methyl-2-{[1-methyl-2-(acetone)ethylidynenitrilo]propyl}-amino-1-cyclopentene dithiocarboxylate | 1450891-00-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: methyl-2-{[1-methyl-2-(acetone)ethylidynenitrilo]propyl}-amino-1-cyclopentene dithiocarboxylate
• CAS: 1450891-00-5
• 化学式: C₁₅H₂₄N₂OS₂
• 分子量: 312.5
• InChiKey: CHQYAIKIKFAKKI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.02
• 重原子数：
  20.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  44.62
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  copper(II) acetate monohydrate 、 methyl-2-{[1-methyl-2-(acetone)ethylidynenitrilo]propyl}-amino-1-cyclopentene dithiocarboxylate 以 甲醇 、 氯仿 为溶剂， 以60%的产率得到Cu(cdacacpd)
  参考文献：
  名称：

  Coordination chemistry, thermodynamics and DFT calculations of copper(II) NNOS Schiff base complexes

  摘要：

  Synthesis, magnetic and spectroscopy techniques are described for five copper(II) containing tetradentate Schiff bases are synthesized from methyl-2-(N-2'-aminoethane), (1-methyl-2'-aminoethane), (3-aminopropylamino)cyclopentenedithiocarboxylate. Molar conductance and infrared spectral evidences indicate that the complexes are four-coordinate in which the Schiff bases are coordinated as NNOS ligands. Room temperature mu(eff) values for the complexes are 1.71-1.80 B.M. corresponding to one unpaired electron respectively. The formation constants and free energies were measured spectrophotometrically, at constant ionic strength 0.1 M (NaClO4), at 25 degrees C in DMF solvent. Also, the DFT calculations were carried out to determine the structural and the geometrical properties of the complexes. The DFT results are further supported by the experimental formation constants of these complexes. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.saa.2014.05.095
• 作为产物：
  描述：

  乙酰丙酮 、 methyl 2-(3-aminopropylamino)cyclopent-1-enedithiocarboxylate 以 甲醇 为溶剂， 反应 0.5h， 生成 methyl-2-{[1-methyl-2-(acetone)ethylidynenitrilo]propyl}-amino-1-cyclopentene dithiocarboxylate
  参考文献：
  名称：

  Synthesis, Characterization, Spectral Studies, Antibacterial Evaluation, Thermodynamics and DFT Calculations of Dimethyltin(IV) Dichloride Schiff Base

  摘要：

  A number of new 1:1 complexes of SnMe(2)Cl(2) with unsymmetrical tetradentate Schiff base ligand with NNOS coordination sphere have been synthesized and fully characterized by a variety of physico-chemical techniques viz. elemental analysis, molar conductivity, (1)H and (119)Sn NMR, IR and mass spectroscopy. IR spectral data show that the fifth coordination position of tin atom is occupied by an oxygen atom of Schiff base ligands. In the light of titled techniques, trigonal bipyramidal geometry around the tin atom is proposed for the synthesized complexes. The in vitro antibacterial activities of the complexes against Staphylococcus aureus and Escherichia Coli have been studied. It was found that they possess significant antibacterial activity. Also, DFT/B3LYP method was used to analyze the electronic structures and study of the geometries. The thermodynamic formation constants of the complexes were determined spectrophotometrically at 25ºC in DMF solvent.

  DOI：

  10.17344/acsi.2015.1533

文献信息

• Nickel(II) complexes of the unsymmetrical tetradentate Schiff base of methyl-2-(N-2′-aminoethane), (1-methyl-2′-aminoethane), (3-aminopropylamino)cyclopentenedithiocarboxylate: Synthesis, characterization, thermodynamic and computational studies
  作者：Sheida Esmaielzadeh、Leila Azimian、Khadijeh Shekoohi、Hadi Esfandiari、Mozaffar Asadi、Zohreh Zare、Ayoub Rahmani Nejad、Khosro Mohammadi

  DOI：10.1016/j.ica.2013.05.001

  日期：2013.8

  Five new unsymmetrical Schiff bases containing NNOS coordination sphere and their Ni(II) complexes, NiLX (where X = 1-5, and L-1 = methyl-2-N-[2-(acetone)triflourolidynenitrilo]ethyliamino-1-cyclopentenedithi-ocarboxylate, L-2 = methyl-2-N-[2-(acetone)ethylidyneni-trilolethyliamino-1-cyclopentenedithiocarboxylate, L-3 = methyl-2-N-[2-(acetone)phenylidy-nenitrilo]ethyl}amino-1-cyclopentenedithiocarboxylate, L-4 = methyl-2-[1-methyl-2-(ace-tone)ethylidynenitrilo]ethyl}amino-1-cyclopentenedithiocarboxylate, L-5 = methyl-2-[1-methyl-2-(acetone)ethylidynenitrilo]propyllamino-1-cyclopentenedithiocarboxylate) were synthesized and characterized by different chemical techniques such as elemental analysis, infrared spectra, NMR, mass and UV-Vis spectroscopy. The formation constants and the thermodynamic free energies were measured using UV-Vis spectrophotometry titration for 1:1 complex formation at constant ionic strength 0.01 M (NaClO4), at 25 degrees C in DMF solvent. The trend of the complex formation of the nickel complexes is as follow: NiL2 > NiL3 > NiL1 and NiL4 > NiL2 > NiL5. Also, the GAUSSIAN03 program package was used for calculating of structural, electronic and orbital's properties of the complexes. All calculations were done in gas phase. The DFT calculations supported the experimental formation constant. (C) 2013 Elsevier B.V. All rights reserved.