18653-98-0

Basic information

• Product Name: N,N'-BIS(2-HYDROXYBENZYL)ETHYLENEDIAMINE
• Synonyms: H4 SALEN;AKOS AU36-M202;N,N'-Bis(2-hydroxybenzyl)ethylenediamine,min.98%H4SALEN;N,N'-Bis(2-hydroxyphenylmethyl)ethylenediamine;N,N'-Bis(o-hydroxybenzyl)ethylenediamine;N,N'-Di(2-hydroxybenzyl)ethylenediamine;NSC 18496;2-[((2-[(2-Hydroxybenzyl)amino]ethyl)amino)methyl]phenol
• CAS NO: 18653-98-0
• Molecular Formula: C₁₆H₂₀N₂O₂
• Molecular Weight: 272.34
• Mol File: 18653-98-0.mol
• Article Data: 37

Chemical Properties

• Melting Point: 118-120°C
• Boiling Point: 462.3 °C at 760 mmHg
• Flash Point: 153.9 °C
• Appearance: off-white/crystal
• Density: 1.181 g/cm³
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: N,N'-BIS(2-HYDROXYBENZYL)ETHYLENEDIAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-BIS(2-HYDROXYBENZYL)ETHYLENEDIAMINE(18653-98-0)
• EPA Substance Registry System: N,N'-BIS(2-HYDROXYBENZYL)ETHYLENEDIAMINE(18653-98-0)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 18653-98-0(Hazardous Substances Data)

Usage

General Description

N,N'-Bis(2-hydroxybenzyl)ethylenediamine, also known as salen, is a chelating ligand that is commonly used in coordination chemistry. It has two hydroxybenzyl groups attached to an ethylenediamine backbone, which provides a flexible and stable coordination environment for metal ions. Salen ligands have been extensively studied for their catalytic, magnetic, and biological properties. They have been used in various applications such as asymmetric catalysis, metal ion sensing, and even as potential therapeutic agents for treating diseases. The unique structure and versatile properties of N,N'-Bis(2-hydroxybenzyl)ethylenediamine make it a valuable and widely used chemical in the field of coordination chemistry and beyond.

Upstream product

• 94-93-9 N,N'-ethylenebis(salicylideneimine) 
• 90-02-8 salicylaldehyde 
• 107-15-3 ethylenediamine 
• 19092-51-4 4-(2-Hydroxy-phenyl)-3-aza-1-amino-3-butene 
• 89-95-2 2-methyl-benzyl alcohol 
• 93731-55-6 1,3-bis(2'-hydroxy-benzyl)-imidazolidine 
• 94-93-9 N,N'-ethylenebis(2-hydroxybenzylideneimine) 

Downstream Products

• 124129-19-7 N,N'-diphthalidyl-N,N'-disalicyl-ethylenediamine 
• 95430-43-6 2,2'-[2-(2-hydroxy-phenyl)-imidazolidine-1,3-diyldimethyl]-bis-phenol 
• 84584-05-4 NiCl₂Ni(OH)Cl(C₆H₄(OH)CH₂NH(CH₂)2NHCH₂C₆H₄OH)4 
• 121788-87-2 N,N'-dimethyl-N,N'-bis[(2-hydroxyphenyl)methylene]-1,2-diaminoethane 
• 843631-30-1 1,3-bis(2-hydroxybenzyl)-2-(naphthalen-1-yl)imidazolidine 
• 312946-45-5 2-(anthracen-9-yl)-1,3-bis(2-hydroxybenzyl)imidazolidine 
• 312946-44-4 1,3-bis(2-hydroxybenzyl)-2-(2-hydroxynaphthalen-1-yl)imidazolidine 
• 788094-30-4 N,N′-bis(2-hydroxy-5-sulfonatobenzyl)-1,4-diaminoethane 
• 1457998-32-1 [Co(2-((2-(2-hydroxybenzylamino)ethylamino)methyl)phenol)₂]ClO₄*CH₃OH 
• 36053-27-7 N,N'-di(2-hydroxybenzyl)ethylenediamine-N,N'-diacetonitrile 
• 97013-02-0 2,2'-(2-benzo[1,3]dioxol-5-yl-imidazolidine-1,3-diyldimethyl)-bis-phenol 
• 1612840-98-8 C₁₆H₂₀N₂O₂*C₇H₁₂O₄*CHCl₃ 

Relevant articles and documents

The functionalization of magnetite nanoparticles by hydroxyl substituted diazacrown ether, able to mimic natural siderophores, and investigation of their antimicrobial activity

In this work we report of functionalization of magnetite nanoparticles by hydroxyl containing diazacrown ether—macroheterocycle (MC) that is able to mimic the properties of natural siderophores. The structure of synthesized crown ether was investigated by

Tuning the Equatorial Crystal-Field in Mononuclear DyIIIComplexes to Improve Single-Molecule Magnetic Properties

Two DyIII complexes, [Dy(bbpen-F)X] [X = Cl (1), Br (2); H2bbpen-F = N,N′-bis(2-hydroxybenzyl)-N,N′-bis(5-fluoro-2-methylpyridyl)ethylenediamine], have been synthesized that show remarkable single-molecule-magnet behavior with effective barriers of magnet

Syntheses, spectroscopic properties, crystal structures, biological activities, and DNA interactions of heterocyclic amine substituted spiro-ansa-spiro- and spiro-bino-spiro-phosphazenes

The heterocyclic amine e.g. pyrrolidine, piperidine, morpholine and 1, 4-dioxa-8-azaspiro[4, 5]decane (DASD) substituted spiro-ansa-spiro (sas) 5a-5d and spiro-bino-spiro (sbs) 6a-6d phosphazenes were prepared by the replacement reactions of the Cl-atoms

Structure, photochemistry and magnetic properties of tetrahydrogenated Schiff base chromium(III) complexes

Four mononuclear chromium(III) complexes [Cr(L(1))(en)]Br0.3Cl0.7 (1), [Cr(L(1))(pr)]Cl (2), [Cr(L(2))(en)]ClO4 (3), [Cr(L(2))(pr)]Cl (4) along with one dinuclear μ-methoxo [Cr(μ-OMe)(L1)]2 (5) were synthesized (en = 1,2-ethanediamine, pr = 1,3-diaminopropane H2L(1) = Tetrahydrosalen = H2[H4]salen = N,N′-bis(2-hydroxybenzyl)-1,2-ethanediamine, H2L(2) = Tetrahydrosalpr = H2[H4]salpr = N,N′-bis(2-hydroxybenzyl)-1,3-diaminopropane). The competitive reactions in the presence of EDTA were carried out and the first-order rate constants k(1) = (5.2 ± 0.2) × 10-3 h-1 -3 h-1 -3 h-1 -3 h-1 were obtained by spectroscopic measurements. In addition, photo-induced decomposition was monitored under irradiation of xenon lamp. The sequence of first-order rate constants is k′(1) = (4 ± 0.1) × 10-4 s-1 -4 s-1 -3 s-1 -3 s-1, which is in accordance with that of kinetics studies with EDTA. Dinuclear complex 5 exhibits a strong antiferromagnetic coupling with the J = -10.8 cm-1.

Application of zeolite-encapsulated Cu(ii) [H4]salen derived from [H2]salen in oxidative delignification of pulp

Since the disclosure that salen complexes were potent low-temperature oxidation catalysts with exceptional selectivity, considerable efforts by our group have focussed on their development towards the efficient catalytic delignification of pulp, principal

Syntheses, X-ray single crystal structures and biological activities of cobalt(III) complexes with reduced Schiff base ligands

A new mononuclear cobalt(III) complex, [Co(HL1)2]Cl (1), derived from the reduced Schiff base 2,2'-((ethane-1,2-diyl-bis(azanediyl))bis(methylene))diphenol (H2L1), and a new dinuclear cobalt(III) complex, [Co2(L2)2] ? 2H2O (2), derived from the reduced Schiff base 6,6'-(2-hydroxypropane-1,3-diyl)bis(azanediyl)bis(methylene)bis(2-bromo-4-chlorophe-nol) (H2L2), were synthesized and characterized by infrared and electronic spectroscopy, and single crystal X-ray diffraction techniques. The ligands were synthesized first, and then bound to the Co(III) centre. Compound 1 contains a mononuclear [Co(HL1)2]+ cation and a chloride anion. The cationic moiety possesses crystallographic inversion center symmetry. Compound 2 contains a dinuclear [Co2(L2)2] molecule and two water hydrate molecules. The Co atoms in the complexes are in octahedral coordination. Both complexes showed potential antimicrobial activity.

H-bond assisted coordination bond formation in the 1D chains based on azido and phenoxido bridged tetranuclear Cu(II) complexes with reduced Schiff base ligands

Two new 1D chains [(CuL1R)2Cu2(N3)2(μ1,1,3-N3)2]n (1) and [{(CuL2R)2Cu2(N3)2(μ1,1,3-N3)2}·(CH3)2CO]n (2) based on rare μ1,1,3-N3 bridged tetranuclear Cu(II) complexes, have been synthesized using [CuL1R] and [CuL2R] as “metalloligands” [where H2L1R = N,N′-bis(2-hydroxybenzyl)-1,3-propanediamine and H2L2R = N,N′-bis(2-hydroxybenzyl)-1,2-ethylenediamine]. Both complexes have been characterized by elemental analysis, spectroscopic methods, single crystal XRD, and magnetic study. In case of chain 1, the basic building block is a centrosymmetric tetranuclear unit whereas for 2, it is an asymmetric tetranuclear unit containing two types of square pyramidal Cu(II) centers (terminal and central). The μ1,1-N3 bridged central copper atoms of one tetranuclear unit are connected weakly to the axial position of the terminal copper atoms of neibouring units via the azide ions forming a rare μ1,1,3-N3 bridged novel 1D polymeric chain structure. Variable temperature magnetic susceptibility measurements show the presence of an overall strong antiferromagnetic exchange interactions mediated through the double phenoxido bridges with J values of ?123.8 and ?144.6 cm?1 for 1 and 2, respectively.