N',N'-bis[2-(propan-2-ylamino)ethyl]ethane-1,2-diamine | 165329-31-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N',N'-bis[2-(propan-2-ylamino)ethyl]ethane-1,2-diamine
• CAS: 165329-31-7
• 化学式: C₁₂H₃₀N₄
• 分子量: 230.397
• InChiKey: UTRRGKBIFYAIMA-UHFFFAOYSA-N

物化性质

• 沸点：
  95-100 °C(Press: 0.998 Torr)
• 密度：
  0.900±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  16
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  53.3
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N',N'-bis[2-(propan-2-ylamino)ethyl]ethane-1,2-diamine 在 potassium tert-butylate 、 三(二甲胺基)膦 、 三氯化磷 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 2,8-Diisopropyl-2,5,8,9-tetraaza-1-phospha-bicyclo[3.3.3]undecane
  参考文献：
  名称：

  SYNTHESIS OF A NOVEL EXCEEDINGLY STRONG NONIONIC SUPERBASE

  摘要：

  The synthesis of a novel superbase P(HNCH2CH2)(i-PrNCH2CH2)(2)N, 2a, is discussed. The conditions for the preparation and purification of H2NCH2CH2N(CH2CH2N-i-Pr)(2), 4a, starting from commercially available (H2NCH2CH2)(3)N (tren) were optimized. The existence of the novel zwitterion HP(N-CH2CH2)(i-PrNCH2CH2)(2)N+, 2b, was substantiated by NMR spectroscopy. The superbase 2a crystallizes from its melt when cooled slowly to -4 degrees C, and then remains as a solid at room temperature for several days. Hence it can be handled as a liquid or as a solid.

  DOI：

  10.1080/10426509708044218
• 作为产物：
  描述：

  三(2-氨基乙基)胺 、 丙酮 在 sodium tetrahydroborate 、 sodium acetate 、 溶剂黄146 作用下， 生成 N',N'-bis[2-(propan-2-ylamino)ethyl]ethane-1,2-diamine 、 三[2-(异丙基氨基)乙基]胺
  参考文献：
  名称：

  SYNTHESIS OF A NOVEL EXCEEDINGLY STRONG NONIONIC SUPERBASE

  摘要：

  The synthesis of a novel superbase P(HNCH2CH2)(i-PrNCH2CH2)(2)N, 2a, is discussed. The conditions for the preparation and purification of H2NCH2CH2N(CH2CH2N-i-Pr)(2), 4a, starting from commercially available (H2NCH2CH2)(3)N (tren) were optimized. The existence of the novel zwitterion HP(N-CH2CH2)(i-PrNCH2CH2)(2)N+, 2b, was substantiated by NMR spectroscopy. The superbase 2a crystallizes from its melt when cooled slowly to -4 degrees C, and then remains as a solid at room temperature for several days. Hence it can be handled as a liquid or as a solid.

  DOI：

  10.1080/10426509708044218

文献信息

• Synthesis of new proazaphosphatranes and their application in organic synthesis
  作者：Philip B. Kisanga、John G. Verkade

  DOI：10.1016/s0040-4020(00)01016-4

  日期：2001.1

  We report herein the synthesis of the new proazaphosphatrane strong bases P(RNCH2CH2)(3)N (R=Me3CCH2, Me2CHCH2) and P(HNCH2CH2)(2)NCH2CH2N-i-Pr (1g). The new azaphosphatranes [HP(RNCH2CH2)(3)N]Cl (R=Me3CCH2, Me2CHCH2)have P-N-ax distances of 2.047 and 1.958 Angstrom, respectively. We also report the synthesis of the tetramine precursor proazaphosphatrane 1g [namely, (H2NCH2CH2)(2)NCH2CH2NH-i-Pr] in 41% yield and the use of a complexation-extraction technique to separate it from a mixture containing the di- and tri-isopropyl substituted analogs. Using a P-31 NMR technique, we report the pK(a) value for 1gH(+) (34.49). The catalytic properties of three bases P(RNCH2CH2)(3)N (R=i-Pr, Piv, i-Bu) are compared in the synthesis of several beta -hydroxy nitriles, beta -nitroalkanols, alpha,beta -unsaturated esters and for the Michael addition of allyl alcohol to alpha,beta -unsaturate ketones. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Synthesis and Characterization of a Novel Azatitanatrane
  作者：Zhibang Duan、John G. Verkade

  DOI：10.1021/ic00121a008

  日期：1995.8

  Azatitanatrane [Ti(i-PrNCH2CH2)(2)NCH2CH2N](2) (13) is obtained in 44% yield by the reaction of Ti(NMe(2))(4) with the new ligand (i-PrNHCH2CH2)(2)NCH2CH2NH2. Compound 13, which features a dimeric structure as determined by H-1, C-13H-1}, and (HH)-H-1-H-1 NOESY NMR techniques and mass spectroscopy, exhibits a rigid configuration in solution on the NMR time scale. The structure of the azatitanatrane Me(2)NTi(MeNCH(2)CH(2))(3)N (1) was determined by single-crystal X-ray crystallography and was shown to exhibit unusually short axial Ti-N bonds. Crystal data: monoclinic, space group P2(1)/c, a = 7.9550(7) Angstrom, b = 10.546(2) Angstrom, c = 18.105(2) Angstrom, beta = 97.365(8)degrees, V = 1506.4(3) Angstrom(3), Z = 4, R = 0.0373.