N,N-bis-(2-aminoethyl)-2-phenylethylamine | 76020-61-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,N-bis-(2-aminoethyl)-2-phenylethylamine
• 英文别名: N,N-bis(2-aminoethyl)-2-phenylethylamine；1,5-diamino-3-phenethyl-3-azapentane；N~1~-(2-Aminoethyl)-N~1~-(2-phenylethyl)ethane-1,2-diamine；N'-(2-aminoethyl)-N'-(2-phenylethyl)ethane-1,2-diamine
• CAS: 76020-61-6
• 化学式: C₁₂H₂₁N₃
• 分子量: 207.319
• InChiKey: YRXJBYDJAZSXDL-UHFFFAOYSA-N

物化性质

• 沸点：
  318.1±27.0 °C(Predicted)
• 密度：
  1.021±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N-bis-(2-aminoethyl)-2-phenylethylamine 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 14.0h， 生成 6,19-diphenethyl-3,6,9,12,13,16,19,22,25,26-decaazatricyclo[22.2.1.1^11,14]octacosa-1⁽²⁷⁾,11,14⁽²⁸⁾,24-tetraene
  参考文献：
  名称：

  New 1H-Pyrazole-Containing Polyamine Receptors Able To Complex l-Glutamate in Water at Physiological pH Values

  摘要：

  The interaction of the pyrazole-containing macrocyclic receptors 3,6,9,12,13,16,19,22,25,26-decaazatricyclo-[22.2.1.1(11,14)]-octacosa-1(27),11,14(28),24-tetraene 1 [L-1], 13,26-dibenzyl-3,6,9,12,13,16,19,22,25,26-decaazatricyclo-[22.2.1.111, 14] -octacosa-1(27),11,14(28),24-tetraene 2[L-2], 3,9,12,13,16,22,25,26-octaazatricyclo-[22.2.1.1(11,14)]-octacosa-1 (27),11,14(28),24-tetraene 3[L-3], 6,19-dibenzyl-3,6,9,12,13,16,19,22,25,26-decaazatricyclo-[22.2.1.1(11,14)]-octacosa-1 (27),11,14(28),24-tetraene 4[L-4], 6,19-diphenethyl-3,6,9,12,13,16,19,22,25,26-decaazatricyclo-[22.2.1.1(11,14)]-octacosa-1 (27),11,14(28),24-tetraene 5[L-5], and 6,19-dioctyl-3,6,9,12,13,16,19,22,25,26-decaazatricyclo-[22.2.1.1(11,14)]-octacosa-1 (27),11,14(28),24-tetraene 6[L-6] with L-glutamate in aqueous solution has been studied by potentiometric techniques. The synthesis of receptors 3-6[L-3-L-6] is described for the first time. The potentiometric results show that 4[L-4] containing benzyl groups in the central nitrogens of the polyamine side chains is the receptor displaying the larger interaction at pH 7.4 (K-eff = 2.04 x 10(4)). The presence of phenethyl 5[L-5] or octyl groups 6[L-6] instead of benzyl groups 4[L-4] in the central nitrogens of the chains produces a drastic decrease in the stability [K-eff = 3.51 X 10(2) (5), K-eff = 3.64 x 10(2) (6)]. The studies show the relevance of the central polyaminic nitrogen in the interaction with glutamate. 1[L-1] and 2[L-2] with secondary nitrogens in this position present significantly larger interactions than 3[L-3], which lacks an amino group in the center of the chains. The NMR and modeling studies suggest the important contribution of hydrogen bonding and pi-cation interaction to adduct formation.

  DOI：

  10.1021/ja035671m
• 作为产物：
  描述：

  乙基溴苯 在 N,N-二异丙基乙胺 、 potassium hydroxide 作用下， 以 甲醇 、 水 、 乙腈 为溶剂， 生成 N,N-bis-(2-aminoethyl)-2-phenylethylamine
  参考文献：
  名称：

  Synthesis and evaluation of 3-acyltetronic acid-containing metal complexing agents

  摘要：

  Potential metal chelators containing one or several acyltetronic acid moieties were prepared from cyclic or acyclic amines and polyamines, and from bis(phenols) by reaction with 1-4 equiv of 3-bromoacetyltetronic acid in the presence of potassium carbonate. The affinity constants of the chelating agents for toxic metallic cations Cd2+, Cs+, and Pb2+ and for dimethylarsinic acid were measured, at pH 7.5 and 9.3. Compound 4, an acyclic triamine containing four acyltetronic moieties, was found to complex efficiently all the tested species. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.10.087

文献信息

• Dinuclear copper(I) complexes of 24-membered bibracchial tetraimine Schiff base macrocycles derived from 2,5-diformylthiophene1Dedicated to Professor Ken Wade on the occasion of his 65th birthday in recognition of his outstanding contributions to inorganic chemistry.1
  作者：Harry Adams、Neil A. Bailey、Simon R. Collinson、David E. Fenton、Joanne C. Hawley、Simon J. Kitchen

  DOI：10.1016/s0022-328x(97)00041-7

  日期：1998.1

  The synthesis of dinuclear copper(I) complexes of bibracchial tetraimine Schiff base macrocycles derived from the cyclocondensation of 2,5-diformylthiophene and the amines N,N-bis-(2-aminoethyl)-2-phenylethylamine, N,N-bis-(2-aminoethyl)-n-butylamine and N,N-bis-(2-aminoethyl)-t-butylamine is described. The structures of three such complexes are reported. The complex [Cu2L3(CH3CN)2](PF6)2·CH3CN crystallises

  由2,5-二甲酰基噻吩与胺N，N-双-（2-氨基乙基）-2-苯基乙胺，N，N-双-描述了（2-氨基乙基）-正丁胺和N，N，N-双-（2-氨基乙基）-叔丁胺。报道了三种这样的复合物的结构。复合物[Cu 2 L 3（CH 3 CN）2 ]（PF 6）2 ·CH 3 CN在单斜空间群P中结晶2 1 / c并具有晶胞尺寸a = 15.897（4），b = 13.329（4），c = 21.999（5）Å，β = 90.85（2）°，Z = 4; Cu–Cu的间距为5.201Å。复合物[Cu 2 L 4（CH 3 CN）2 ]（PF 6）2 ·0.64CH 3 CN在单斜空间群P 2 1 / n中结晶，其晶胞尺寸为a = 17.243（5），b = 11.451（6），c = 26.534（8）Å，β= 100.08（2）°，Z = 4；Cu–Cu的间距为5.386Å。络合物[铜2大号6（CH 3 CN）2
• Acyclic mononuclear and macrocyclic dinuclear silver(I) complexes of Schiff base ligands derived from N,N-bis(2-aminoalkyl)-2-phenylethylamines
  作者：David.E. Fenton、Paul C. Hellier

  DOI：10.1016/s0020-1693(00)92401-0

  日期：1992.8

  mononuclear and macrocyclic dinuclear silver(I) complexes of ligands derived from the Schiff base condensation of N, N-bis(2-aminoalkyl)-2-phenylethylamines with 2,6-diacetylpyridine are reported and discussed. It is noted that changing the 2-aminoalkyl groups of the alkylamines from ethyl to n-propyl provides a change from an acyclic mononuclear silver(I) compound to a macrocyclic dinuclear silver(I) compound

  摘要报道并讨论了N，N-双（2-氨基烷基）-2-苯基乙胺与2,6-二乙酰基吡啶的席夫碱缩合反应生成的配体的无环单核和大环双核银（I）配合物。注意，将烷基胺的2-氨基烷基基团从乙基改变为正丙基提供了从无环单核银（I）化合物到大环双核银（I）化合物的变化。
• Dinuclear silver(I) complexes of 24-membered bibracchial tetraimine Schiff base macrocycles derived from 2,5-diformylthiophene
  作者：Harry Adams、Neil A. Bailey、Philippe Bertrand、Simon R. Collinson、David E. Fenton、Simon J. Kitchen

  DOI：10.1016/s0020-1693(96)05220-6

  日期：1996.9

  The synthesis of dinuclear copper(I) complexes of bibracchial tetraimine Schiff base macrocycles derived from the cyclocondensation of 2,5-diformylthiophene and the amines N,N-bis-(2-aminoethyl)-2-phenylethylamine, N,N-bis-(2-aminoethyl)-n-butylamine and N,N-bis-(2-aminoethyl)-t-butylamine is described. The structures of three such complexes are reported. The complex [Cu2L3(CH3CN)2](PF6)2·CH3CN crystallises

  摘要由2,5-二甲酰基噻吩与胺N，N-双-（2-氨基乙基）-2-苯基乙胺，N，N-双环缩合衍生的双臂四亚胺席夫碱大环双核铜（I）配合物的合成描述了-（2-氨基乙基）-正丁胺和N，N-双-（2-氨基乙基）-叔丁胺。报道了三种这样的复合物的结构。复合物[Cu2L3（CH3CN）2]（PF6）2·CH3CN在单斜空间群P21 / c中结晶，晶胞尺寸为a = 15.897（4），b = 13.329（4），c = 21.999（5） A，β= 90.85（2）°，Z = 4；Cu-Cu的分离度为5.201A。[Cu2L4（CH3CN）2]（PF6）2·0.64CH3CN在单斜空间群P21 / n中结晶，晶胞尺寸为a = 17.243（5），b = 11.451 （6），c = 26.534（8）A，β= 100.08（2）°，Z = 4；Cu–Cu的间距为5.386A。复合物[Cu2L6（CH3C
• Unexpected ring contraction in the barium-assisted cyclocondensation of 2,6-diformylpyridine and N,N-bis(2-aminoethyl)-2-phenylethylamine
  作者：Harry Adams、Neil A. Bailey、Philippe Bertrand、Simon R. Collinson、David E. Fenton、Simon J. Kitchen

  DOI：10.1039/dt9960001181

  日期：——

  The cyclocondensation reaction between N,N-bis(2-aminoethyl)-2-phenylethylamine and 2,6-diformylpyridine in the presence of a barium template gave an unexpected 18-membered macrocyclic product in which a ring contraction at one side-arm has occurred to produce an imidazolidine ring.

  在钡模板的存在下，N,N-双(2-氨基乙基)-2-苯基乙胺和2,6-二醛基吡啶之间的环缩合反应产生了意想不到的18元大环产物，其中一侧臂发生环缩合，形成咪唑烷环。
• EP1433775
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  公开号：——

  公开（公告）日：——