(2Z)-1-(4-bromophenyl)-2-(pyrrolidin-2-ylidene)ethanone | 32357-53-2

• 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: (2Z)-1-(4-bromophenyl)-2-(pyrrolidin-2-ylidene)ethanone
• 英文别名: 2-<4-Brom-phenacyliden>-pyrrolidin；(2z)-1-(4-Bromophenyl)-2-(pyrrolidin-2-ylidene)ethanone；(2Z)-1-(4-bromophenyl)-2-pyrrolidin-2-ylideneethanone
• CAS: 32357-53-2
• 化学式: C₁₂H₁₂BrNO
• 分子量: 266.137
• InChiKey: CDCRFBDEVMXOHF-FLIBITNWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(4-bromo-phenyl)-2-(4,5-dihydro-3H-pyrrol-2-ylsulfanyl)-ethanone 在 三苯基膦 作用下， 以 氯仿 为溶剂， 反应 24.0h， 以60%的产率得到(2Z)-1-(4-bromophenyl)-2-(pyrrolidin-2-ylidene)ethanone
  参考文献：
  名称：

  Hydrogen-bonding patterns in enaminones: (2Z)-1-(4-bromophenyl)-2-(pyrrolidin-2-ylidene)ethanone and its piperidin-2-ylidene and azepan-2-ylidene analogues

  摘要：

  The title compounds, namely (2Z)-1-(4-bromophenyl)-2-(pyrrolidin-2-ylidene)ethanone, C12H12BrNO, (I), (2Z)-1-(4-bromophenyl)-2-(piperidin-2-ylidene)ethanone, C13H14BrNO, (II), and (2Z)-2-(azepan-2-ylidene)-1-(4-bromophenyl) ethanone, C14H16BrNO, (III), are characterized by bifurcated intra- and intermolecular hydrogen bonding between the secondary amine and carbonyl groups. The former establishes a six-membered hydrogen-bonded ring, while the latter leads to the formation of centrosymmetric dimers. Weak C-H center dot center dot center dot Br interactions link the individual molecules into chains that run along the [011], [101] and [101] directions in (I)-(III), respectively. Additional weak Br center dot center dot center dot O, C-H center dot center dot center dot pi and C H center dot center dot center dot O interactions further stabilize the crystal structures.

  DOI：

  10.1107/s0108270107053206