3-(二烯丙基氨基)丙腈 | 31164-08-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 3-(二烯丙基氨基)丙腈
• 英文名称: β-Diallylaminopropionitril
• 英文别名: β-N,N-Diallylaminopropionitril；3-(diallylamino)propionitrile；3-(diallylamino)propanenitrile；Diallylaminopropionitrile；3-[bis(prop-2-enyl)amino]propanenitrile
• CAS: 31164-08-6
• 化学式: C₉H₁₄N₂
• mdl: MFCD00045639
• 分子量: 150.224
• InChiKey: NZUQFSRBXYIJOR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.444
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2926909090

反应信息

• 作为反应物：
  描述：

  3-(二烯丙基氨基)丙腈 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 ruthenium trichloride 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 12.0h， 以30%的产率得到N-2-氰乙基吡咯
  参考文献：
  名称：

  Pyrrole synthesis using a tandem Grubbs’ carbene–RuCl3 catalytic system

  摘要：

  A straightforward pyrrole synthesis from diallylamines is developed by using a tandem catalyst system leading to ring-closing metathesis with the second generation Grubbs' catalyst (10%) followed by dehydrogenation in the presence of RuCl3 x H2O (2%). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.10.044
• 作为产物：
  描述：

  1,1-二烯丙基肼 、 丙烯醛 在 sodium dihydrogenphosphate 作用下， 以 水 为溶剂， 生成 3-(二烯丙基氨基)丙腈
  参考文献：
  名称：

  Ioffe,B.V.; Kartsova,L.A., Journal of Organic Chemistry USSR (English Translation), 1974, vol. 10, p. 1001 - 1003

  摘要：

  DOI：

文献信息

• Iodine-Alumina Catalyzed Aza- Michael Addition under Solvent Free Conditions
  作者：Monmi Saikia、Dwipen Kakati、Maria Joseph、Jadab Sarma

  DOI：10.2174/157017809790442961

  日期：2009.12.1

  An efficient aza-Michael addition of amines to a variety of activated olefins was carried out under solvent free conditions using iodine-alumina as a catalyst at room temperature or under microwave irradiation (in case of solid) in high yield.

  在无溶剂条件下，利用碘-氧化铝作为催化剂，在室温或微波辐照（针对固体情况）下，胺类物质对多种活化烯烃进行了一次高效迈克尔加成反应，产率极高。
• Silicon Tetrachloride Catalyzed Aza-Michael Addition of Amines to Conjugated Alkenes under Solvent-Free Conditions
  作者：Najmedin Azizi、Roya Baghi、Hossein Ghafuri、Mohammad Bolourtchian、Mohammad Hashemi

  DOI：10.1055/s-0029-1219195

  日期：2010.2

  very simple conjugate addition of aromatic and aliphatic amines to α,β-unsaturated carbonyl compounds under solvent-free conditions in the presence of catalytic amount of silicon tetrachloride is reported. The reaction of aryl and alkyl amines with different Michael acceptors gave the corresponding Michael adducts with simple catalyst and good to excellent yields.

  报道了在无溶剂条件下，在催化量的四氯化硅存在下，芳香族和脂肪族胺与 α,β-不饱和羰基化合物的有效且非常简单的共轭加成。芳基和烷基胺与不同的迈克尔受体反应得到相应的迈克尔加合物，催化剂简单，产率好到极好。
• π-Complexes of copper(I) halides with 3-(allylamino)-(C3H5NHC2H4CN, Apn) and 3-(diallylamino)-((C3H5)2NC2H4CN, Dapn)-propanenitrile. syntheses and crystal structures of compounds [CuCl(Apn)], [(H+Apn)Cu2Cl3], [(H+Dapn)CuCl2], and [(H+Dapn)CuBr2]
  作者：M. Yu. Luk’yanov、A. V. Pavlyuk、M. G. Mys’kiv

  DOI：10.1134/s107032841201006x

  日期：2012.2

  The π-complexes [CuCl(C3H5NHC2H4CN)] (I), [(C3H5NH2C2H4CN)Cu2Cl3] (II), [((C3H5)2NHC2H4CN)CuCl2] (III), and [((C3H5)2NHC2H4CN)CuBr2] (IV) are obtained as single crystals by the ac electrochemical synthesis on copper wire electrodes from ethanolic solutions of 3-(allylamino)propanenitrile, 3-(diallylamino)propanenitrile, and CuX2 (X = Cl, Br). Their crystal structures are determined. The crystals of

  π络合物[CuCl（C 3 H 5 NHC 2 H 4 CN）]（I），[（C 3 H 5 NH 2 C 2 H 4 CN）Cu 2 Cl 3 ]（II），[（（C 3 H 5）2 NHC 2 H 4 CN）CuCl 2 ]（III）和[（（C 3 H 5）2 NHC 2 H 4 CN）CuBr 2 ]（IV）是通过在铜线电极上通过交流电化学合成由3-（烯丙基氨基）丙腈，3-（二烯丙基氨基）丙腈和CuX 2（X = Cl，Br）的乙醇溶液制得的单晶。确定了它们的晶体结构。化合物I，III和IV的晶体是单斜晶体，空间群P 2 1 / c，Z =4。化合物II的晶体是三斜晶，空间群P \（\ bar 1 \），Z =2。单位单元格参数为a = 11.125（4），b = 8.769（4），c= 8.570（4），β= 90.94（4）°，V = 835.9（6）3（我）; a = 6.2566（4），b
• Substitution Effect on the Cylization/Fluorination Reaction of<i>N</i>-Dienes in Superacid
  作者：Emilie Vardelle、Agnès Martin-Mingot、Marie-Paule Jouannetaud、Christian Bachmann、Jérôme Marrot、Sébastien Thibaudeau

  DOI：10.1021/jo900881f

  日期：2009.8.21

  The novel cyclization/fluorination reaction of N-dienes in superacid was extended to substituted substrates. The influence of the substitution on superelectrophilic character of dicationic intermediates was shown and its dramatic effect on the synthesis of fluoropiperidines was studied. On the basis of new dicationic α-chloronium ammonium intermediates, starting from halogen-substituted dienes, high-valued

  N-二烯在超酸中的新型环化/氟化反应扩展到了取代的底物上。展示了取代基对双功能中间体的超亲电子特性的影响，并研究了其对氟哌啶合成的巨大影响。基于新的专用二氯化氯铵中间体，从卤素取代的二烯开始，合成了高价值的氟化哌啶。
• Synthesis of deuterated ribo nucleosides N-protected phosphoramidites, and oligonucleotides
  申请人：Srivastava Suresh C.

  公开号：US20140039178A1

  公开（公告）日：2014-02-06

  The present invention is directed towards the synthesis of high purity deuterated sugars, deuterated phosphoramidites, deuterated nucleobases, deuterated nucleosides, deuterated oligonucleotides, and deuterated RNA's of defined sequences which can exhibit biochemically useful and biologically valuable properties, thus having potential for therapeutic uses.

  本发明旨在合成高纯度的氘代糖、氘代磷酰胺、氘代核碱基、氘代核苷、氘代寡核苷酸和具有定义序列的氘代RNA，这些化合物可以展现出生物化学上有用和生物学上有价值的特性，因此具有潜在的治疗用途。