2-((phenylamino)methyl)acrylonitrile | 93889-96-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-((phenylamino)methyl)acrylonitrile
• 英文别名: 2-(Anilinomethyl)prop-2-enenitrile
• CAS: 93889-96-4
• 化学式: C₁₀H₁₀N₂
• 分子量: 158.203
• InChiKey: LCKOKWCQIFWHJZ-UHFFFAOYSA-N

物化性质

• 沸点：
  337.6±25.0 °C(Predicted)
• 密度：
  1.078±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯基羟胺 、 甲基丙烯腈 在 iron(II) chloride tetrahydrate 作用下， 以 1,4-二氧六环 为溶剂， 反应 6.0h， 以12%的产率得到2-((phenylamino)methyl)acrylonitrile
  参考文献：
  名称：

  Direct Synthesis of β-Alkyl N-Aryl Aza Baylis–Hillman Adducts via Nitroso-Ene Reaction

  摘要：

  A new approach for the direct Fe-catalyzed synthesis of beta-alkyl N-aryl aza Baylis-Hillman (ABH) adducts is reported. This approach involves the formation of a C-N bond via a nitroso-ene reaction. This is a simple, fast, and best alternate method to overcome the substrate scope limitations of the ABH reaction, which converts allyl esters and carbonyl compounds to novel ABH adducts. A variety of arylhydroxylamines reacted with esters, aldehydes, ketone, and nitriles to yield the corresponding products in moderate to excellent yields.

  DOI：

  10.1021/jo301266f

文献信息

• Propene derivatives and their use as plant growth inhibitors
  申请人：DAICEL CHEMICAL INDUSTRIES, LTD.

  公开号：EP0117412A1

  公开（公告）日：1984-09-05

  A propene derivative represented by general formula: wherein A and B are as defined hereinbefore. The propene derivative of the invention is useful as a plant growth inhibitor.

  通式如下的丙烯衍生物 其中 A 和 B 如前定义。本发明的丙烯衍生物可用作植物生长抑制剂。
• Nickel-Catalyzed Highly Regioselective Hydrocyanation of Terminal Alkynes with Zn(CN)₂ Using Water as the Hydrogen Source
  作者：Xingjie Zhang、Xin Xie、Yuanhong Liu

  DOI：10.1021/jacs.8b02542

  日期：2018.6.20

  The first efficient and general nickel-catalyzed hydrocyanation of terminal alkynes with Zn(CN)(2) in the presence of water has been developed. The reaction provides a regioselective protocol for the synthesis of functionalized vinyl nitriles with a range of structural diversity under mild reaction conditions while obviating use of the volatile and hazardous reagent of HCN. Deuterium-labeling experiments confirmed the role of water as the hydrogen source in this hydrocyanation reaction.
• YAGIXARA, XIROMU;XIRAKO, JOSIYUKI;MASAMOTO, KADZUXISA;MORISIMA, YASUO
  作者：YAGIXARA, XIROMU、XIRAKO, JOSIYUKI、MASAMOTO, KADZUXISA、MORISIMA, YASUO

  DOI：——

  日期：——
• JPS6061555A
  申请人：——

  公开号：JPS6061555A

  公开（公告）日：1985-04-09
• Direct Synthesis of β-Alkyl <i>N</i>-Aryl Aza Baylis–Hillman Adducts via Nitroso-Ene Reaction
  作者：Siva Murru、August A. Gallo、Radhey S. Srivastava

  DOI：10.1021/jo301266f

  日期：2012.8.17

  A new approach for the direct Fe-catalyzed synthesis of beta-alkyl N-aryl aza Baylis-Hillman (ABH) adducts is reported. This approach involves the formation of a C-N bond via a nitroso-ene reaction. This is a simple, fast, and best alternate method to overcome the substrate scope limitations of the ABH reaction, which converts allyl esters and carbonyl compounds to novel ABH adducts. A variety of arylhydroxylamines reacted with esters, aldehydes, ketone, and nitriles to yield the corresponding products in moderate to excellent yields.