α-(diisopropylamino)propionitrile | 91086-11-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: α-(diisopropylamino)propionitrile
• 英文别名: α-Diisopropylaminopropionitril；2-(diisopropylamino)propionitrile；2-Diisopropylamino-propionsaeurenitril；2-[di(propan-2-yl)amino]propanenitrile
• CAS: 91086-11-2
• 化学式: C₉H₁₈N₂
• 分子量: 154.255
• InChiKey: ABKOJKZYEMKJQN-UHFFFAOYSA-N

物化性质

• 沸点：
  70-79 °C(Press: 13 Torr)
• 密度：
  0.862±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 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：

  α-(diisopropylamino)propionitrile 在 五氟化锑 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  Bock, Hans; Goebel, Ilka; Havlas, Zdenek, Angewandte Chemie, 1991, vol. 103, # 2, p. 193 - 196

  摘要：

  DOI：
• 作为产物：
  描述：

  二异丙胺 、 乳腈 以 苯 为溶剂， 以38.5%的产率得到α-(diisopropylamino)propionitrile
  参考文献：
  名称：

  Peptide Coupling in the Presence of Highly Hindered Tertiary Amines

  摘要：

  Previously, 2,4,6-trimethylpyridine (collidine), due to steric shielding around the N-atom, was found to be an efficient base for effecting peptide segment coupling via azabenzotriazole-based onium-style coupling reagents. A number of even more highly hindered bases, including 2,3,5,6-tetramethylpyridine , 2, 6-di-tert-butyl-4-(dimethylamino)pyridine, triisopropylamine, and N-tert-butylmorpholine, have been compared with collidine in such reactions. Some of the newer bases showed advantages in terms of convenience in handling and maintenance of configuration during segment coupling processes, although dramatic differences based on steric effects were not observed. On the basis of results with a number of test peptides and many base-coupling reagent combinations, it was noted that most efficient results are obtained if 1 equiv of HOAt is present as an additive during the coupling process. For rapid activation of onium-style coupling reagents during stepwise solid-phase coupling reactions, the stronger base 2,6-di-tert-butyl-4-(dimethylamino)pyridine was more effective than collidine.

  DOI：

  10.1021/jo950912x

文献信息

• Photocatalytic reaction of 4-cyanopyridine with tertiary amines
  作者：Aleksey Yu. Vorob’ev

  DOI：10.1007/s10593-019-02423-7

  日期：2019.1

  The reaction of 4-cyanopyridine with tertiary aliphatic amines photocatalyzed by fac-tris[2-phenylpyridinato-C2,N]iridium(III) complex was studied. The reactions led to arylation of the α-C–H bond of the amine to form the corresponding pyridin-4-yl derivatives along with unsubstituted pyridine.

  研究了fac-三[2-苯基吡啶基-C 2，N ]铱（III）配合物光催化4-氰基吡啶与脂肪族叔胺的反应。反应导致胺的α-CH键芳基化，与未取代的吡啶一起形成相应的吡啶-4-基衍生物。
• Borane-N,N-diisopropylalkylamine hydroboration agents
  申请人：Aldrich Chemical Company, Inc.

  公开号：US05481038A1

  公开（公告）日：1996-01-02

  Borane-N,N-diisopropylalkylamines as represented by the formula: H.sub.3 B.NPr.sup.i.sub.2 R wherein Pr.sup.i is isopropyl, R is branched-chain alkyl or cycloalkyl having 3 to 6 carbon atoms and B is boron are provided. The compounds are new hydroboration agents.

  提供了以H.sub.3 B.NPr.sup.i.sub.2 R为代表的硼烷-N,N-二异丙基烷胺，其中Pr.sup.i是异丙基，R是具有3至6个碳原子的支链烷基或环烷基，B是硼。这些化合物是新的氢硼化剂。
• Über hochverzweigte aliphatische Verbindungen, 4. Mitt.: Ergiebigere Synthesen des Triisopropylamins
  作者：Friedrich Kuffner、Werner Koechlin

  DOI：10.1007/bf00903145

  日期：1962.3
• Photophysics of a sterically crowded tertiary-saturated amine: triisopropylamine
  作者：Arthur M. Halpern、B. R. Ramachandran

  DOI：10.1021/j100203a047

  日期：1992.11

  The spectroscopic and photophysical properties of triisopropylamine (TIPA), a sterically overcrowded amine, are reported in the vapor phase and in n-hexane and tetrahydrofuran solution. On the basis of available experimental data and several semiempirical and ab initio quantum mechanical calculations, it is concluded that TIPA is planar or nearly planar in the ground state. Inversion barriers of NH3, trimethylamine, and TIPA are examined with the aid of computational methods. In the vapor phase, E00 and E(vert) are 36 550 and 38 000 cm-1, respectively, for the S0 --> S1 transition. The zero-pressure-extrapolated fluorescence lifetime and quantum efficiency are 57.8 ns and 0.79, respectively. Its properties are compared with other tri-C3-substituted amines, such as tri-n-propylamine (TNPA) and the cage amine, I-azabicyclo[3.3.3]undecane (ABCU). As compared with TNPA, the S0 --> S1 absorption of TIPA is red shifted and its Stokes shift is smaller. The cap structure of ABCU results in the S0 <-- --> S1 transitions being very vertical. Multielectron configuration interaction calculations using MNDO are used to determine the E00 and E(vert) values of the amines; the results are compared with experiment.
• POLYMERS FUNCTIONALIZED WITH NITRILE COMPOUNDS CONTAINING A PROTECTED AMINO GROUP
  申请人：Bridgestone Corporation

  公开号：EP2382240A2

  公开（公告）日：2011-11-02