(2E)-3-(4-吗啉基)-2-丁烯腈 | 108358-06-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 中文名称: (2E)-3-(4-吗啉基)-2-丁烯腈
• 中文别名: 2-丁烯腈,2-乙酰基-3-(甲基氨基)-,(Z)-(9CI)
• 英文名称: 3-morpholino crotonitrile
• 英文别名: 3-morpholino-crotononitrile；(E)-3-morpholin-4-ylbut-2-enenitrile
• CAS: 108358-06-1
• 化学式: C₈H₁₂N₂O
• 分子量: 152.196
• InChiKey: GEDIMULGZONCMD-KRXBUXKQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  11
• 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：
  36.3
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  (2E)-3-(4-吗啉基)-2-丁烯腈 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 生成 (E)-2-(Diphenyl-phosphinothioyl)-3-morpholin-4-yl-but-2-enenitrile
  参考文献：
  名称：

  Structural sensitivity in phosphorylation of enamines—derivatives of β-aminocrotonic acid with diphenylchlorophosphine

  摘要：

  The reaction of 'push-pull' enamines-Aerivatives of beta-aminocrotonic acid with diphenylchlorophosphine has been investigated. Structural sensitivity of the reaction was found and is discussed. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01546-6
• 作为产物：
  描述：

  吗啉 、 丁-2,3-二烯腈 生成 (2E)-3-(4-吗啉基)-2-丁烯腈
  参考文献：
  名称：

  Kurtz et al., Justus Liebigs Annalen der Chemie, 1959, vol. 624, p. 1,19

  摘要：

  DOI：

文献信息

• Reaction of enamines with trifluoromethyl containing carbonyl reagents
  作者：Dmitriy A. Sibgatulin、Tatyana E. Shubina、Aleksandr N. Kostyuk、Dmitriy M. Volochnyuk、Reinhard Schmutzler、Peter G. Jones、Aleksandr M. Pinchuk

  DOI：10.1016/j.jfluchem.2009.10.014

  日期：2010.2

  The reaction of linear push–pull enamines bearing a methyl group at the α-position with a set of trifluoromethylated carbonyl compounds was investigated. It has been found that the reaction proceeds at the methyl group of the enamines. The first computational study of the reaction between push–pull enamines and strong electrophilic reagents was reported. Out of three pathways considered DFT and MP2

  研究了在α位带有甲基的线性推挽式烯胺与一组三氟甲基化羰基化合物的反应。已经发现反应在烯胺的甲基处进行。据报道，对推挽式烯胺与强亲电试剂之间的反应进行了首次计算研究。在DFT和MP2计算中考虑的三种途径中，以前仅根据实验结果提出的建议就支持烯机理。
• A One Pot Synthesis of β-Cyanoenamines
  作者：Loic Rene、Joël Poncet、Gilles Auzou

  DOI：10.1055/s-1986-31661

  日期：——

  Orthoesters, cyanoacetic acid and secondary amines react together, in a one step procedure, to produce ß-cyanoenamines.

  正酯、氰乙酸和二级胺在一步法过程中反应，生成β-氰基烯胺。
• Reaction of unsymmetrical trifluoromethyl-containing 1,3-dicarbonyl compounds with ‘push–pull’ enamines
  作者：Dmitriy A. Sibgatulin、Dmitriy M. Volochnyuk、Alexander N. Kostyuk

  DOI：10.1016/j.tetlet.2007.02.044

  日期：2007.4

  The reaction of ‘push–pull’ enamines with trifluoromethyl-containing 1,3-dicarbonyl compounds was investigated. It was found that the reaction is sensitive both to the structure of the enamines and to reaction conditions. As a result, a set of various trifluoromethyldialkylanilines was obtained.

  研究了“推挽式”烯胺与含三氟甲基的1,3-二羰基化合物的反应。发现该反应对烯胺的结构和反应条件均敏感。结果，获得了一组各种三氟甲基二烷基苯胺。
• Unexpected Addition of Methyl 3,3,3-Trifluoropyruvate to ‘Push-Pull’ Enamines Having a Methyl Group at α-Position
  作者：Aleksandr N. Kostyuk、Dmitriy M. Volochnyuk、Dmitriy A. Sibgatulin、Aleksandr E. Petrenko

  DOI：10.1055/s-2004-831216

  日期：——

  The reaction of ‘push-pull’ enamines having a methyl group at the α-position with methyl 3,3,3-trifluoropyruvate was investigated. As a result, unexpected addition of pyruvate to methyl group was found and a set of polyfunctionalized β-dicarbonyl compounds was obtained. Possible mechanism of the reaction is discussed.

  研究了在 α 位具有甲基的“推拉”烯胺与 3,3,3-三氟丙酮酸甲酯的反应。结果，发现了丙酮酸与甲基的意外加成，并获得了一组多官能化β-二羰基化合物。讨论了该反应的可能机理。
• Use of Methylene Chloride as a C1 Unit in N,N-Dialkylaminomethylation Reaction
  作者：Florence Souquet、Thierry Martens、Maurice-Bernard Fleury

  DOI：10.1080/00397919308009843

  日期：1993.3

  Mannich products have been isolated in good yields with methylene chloride as a C1 unit, instead of formaldehyde. It is evidenced that, contrary to previous understanding, a high pressure procedure is not necessary required and that the methylene bisamines function as intermediates.