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

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

Uses

Used in Coordination Chemistry:
N,N'-BIS(2-HYDROXYBENZYL)ETHYLENEDIAMINE is used as a chelating ligand for [creating stable complexes with metal ions] due to its flexible and stable coordination environment.
Used in Asymmetric Catalysis:
In the field of catalysis, N,N'-BIS(2-HYDROXYBENZYL)ETHYLENEDIAMINE is used as a catalyst for [facilitating asymmetric reactions], enhancing the selectivity and efficiency of chemical transformations.
Used in Metal Ion Sensing:
N,N'-BIS(2-HYDROXYBENZYL)ETHYLENEDIAMINE is used as a sensing agent for [detecting and quantifying metal ions], leveraging its ability to form complexes with metal ions.
Used in Therapeutic Applications:
In the pharmaceutical industry, N,N'-BIS(2-HYDROXYBENZYL)ETHYLENEDIAMINE is used as a potential therapeutic agent for [treating various diseases], capitalizing on its biological properties and interactions with metal ions.
Used in Supramolecular Chemistry:
N,N'-BIS(2-HYDROXYBENZYL)ETHYLENEDIAMINE is used as a building block in supramolecular chemistry for [constructing complex molecular structures], owing to its ability to form stable and versatile coordination compounds.

Upstream product

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

Downstream Products

• 124129-19-7 N,N'-diphthalidyl-N,N'-disalicyl-ethylenediamine 
• 97013-02-0 2,2'-(2-benzo[1,3]dioxol-5-yl-imidazolidine-1,3-diyldimethyl)-bis-phenol 
• 20063-34-7 2,2'-(2-pyridin-3-yl-imidazolidine-1,3-diyldimethyl)-bis-phenol 
• 36053-27-7 N,N'-di(2-hydroxybenzyl)ethylenediamine-N,N'-diacetonitrile 
• 65953-58-4 2t-phenyl-1r,3c-bis(2'-hydroxy-benzyl)-imidazolidine 
• 65953-59-5 2,2'-[2-(4-diethylamino-phenyl)-imidazolidine-1,3-diyldimethyl]-bis-phenol 
• 97153-18-9 2,2'-[2-(4-dimethylamino-phenyl)-imidazolidine-1,3-diyldimethyl]-bis-phenol 
• 84584-05-4 NiCl₂Ni(OH)Cl(C₆H₄(OH)CH₂NH(CH₂)2NHCH₂C₆H₄OH)4 
• 84605-33-4 MnOHCl(C₆H₄(OH)CH₂NH(CH₂)2NHCH₂C₆H₄OH)2 
• 681429-53-8 Ag[(OHC₆H₄CH₂NH)2C₂H₄][(C₆H₄OCH₂NH)(OHC₆H₄CH₂NH)C₂H₄] 
• 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 

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

Phosphorus-nitrogen compounds. Part 29. Syntheses, crystal structures, spectroscopic and stereogenic properties, electrochemical investigations, antituberculosis, antimicrobial and cytotoxic activities and DNA interactions of ansa-spiro-ansa cyclotetrapho

A number of novel ansa-spiro-ansa (asa) cyclotetraphosphazenes (1a-5b) was prepared in the range of 63-90 % yields. The structures of the compounds were verified by MS, FTIR, 1H, 13C{1H} and 31P{1H} N

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

Coordinating ligand functionalized AgNPs for colorimetric sensing: Effect of subtle structural and conformational change of ligand on the selectivity

Metal coordinating C2-symmetric phenolic chelating ligands (1-3) were used to prepare surface functionalized AgNPs for selective colorimetric sensing of metal cations and anions. The effect of subtle structural and conformational change of 1-3

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

Fluorescent and chromogenic receptor bearing amine and hydroxyl functionality for iron (III) detection in aqueous solution

The noncyclic 2,2′-[ethane-1,2-diylbis (iminomethanediyl)]diphenol (4) fluorescent receptor bearing two amine and hydroxyl groups have been designed and investigated for their binding properties towards various cations. The fluorescent spectral measuremen

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.

Specific Design of Titanium(IV) Phenolato Chelates Yields Stable and Accessible, Effective and Selective Anticancer Agents

Octahedral titanium(IV) complexes of phenolato hexadentate ligands were developed and showed very high stability for days in water solutions. In vitro cytotoxicity studies showed that, whereas tetrakis(phenolato) systems are generally of low activity pres

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

H4HBEDpa: Octadentate Chelate after A. E. Martell

H4HBEDpa, a new octadentate chelator inspired by the 1960s ligand HBED of Arthur E. Martell, has been investigated for a selection of trivalent metal ions useful in diagnostic and therapeutic applications (Sc3+, Fe3+, Ga3+, In3+, and Lu3+). Complex format