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N,N'-Bis-2-pyridylmethyl ethylenediamine, also known as BPE or 1,2-bis(2-pyridylmethyl)ethylenediamine, is an organic compound with the chemical formula C11H14N4. It is a chelating agent commonly used in various applications, including analytical chemistry, as a ligand in coordination complexes, and in the synthesis of metal-organic frameworks (MOFs). BPE is known for its ability to form stable complexes with metal ions, particularly transition metals, due to its bidentate nature and the presence of two pyridine rings. This property makes it useful in the detection and quantification of metal ions in solution, as well as in the development of new materials with specific catalytic or optical properties.

4608-34-8

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4608-34-8 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 4608-34-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,6,0 and 8 respectively; the second part has 2 digits, 3 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 4608-34:
(6*4)+(5*6)+(4*0)+(3*8)+(2*3)+(1*4)=88
88 % 10 = 8
So 4608-34-8 is a valid CAS Registry Number.

4608-34-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name N,N'-bis(pyridin-2-ylmethyl)ethane-1,2-diamine

1.2 Other means of identification

Product number -
Other names N,N,N',N'-tetrakis(2-pyridylmethyl)ethylenediamine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4608-34-8 SDS

4608-34-8Relevant academic research and scientific papers

Novel primary amide-based cationic metal complexes: Green synthesis, crystal structures, Hirshfeld surface analysis and solvent-free cyanosilylation reaction

Markad, Datta,Mandal, Sanjay K.,Khullar, Sadhika

, p. 3743 - 3757 (2019)

A new symmetrical and flexible primary amide functionalized ligand, 2,2′-(ethane-1,2-diylbis((pyridin-2-ylmethyl)azanediyl))diacetamide (2-BPEG), has been synthesized and structurally characterized. Using this multidentate ligand, four novel metal complex

Imidazolidine Ring Cleavage upon Complexation with First-Row Transition Metals

Cheaib, Khaled,Herrero, Christian,Guillot, Régis,Banse, Frédéric,Mahy, Jean-Pierre,Avenier, Frédéric

, p. 3884 - 3891 (2017)

The reaction of a cyclic diaminal ligand, obtained from the reaction of N,N′-bis(2-pyridylmethyl)ethane-1,2-diamine, as a secondary diamine, and isophthalaldehyde, with different first-row transition-metal ions, such as FeIII, ZnII,

Competitive 7Li NMR Study on the Mn2+, Zn2+ and Cd2+ Complexes of Two New Branched Hexadentate (N6) Amines Containing the Pyridine Moiety in Nitromethane and Acetonitrile Solutions

Keypour, Hassan,Zebarjadian, Mohammad Hasan,Rezaeivala, Majid,Shamsipur, Mojtaba,Bijanzadeh, Hamid Reza

, p. 1218 - 1231 (2014)

Lithium-7 NMR spectroscopy was used to investigate the stoichiometry and stability of a Li+ complex with two new branched amines, 4,7-bis(2-pyridylmethyl)-4,7-diazadecane-1,10-diamine (L1) and 4,8-bis(2-pyridylmethyl)-4,8-diazaundecane-1,11-diamine (L2), in acetonitrile and nitromethane. A competitive 7Li NMR method was also employed to probe the complexation of Mn2+, Zn2+ and Cd2+ ions with L1 and L2 in the same solvent systems. The formation constants of the resulting complexes were evaluated from computer fitting of the mole ratio data with an equation that relates the observed chemical shifts to the formation constant. In both solvents, the stability of the resulting 1:1 complexes was found to vary in the order Cd2+ > Zn2+ > Mn2+ > Li+.

Nitric oxide reactivity of Cu(ii) complexes of tetra- and pentadentate ligands: Structural influence in deciding the reduction pathway

Kumar, Pankaj,Kalita, Apurba,Mondal, Biplab

, p. 5731 - 5739 (2013)

Four Cu(ii) complexes, 1, 2, 3 and 4, are synthesized with ligands, L 1, L2, L3 and L4 [L1 = N1,N2-bis((pyridin-2-yl)methyl)ethane-1,2-diamine; L2 = N1,N3-bis((pyridin-2-yl)methyl)propane-1,3-diamine; L3 = N1,N1,N2-tris((pyridin-2-yl)methyl)ethane-1,2-diamine; L4 = N1-((1-methyl-1H-imidazol-2-yl)methyl)-N1,N2-bis((pyridin-2-yl)methyl)ethane-1, 2-diamine], respectively, as their perchlorate salts. The complexes were characterized by various spectroscopic techniques as well as single crystal X-ray structure determination. Nitric oxide reactivities of the complexes were studied in acetonitrile as well as methanol solvent. It has been found that the ligand frameworks have a considerable effect in controlling the mechanism of the reduction of a Cu(ii) center by nitric oxide. The flexibility of the ligand/s for a Cu(ii) complex to attain a trigonal bipyramidal geometry after NO coordination is found to be the most important parameter in dictating the pathway for their interaction. In the present study, all the four compounds, because of structural constraints, were found to follow a deprotonation pathway for the reduction of a Cu(ii) center by nitric oxide rather than [Cu II-NO] intermediate formation. All the ligands were found to yield an N-nitrosoamine product along with the reduction of Cu(ii) centers by nitric oxide.

Polypyridine ligands as potential metallo-β-lactamase inhibitors

La Piana, Luana,Viaggi, Valentina,Principe, Luigi,Di Bella, Stefano,Luzzaro, Francesco,Viale, Maurizio,Bertola, Nadia,Vecchio, Graziella

, (2021)

Bacteria have developed multiple resistance mechanisms against the most used antibiotics. In particular, zinc-dependent metallo-β-lactamase producing bacteria are a growing threat, and therapeutic options are limited. Zinc chelators have recently been investigated as metallo-β-lactamase inhibitors, as they are often able to restore carbapenem susceptibility. We synthesized polypyridyl ligands, N,N′-bis(2-pyridylmethyl)-ethylenediamine, N,N,N′-tris(2-pyridylmethyl)-ethylenediamine, N,N′-bis(2-pyridylmethyl)-ethylenediamine-N-acetic acid (N,N,N′-tris(2-pyridylmethyl)-ethylenediamine-N′-acetic acid, which can form zinc(II) complexes. We tested their ability to restore the antibiotic activity of meropenem against three clinical strains isolated from blood and metallo-β-lactamase producers (Klebsiella pneumoniae, Enterobacter cloacae, and Stenotrophomonas maltophilia). We functionalized N,N,N′-tris(2-pyridylmethyl)-ethylenediamine with D-alanyl-D-alanyl-D-alanine methyl ester with the aim to increase bacterial uptake. We observed synergistic activity of four polypyridyl ligands with meropenem against all tested isolates, while the combination N,N′-bis(2-pyridylmethyl)-ethylenediamine and meropenem was synergistic only against New Delhi and Verona integron-encoded metallo-β-lactamase-producing bacteria. All synergistic interactions restored the antimicrobial activity of meropenem, providing a significant decrease of minimal inhibitory concentration value (by 8- to 128-fold). We also studied toxicity of the ligands in two normal peripheral blood lymphocytes.

Photomagnetism of a sym-cis-dithiocyanato iron(II) complex with a tetradentate N,N'-bis(2-pyridylmethyl)1,2-ethanediamine ligand

Letard, Jean-Francois,Asthana, Saket,Shepherd, Helena J.,Guionneau, Philippe,Goeta, Andre E.,Suemura, Naohiko,Ishikawa, Ryuta,Kaizaki, Sumio

, p. 5924 - 5934 (2012)

A comprehensive study of the magnetic and photomagnetic behaviors of cis-[Fe(picen)(NCS)2] (picen=N,N'-bis(2-pyridylmethyl)1,2- ethanediamine) was carried out. The spin-equilibration was extremely slow in the vicinity of the thermal spin-transition. When the cooling speed was slower than 0.1 K min-1, this complex was characterized by an abrupt thermal spin-transition at about 70 K. Measurement of the kinetics in the range 60-70 K was performed to approach the quasi-static hysteresis loop. At low temperatures, the metastable HS state was quenched by a rapid freezing process and the critical T(TIESST) temperature, which was associated with the thermally induced excited spin-state-trapping (TIESST) effect, was measured. At 10 K, this complex also exhibited the well-known light-induced excited spin-state-trapping (LIESST) effect and the T(LIESST) temperature was determined. The kinetics of the metastable HS states, which were generated from the freezing effect and from the light-induced excitation, was studied. Single-crystal X-ray diffraction as a function of speed-cooling and light conditions at 30 K revealed the mechanism of the spin-crossover in this complex as well as some direct relationships between its structural properties and its spin state. This spin-crossover (SCO) material represents a fascinating example in which the metastability of the HS state is in close vicinity to the thermal spin-transition region. Moreover, it is a beautiful example of a complex in which the metastable HS states can be generated, and then compared, either by the freezing effect or by the LIESST effect. Copyright

Electrochemical Exploration of Active Cu-Based Atom Transfer Radical Polymerization Catalysis through Ligand Modification

Bernhardt, Paul V.,Melville, Jamie N.

, p. 9709 - 9719 (2021/07/19)

The intersection between Cu-catalyzed atom transfer radical polymerization (ATRP) and organometallic mediated radical polymerization (OMRP) has been recently shown to be a result of competition between the CuI and CuII complexes of polyamine ligands for the same organic free radical. The tetradentate ligands N,N′-bis-2′-pyridylmethyl-ethane-1,2-diamine (L1) and N,N′-dimethyl-N,N′-bis-2′-pyridylmethyl-ethane-1,2-diamine (L2) form stable Cu complexes which, depending on their oxidation state, can either liberate or complex organic radicals. Herein, we show that this process may be affected by subtle changes to the ligand system. Switching from a tertiary amine (L2) to a secondary amine (L1) retains ATRP and OMRP activity through a series of cyclic voltammetry measurements in the presence of the initiator bromoacetonitrile.

In Situ Ligand Formation in the Synthetic Processes from Mononuclear Dy(III) Compounds to Binuclear Dy(III) Compounds: Synthesis, Structure, Magnetic Behavior, and Theoretical Analysis

Zhang, Sheng,Tang, Jiamin,Zhang, Jin,Xu, Fang,Chen, Sanping,Hu, Dengwei,Yin, Bing,Zhang, Jiangwei

supporting information, p. 816 - 830 (2021/02/03)

Guided by the self-assembled process and mechanism, the strategy of in situ Schiff base reaction would be capable of bringing a feasible method to construct and synthesize lanthanide compounds with distinct structures and magnetic properties. A mononuclea

Synthesis of three new branched octadentate (N8) Schiff Base and competitive Lithium-7 NMR study of the stoichiometry and stability constant of Mn2+, Zn2+ and Cd2+ complexes in acetonitrile – [(BMIM)(PF6)] mixture

Manesh, Abbas Amini,Zebarjadian, Mohammad Hasan

, (2019/09/03)

Three new branched hexadentate amines, have been synthesized. Condensation with picolinaldehyde in methanol leads to produce three new Schiff base, with two 2-pyridylmethyl pendant arms. 7Li NMR spectroscopy was used to investigation the stability and stoichiometry information of a Li+ complex with three symmetrical branched Schiff base (Sc.B.1), (Sc.B.2) and (Sc.B.3) in 0–100, 25–75, 50-50 and 75–25 w/w% acetonitrile – [(BMIM)(PF6)] ionic liquid mixture solution. A competitive 7Li NMR manner was also used to probe the complexation of Schiff bases with Mn2+, Zn2+ and Cd2+ ions in the same solvent systems. The stability constants of the resulting complexes were estimated from computer fitting of the mole ratio information to an equation that relates the observed chemical shifts to the stable constant. There is a reverse relevance of the complex stability and the amount of ionic liquid in the solvent mixture. In of the all experimented solvent mixture, the stability of the resulted 1:1 complexes were found to change in the order M-Sc.B.1>M-Sc.B.2>M-Sc.B.3 and Cd2+> Mn2+> Zn2+.

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