要：

  The benzylation of a set of nine ketones provides enough information to establish how the ketone structure affects the existence of a pi-pi interaction. The presence of a phenyl moiety starting from the alpha-carbon atom and flexibility in cyclic ketones are structural features required for effective interactions. The pi-pi interaction is controlled by a polar-pi effect. Stronger interaction is achieved when slight electronwithdrawing groups are present in both pi-system. This results is explained by the predominance of the sigma-pi shells attractive interaction in an edge-to-face geometry. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00724-2

文献信息

• On the π-π interaction in the benzylation of ketones
  作者：Enrique Díez-Barra、Sonia Merino、Prado Sánchez-Verdú、José Torres

  DOI：10.1016/s0040-4020(97)00724-2

  日期：1997.8

  The benzylation of a set of nine ketones provides enough information to establish how the ketone structure affects the existence of a pi-pi interaction. The presence of a phenyl moiety starting from the alpha-carbon atom and flexibility in cyclic ketones are structural features required for effective interactions. The pi-pi interaction is controlled by a polar-pi effect. Stronger interaction is achieved when slight electronwithdrawing groups are present in both pi-system. This results is explained by the predominance of the sigma-pi shells attractive interaction in an edge-to-face geometry. (C) 1997 Elsevier Science Ltd.