3-phenyl-2-pentenenitrile | 14368-41-3

• 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-phenyl-2-pentenenitrile
• 英文别名: 3-Phenyl-penten-(2)-saeure-(1)-nitril；3-Ethyl-3-phenyl-acrylonitril；β-Ethyl-cinnamonitril；3-Phenyl-2-pentennitril；3-Phenylpent-2-enenitrile；3-phenylpent-2-enenitrile
• CAS: 14368-41-3
• 化学式: C₁₁H₁₁N
• 分子量: 157.215
• InChiKey: KXIKZCHTYSTVNI-UHFFFAOYSA-N

物化性质

• 沸点：
  268.2±10.0 °C(Predicted)
• 密度：
  0.981±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-phenyl-2-pentenenitrile 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 3-phenyl-2-penten-1-amine
  参考文献：
  名称：

  Testa,E. et al., Justus Liebigs Annalen der Chemie, 1964, vol. 676, p. 160 - 167

  摘要：

  DOI：
• 作为产物：
  描述：

  2-Cyan-3-phenyl-pent-2-ensaeure-aethylester 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 生成 3-phenyl-2-pentenenitrile
  参考文献：
  名称：

  Testa,E. et al., Justus Liebigs Annalen der Chemie, 1964, vol. 676, p. 160 - 167

  摘要：

  DOI：

文献信息

• Addition reaction of arylboronic acids to aldehydes and α,β-unsaturated carbonyl compounds catalyzed by conventional palladium complexes in the presence of chloroform
  作者：Tetsuya Yamamoto、Michiko Iizuka、Hiroto Takenaka、Tetsuo Ohta、Yoshihiko Ito

  DOI：10.1016/j.jorganchem.2008.12.032

  日期：2009.4

  Arylboronic acids react with aldehydes and α,β-unsaturated carbonyl compounds in the presence of a base and a catalytic amount of a palladium(0) complex with chloroform, affording the corresponding addition products in good yields, and chiral benzhydrol was obtained with up to 43% e.e. using (S,S)-bppm as a ligand. General palladium complexes have no catalytic activity without chloroform. Because chloroform

  芳基硼酸在碱和催化量的钯（0）与氯仿的存在下，与醛和α，β-不饱和羰基化合物反应，以高收率提供相应的加成产物，并获得了最高使用（S，S）-bppm作为配体的ee为43％。普通的钯配合物没有氯仿就没有催化活性。因为氯仿对于该反应是必不可少的，所以二氯甲基钯（II）会促进这些反应。
• Synthesis and histamine H2 agonistic activity of arpromidine analogues: replacement of the pheniramine-like moiety by non-heterocyclic groups
  作者：A Buschauer、A Friese-Kimmel、G Baumann、W Schunack

  DOI：10.1016/0223-5234(92)90145-q

  日期：1992.6

  Analogues of the potent histamine H-2 agonist arpromidine, characterized by non-heterocyclic groups (phenyl, cyclo-hexyl, alkyl) instead of the pheniramine-like portion, were prepared and tested for their H-2 agonistic and H-1 antagonistic activity in the isolated guinea pig right atrium and ileum, respectively. In the diphenylpropylguanidine series an increase in H-2 agonistic potency resulted from mono- or difluorination at one or both phenyl rings in the meta and/or para position (pD2 less-than-or-equal-to 7.75 vs pD2 = 7.15 for the unsubstituted parent compound). Compounds chlorinated at both phenyl rings were considerably less potent. Highest combined H-2 agonistic/H-1 antagonistic potency was found in the 4-fluorophenyl series. The arpromidine analogue with cyclohexyl and methyl group instead of phenyl and pyridine ring proved to be 30 times more potent than histamine in the atrium. The H-1 antagonistic potency in cyclohexyl compounds was lower than in the diaryl series. Thus, aromatic rings appear not to be required for high H-2 agonistic potency but are useful for combined H-2 agonistic/H-1 antagonistic activity.
• Testa,E. et al., Justus Liebigs Annalen der Chemie, 1964, vol. 676, p. 160 - 167
  作者：Testa,E. et al.

  DOI：——

  日期：——