N,N-bis(2-benzylmercaptoethyl)amine | 52785-92-9

• 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-benzylmercaptoethyl)amine
• 英文别名: bis(2-(benzylsulfanyl)-ethyl)amine；N,N-bis(2-benzylthioethyl)amine；bis(2-benzylsulfanylethyl)amine；bis(2-(benzylthio)ethyl)amine；2-(benzylsulfanyl)-N-[2-(benzylsulfanyl)ethyl]ethanamine；2-benzylsulfanyl-N-(2-benzylsulfanylethyl)ethanamine
• CAS: 52785-92-9
• 化学式: C₁₈H₂₃NS₂
• 分子量: 317.519
• InChiKey: FMFUWFYPONWFSJ-UHFFFAOYSA-N

物化性质

• 沸点：
  180 °C(Press: 0.05 Torr)
• 密度：
  1.111±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  62.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  potassium tetrachloropalladate(II) 、 N,N-bis(2-benzylmercaptoethyl)amine 以 乙醇 、 水 为溶剂， 以70%的产率得到[PdCl(bis(2-(benzylsulfanyl)-ethyl)amine)]Cl
  参考文献：
  名称：

  Isolation of an [SNS]Pd(ii) pincer with a water ladder and its Suzuki coupling activity in water

  摘要：

  一种具有[SNS]供体组合的水兼容Pd(II)螯合剂，[L1PdCl]Cl·2H2O [L1 = 双(2-(异丁硫基)乙基)胺]已被分离并结晶学特征化；其在223 K下的固态晶格含有四聚体的梯状水聚合物，阳离子、阴离子和水簇之间存在大量的氢键，这种水溶性配合物在水相中在75°C下对苯硼酸和选定芳基溴化物的Suzuki-Miyaura偶联反应表现出活性。

  DOI：

  10.1039/b802043d
• 作为产物：
  描述：

  N,N-bis(2-(benzylthio)ethyl)propionamide 在 盐酸 作用下， 生成 N,N-bis(2-benzylmercaptoethyl)amine
  参考文献：
  名称：

  Kaszubska,J.; Bal,S., Roczniki Chemii, 1974, vol. 48, p. 325 - 328

  摘要：

  DOI：

文献信息

• Copper(II) complexes of aliphatic tridentate amine/dithioether ligands – Synthesis and molecular structures
  作者：Marc Blomenkemper、Henning Schröder、Tania Pape、F. Ekkehardt Hahn

  DOI：10.1016/j.ica.2012.04.023

  日期：2012.7

  of the copper(II) ion. The apical donors are bonded with significantly longer bond distances compared to identical donors in the basal plane. The weakly bound apical chloro ligand of 6 can be abstracted with silver(I) nitrate effecting the formation of the dinuclear complex 10 featuring a nitrato ligand coordinated to two copper(II) centers in a bridging fashion. For all copper(II) complexes the observed

  三个新的三齿配体（1 - 3），具有通过亚乙基桥连接至两个硫醚施主功能与中央仲胺小号甲基或小号-苄基取代基已被合成并与铜（II）或氯化铜（II）硝酸盐反应。将得到的型[的CuX的络合物2（L）]（L =胺-二硫醚配体）6，7和9显示出一个四方锥协调的几何形状与所述三齿的氮和硫的供体基团的配体占据三个基底结合金属离子上的位点。两个氯（6和7）或一个硝基配体（9源自金属前体盐的）完善了铜（II）离子的配位范围。与基面中的相同供体相比，顶端供体的结合距离明显更长。可以通过硝酸银（I）提取弱结合的6根顶端的氯配体，从而形成双核络合物10，其特征为以桥联方式与两个铜（II）中心配位的硝酸根配体。对于所有铜（II）配合物，观察到的Cu-S键距都非常相似，并且不受硫醚供体官能团上烷基基团的变化的显着影响。
• High Productive Ethylene Trimerization Catalyst Based on CrCl3/SNS Ligands
  作者：Ebrahim Ahmadi、Zahra Mohamadnia、Mehdi Nekoomanesh Haghighi

  DOI：10.1007/s10562-011-0594-2

  日期：2011.8

  Methylaluminoxane (MAO)-activated chromium (III) complexes of tridentate SNS ligands of the form (RSCH2-CH2)(2)NH (R = alkyl, aryl) have been prepared and tested for the trimerization of ethylene to 1-hexene. The effect of ethylene pressure, Al/Cr ratio and S donor substitution on 1-C6 selectivity and productivity has been examined. It is shown that when the substitution on S is pentyl group it will lead to the highest productivity, 174200 g 1-C6/g Cr h, due to the synergistic effect of this group.
• Copper(I) complexes of N-centered aliphatic tripodal trithioether ligands – Adjustment of complex geometry by variation of spacer lengths
  作者：Marc Blomenkemper、Henning Schröder、Tania Pape、F. Ekkehardt Hahn

  DOI：10.1016/j.ica.2010.10.008

  日期：2011.1

  A series of novel aliphatic tripodal trithioether ligands 4-6 differing in the lengths of the alkyl chains between central nitrogen atom and sulfur donor function has been synthesized. The neutral ligands 4-6 react with copper(I) under formation of the mononuclear complexes 7-9 featuring exclusive coordination of the metal center by the tertiary amine and the three thioether donor functions of the tripodal ligand. Molecular structures of 7 and 9 show a direct influence of the spacer lengths between central and terminal donor functions on the geometry of the tetracoordinated complex cations. Substitution of one ethylene by a propylene spacer leads to a larger bite angle between the amine and thioether donor functions and effects a tetrahedral distortion for the complex cation in 7. For the copper(I) compound 9 with a ligand possessing exclusively propylene spacers this effect is increased leading to a tetrahedral geometry of the complex cation. (C) 2010 Elsevier B.V. All rights reserved.
• Structures of Copper Complexes of the Hybrid [SNS] Ligand of Bis(2-(benzylthio)ethyl)amine and Facile Catalytic Formation of 1-Benzyl-4-phenyl-1<i>H</i>-1,2,3-triazole through Click Reaction
  作者：Shi-Qiang Bai、Lip Lin Koh、T. S. Andy Hor

  DOI：10.1021/ic801690v

  日期：2009.2.2

  A hybrid ligand, bis(2-(benzylthio)ethyl)amine (SNS), with an amine and two thioether donors reacts with Cu(II) to give mononuclear [CuCl2(SNS)] (1), [CuBr2(SNS)] (2), [Cu(OTf)(2)(SNS)(OH2)] (3), and an one-dimensional Cu(I) coordination polymer [Cu2I2(SNS)](n) (4). All complexes have been characterized by single-crystal X-ray diffraction analysis, and 1-3 were studied by EPR analysis at room temperature. Complexes 1 and 2 are penta-coordinated with a distorted square pyramidal metal supported by a tridentate SNS ligand on the basal plane. Complex 3 shows a tetragonally distorted octahedral sphere with two trans and weakly bonding monodentate triflates. A 12-membered ring in the solid lattice is formed by intermolecular H-bonding among the coordinated triflate and aqua ligands from four neighboring molecules. Complex 4, the only Cu(I) in this series, shows a coordination polymer chain [CU4I4](n) comprising tetrahedral Cu(I) centers stitched by the SNS ligand in a unique bridge-chelate mode in the form of a helix. All four complexes are catalytically active at room temperature in a copper-catalyzed azide-alkyne cycloaddition (CuAAA) three-component click reaction of benzyl chloride, sodium azide, and phenylacetylene in an aqueous MeCN mixture to give good isolated yields of 1-benzyl-4-phenyl-1H-1,2,3-triazole, without the use of a base or reducing agent.
• Synthesis, characterization and biodistribution in mice of oxotechnetium(V) (SNS/S) mixed ligand complexes with N,N-bis(2-mercaptoethyl)(2-piperidin-1-ylethyl)amine as tridentate ligand
  作者：G. Patsis、I. C. Pirmettis、M. S. Papadopoulos、C. P. Raptopoulou、A. Terzis、E. Chiotellis

  DOI：10.1002/(sici)1099-1344(199903)42:3<255::aid-jlcr185>3.0.co;2-a

  日期：1999.3