3-pyrrolidinocrotonitrile | 64147-07-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 3-pyrrolidinocrotonitrile
• 英文别名: 2-Butenenitrile, 3-(1-pyrrolidinyl)-；3-pyrrolidin-1-ylbut-2-enenitrile
• CAS: 64147-07-5
• 化学式: C₈H₁₂N₂
• 分子量: 136.197
• InChiKey: WHUROXIYTLRVTC-UHFFFAOYSA-N

物化性质

• 沸点：
  232.3±19.0 °C(Predicted)
• 密度：
  1.018±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-pyrrolidinocrotonitrile 在 三乙胺 作用下， 以 二氯甲烷 、 苯 为溶剂， 150.0 ℃ 、4.0 Pa 条件下， 反应 103.16h， 生成 5-(4-methoxyphenyl)-1,1-diphenyl-3-pyrrolidin-1-yl-1λ⁵-phosphinine-2-carbonitrile
  参考文献：
  名称：

  A convenient approach to λ5-phosphinines via interaction of phosphorylated 3-pyrrolidinocrotonitrile with 2-bromoacetophenones

  摘要：

  The alkylation of 2-(diphenylphosphino)-3-pyrrolidin-1-ylbut-2-enenitrile with a set of bromoacetophenones has been studied. Cyclization of the phosphonium salts into 6-cyano-3-hydroxy-3-aryl-1,1-diphenyl-5-pyrrolidin-1-yl-1,2,3,4-tetrahydrophosphininium bromides under heating in the presence of catalytic amount of a base is discussed. Starting both from the acyclic and the cyclic phosphonium salts, new types of lambda(5)-phosphinines have been synthesized. (C) 2007 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2007.03.172
• 作为产物：
  描述：

  四氢吡咯 、 E-3-(1-imidazolyl)crotononitrile 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以61%的产率得到3-pyrrolidinocrotonitrile
  参考文献：
  名称：

  Kashima, Choji; Tajima, Tadakuni; Omote, Yoshimori, Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 171 - 176

  摘要：

  DOI：

文献信息

• Phosphorylation of derivatives of β-dialkyaminocrotonitriles with phosphorus(III) halides
  作者：Aleksandr N. Kostyuk、Yurii V. Svyaschenko、Bogdan B. Barnych、Dmitriy A. Sibgatulin、Eduard B. Rusanov、Dmitriy M. Volochnyuk

  DOI：10.1002/hc.20532

  日期：——

  reaction of β-dialkylaminocrotontriles with phosphorus(III) halides has been investigated. The basicity of the dialkylamino group influences the phosphorylation markedly, with pyrrolidine being the amine of choice. It was found that a solvent and the ratio of triethylamine play a significant role in phosphorylation. Although chloro- and dichlorophosphine derivatives proved impossible to separate as individual

  已经研究了 β-二烷基氨基巴豆腈与卤化磷 (III) 的反应。二烷基氨基的碱性显着影响磷酸化，吡咯烷是选择的胺。发现溶剂和三乙胺的比例在磷酸化中起重要作用。虽然氯和二氯膦衍生物被证明不可能作为单独的化合物分离；他们的解决方案可以成功地用于进一步的转型。© 2009 Wiley Periodicals, Inc. 杂原子化学 20:194–201, 2009; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20532
• New approach to CF3-containing polysubstituted anilines: reaction of β-trifluoroacetylvinyl ethers with enamines
  作者：Dmitriy M Volochnyuk、Alexander N Kostyuk、Dmitriy A Sibgatulin、Alexander N Chernega、Alexander M Pinchuk、Andrei A Tolmachev

  DOI：10.1016/j.tet.2004.01.010

  日期：2004.3

  The reaction of β-trifluoroacetylvinyl ethers with ‘push–pull’ enamines having a methyl group at the α-position was investigated. As a result, a set of CF3-containing dialkyl anilines and their covalent hydrates were obtained. A possible reaction mechanism and the stability of the covalent hydrates obtained are discussed.

  研究了β-三氟乙酰乙烯基醚与在α位具有甲基的“推挽”烯胺的反应。结果，获得了一组含CF 3的二烷基苯胺及其共价水合物。讨论了可能的反应机理和所得共价水合物的稳定性。
• POLYMERS FUNCTIONALIZED WITH NITRILE COMPOUNDS COMTAINING A PROTECTED AMINO GROUP
  申请人：Luo Steven

  公开号：US20120059112A1

  公开（公告）日：2012-03-08

  A method for preparing a functionalized polymer, the method comprising the steps of (i) polymerizing monomer with a coordination catalyst to form a reactive polymer; and (ii) reacting the reactive polymer with a nitrile compound containing a protected amino group.

  一种制备功能化聚合物的方法，包括以下步骤：(i)使用配位催化剂聚合单体以形成反应性聚合物；(ii)将反应性聚合物与含有受保护氨基团的腈化合物反应。
• POLYMERS FUNCTIONALIZED WITH NITRILE COMPOUNDS CONTAINING A PROTECTED AMINO GROUP
  申请人：Luo Steven

  公开号：US20120296041A1

  公开（公告）日：2012-11-22

  A method for preparing a functionalized polymer, the method comprising the steps of: (i) polymerizing monomer with an anionic initiator to form a reactive polymer; and (ii) reacting the reactive polymer with a nitrile compound containing a protected amino group, where the protected amino group is directly attached to a moiety selected from the group consisting of acyclic moieties, heterocyclic moieties, and non-aromatic cyclic moieties.

  一种制备功能化聚合物的方法，包括以下步骤：(i)使用阴离子引发剂聚合单体，形成反应性聚合物；(ii)将反应性聚合物与含有受保护氨基基团的腈化合物反应，其中受保护氨基基团直接连接到从以下组中选择的基团：非芳香环状基团，杂环基团和非环状基团。
• An approach to the synthesis of 1,2λ5-azaphosphinines
  作者：Yurii V. Svyaschenko、Dmitriy M. Volochnyuk、Aleksandr N. Kostyuk

  DOI：10.1016/j.tetlet.2010.09.117

  日期：2010.12

  A novel approach to 1,2 lambda(5)-azaphosphinines has been elaborated. Aminophosphonium chlorides bearing a beta-dialkylaminocrotonic nitrile residue react with N,N-dimethylformamide dimethylacetal to afford 1,2 lambda(5)-azaphosphinines. (C) 2010 Elsevier Ltd. All rights reserved.