4608-34-8

Basic information

• Product Name: N,N'-BIS-2-PYRIDYLMETHYL ETHYLENEDIAMINE
• Synonyms: N,N'-BIS-2-PYRIDYLMETHYL ETHYLENEDIAMINE
• CAS NO: 4608-34-8
• Molecular Formula: C₁₄H₁₈N₄
• Molecular Weight: 242.32
• Mol File: 4608-34-8.mol
• Article Data: 34

Chemical Properties

• Boiling Point: 390.3°Cat760mmHg
• Flash Point: 189.9°C
• Appearance: /
• Density: 1.101g/cm³
• PKA: 7.94±0.20(Predicted)
• CAS DataBase Reference: N,N'-BIS-2-PYRIDYLMETHYL ETHYLENEDIAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-BIS-2-PYRIDYLMETHYL ETHYLENEDIAMINE(4608-34-8)
• EPA Substance Registry System: N,N'-BIS-2-PYRIDYLMETHYL ETHYLENEDIAMINE(4608-34-8)

Safety Data

• Hazardous Substances Data: 4608-34-8(Hazardous Substances Data)

Upstream product

• 1121-60-4 pyridine-2-carbaldehyde 
• 107-15-3 ethylenediamine 
• 2847-14-5 (1E,1’E)-N,N’-(ethane-1,2-diyl)bis(1-(pyridin-2-yl)methanimine) 
• 2847-14-5 N,N'-(bis(pyridin-2-yl)formylidene)-1,2-ethanediamine 

Downstream Products

• 136768-57-5 N,N'-dimethyl-N,N'-bis(2-pyridylmethyl)ethane-1,2-diamine 
• 140875-88-3 3,3'-((ethane-1,2-diylbis((pyridin-2-ylmethyl)azanediyl))bis(methylene))bis(2-hydroxy-5-methylbenzaldehyde) 
• 586959-59-3 2,2'-(2-phenylimidazolidine-1,3-diyl)bis(methylene)dipyridine 
• 586959-60-6 N¹-benzyl-N¹,N²-bis(pyridine-2-ylmethyl)ethane-1,2-diamine 
• 586959-57-1 N-benzyl-N'-carboxymethyl-N,N'-bis(2-pyridylmethyl)ethane-1,2-diamine 
• 1033751-62-0 C₂₃H₂₅N₅O 
• 876157-63-0 2-(1,3-bis(pyridin-2-ylmethyl)imidazolidin-2-yl)phenol 
• 1289153-86-1 2-(2,3,4,5,6-pentafluorophenyl)-1,3-bis(2-pyridylmethyl)imidazolidine 
• 1426946-31-7 N¹,N²-bis(4-methoxybenzyl)-N¹,N²-bis(pyridin-2-ylmethyl)ethane-1,2-diamine 
• 1426946-32-8 N¹,N²-bis(4-chlorobenzyl)-N¹,N²-bis(pyridin-2-ylmethyl)ethane-1,2-diamine 
• 861403-51-2 N,N'-bis(pyridin-2-methylbenzyl)-N,N'-bis[(3,5-di-tert-butyl-2-hydroxyphenyl)-methylene]-1,2-diaminoethane 

Relevant articles and documents

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

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

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

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

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.

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

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

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

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

Hydroxylation of Aromatics by H2O2 Catalyzed by Mononuclear Non-heme Iron Complexes: Role of Triazole Hemilability in Substrate-Induced Bifurcation of the H2O2 Activation Mechanism

Rieske dioxygenases are metalloenzymes capable of achieving cis-dihydroxylation of aromatics under mild conditions using O2 and a source of electrons. The intermediate responsible for this reactivity is proposed to be a cis-FeV(O)(OH) moiety. Molecular models allow the generation of a FeIII(OOH) species with H2O2, to yield a FeV(O)(OH) species with tetradentate ligands, or {FeIV(O); OH.} pairs with pentadentate ones. We have designed a new pentadentate ligand, mtL42, bearing a labile triazole, to generate an “in-between” situation. Two iron complexes, [(mtL42)FeCl](PF6) and [(mtL42)Fe(OTf)2]), were obtained and their reactivity towards aromatic substrates was studied in the presence of H2O2. Spectroscopic and kinetic studies reflect that triazole is bound at the FeII state, but decoordinates in the FeIII(OOH). The resulting [(mtL42)FeIII(OOH)(MeCN)]2+ then lies on a bifurcated decay pathway (end-on homolytic vs. side-on heterolytic) depending on the addition of aromatic substrate: in the absence of substrate, it is proposed to follow a side-on pathway leading to a putative (N4)FeV(O)(OH), while in the presence of aromatics it switches to an end-on homolytic pathway yielding a {(N5)FeIV(O); OH.} reactive species, through recoordination of triazole. This switch significantly impacts the reaction regioselectivity.