(E)-2,3,4-triphenyl-2-butenenitrile | 113002-12-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮
• 英文名称: (E)-2,3,4-triphenyl-2-butenenitrile
• 英文别名: (E)-2,3,4-triphenylbut-2-enenitrile；2,3,4-triphenyl-crotononitrile
• CAS: 113002-12-3
• 化学式: C₂₂H₁₇N
• 分子量: 295.384
• InChiKey: BGLLQCHOYRFGML-DQRAZIAOSA-N

物化性质

• 熔点：
  104-106 °C(Solv: hexane (110-54-3))
• 沸点：
  431.3±34.0 °C(Predicted)
• 密度：
  1.108±0.06 g/cm3(Predicted)

反应信息

• 作为产物：
  描述：

  二苯基乙酮 、 苯乙腈 在 乙醇 、 sodium ethanolate 、 sodium 作用下， 生成 (E)-2,3,4-triphenyl-2-butenenitrile
  参考文献：
  名称：

  Riedel, Journal fur praktische Chemie (Leipzig 1954), 1896, vol. <2> 54, p. 547

  摘要：

  DOI：

文献信息

• Nickel/Lewis Acid-Catalyzed Carbocyanation of Alkynes Using Acetonitrile and Substituted Acetonitriles
  作者：Akira Yada、Tomoya Yukawa、Hiroaki Idei、Yoshiaki Nakao、Tamejiro Hiyama

  DOI：10.1246/bcsj.20100023

  日期：2010.6.15

  Nickel/Lewis acid dual catalysis is found to effect the carbocyanation reaction of alkynes using acetonitrile and substituted acetonitriles to give a range of variously substituted acrylonitriles. The addition of propionitrile across alkynes is also demonstrated briefly to give the corresponding ethylcyanation products in good yields, whereas the reaction of butyronitrile gives significant amounts of hydrocyanation products due possibly to β-hydride elimination of a propylnickel intermediate. The reaction of optically active α-phenylpropionitrile suggests a reaction mechanism that involves oxidative addition of a C–CN bond with retention of its absolute configuration.

  镍/路易斯酸双催化体系被发现能够有效地促进乙腈和取代乙腈与炔烃的碳氰化反应，生成一系列不同取代的丙烯腈。简要展示的丙腈与炔烃的加成反应也能高效地得到相应的乙基氰化产物，而丁腈参与的反应则因可能的丙基镍中间体β-氢消除作用而得到显著量的氢氰化产物。光学活性α-苯基丙腈的反应表明其反应机制涉及C–CN键的氧化加成，并保留其绝对构型。
• Nickel/AlMe2Cl-catalysed carbocyanation of alkynes using arylacetonitriles
  作者：Akira Yada、Tomoya Yukawa、Yoshiaki Nakao、Tamejiro Hiyama

  DOI：10.1039/b907290j

  日期：——

  Nickel/Lewis acid dual catalysis was found to effect the carbocyanation reaction of alkynes using arylacetonitriles, giving a range of triply substituted acrylonitriles; the reaction of optically active alpha-phenylpropionitrile suggested a reaction mechanism that involves oxidative addition of a C-CN bond with retention of its absolute configuration.

  发现镍/路易斯酸双重催化作用使用芳基乙腈进行炔烃的碳氰化反应，从而产生一系列三重取代的丙烯腈。旋光性α-苯基丙腈的反应表明了一种反应机理，该反应机理涉及氧化加成C-CN键并保留其绝对构型。