α-(5-cyano-2-ethylphenyl)acetophenone | 878487-85-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: α-(5-cyano-2-ethylphenyl)acetophenone
• 英文别名: 4-Ethyl-3-phenacylbenzonitrile
• CAS: 878487-85-5
• 化学式: C₁₇H₁₅NO
• 分子量: 249.312
• InChiKey: PXHANMKSTQRRSJ-UHFFFAOYSA-N

物化性质

• 沸点：
  409.0±33.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  α-(5-cyano-2-ethylphenyl)acetophenone 以 氘代苯 为溶剂， 反应 12.0h， 生成 5-cyano-1-methyl-2-phenylindan-2-ol 、 5-cyano-1-methyl-2-phenylindan-2-ol
  参考文献：
  名称：

  Electronic Effects of Ring Substituents on Triplet Benzylic Biradicals

  摘要：

  UV irradiation of alpha-(o-alkylphenyl)acetophenones with a methoxy or cyano substituent para to the o-alkyl group of the alpha-aryl ring has revealed that a methoxy group slightly increases the stereoselectivity but not the quantum yield of indanol formation, whereas a cyano group greatly lowers both diastereoselectivity and quantum efficiency, confirming the likelihood that hydrogen-bonding of the hydroxy group to the alpha-phenyl ring plays an important role in the cyclization of the photogenerated triplet 1,5-biradical intermediates.

  DOI：

  10.1021/ol0528383
• 作为产物：
  描述：

  4-乙基苯甲腈 在 palladium diacetate N-溴代丁二酰亚胺(NBS) 、 硫酸 、 potassium carbonate 、 三苯基膦 作用下， 以 水 、 xylene 为溶剂， 反应 48.0h， 生成 α-(5-cyano-2-ethylphenyl)acetophenone
  参考文献：
  名称：

  Electronic Effects of Ring Substituents on Triplet Benzylic Biradicals

  摘要：

  UV irradiation of alpha-(o-alkylphenyl)acetophenones with a methoxy or cyano substituent para to the o-alkyl group of the alpha-aryl ring has revealed that a methoxy group slightly increases the stereoselectivity but not the quantum yield of indanol formation, whereas a cyano group greatly lowers both diastereoselectivity and quantum efficiency, confirming the likelihood that hydrogen-bonding of the hydroxy group to the alpha-phenyl ring plays an important role in the cyclization of the photogenerated triplet 1,5-biradical intermediates.

  DOI：

  10.1021/ol0528383