1952-38-1

Usage

Uses

Used in Coordination Chemistry:
2-Hydroxy-N-(O-hydroxybenzylidene) ethyl amine is used as a ligand in coordination chemistry for its ability to form stable complexes with metal ions. This property is valuable for the development of new materials with specific catalytic, optical, and electronic properties.
Used in Catalysis:
In the field of catalysis, 2-Hydroxy-N-(O-hydroxybenzylidene) ethyl amine is employed as a catalyst or a catalyst precursor. Its capacity to interact with metal ions allows it to facilitate various chemical reactions, enhancing the efficiency and selectivity of processes in organic synthesis and other chemical industries.
Used in Antimicrobial Applications:
2-Hydroxy-N-(O-hydroxybenzylidene) ethyl amine is utilized as an antimicrobial agent due to its demonstrated antibacterial and antifungal properties. It can be incorporated into various products to prevent the growth of harmful microorganisms, making it suitable for applications in healthcare, food preservation, and material coatings.
Used in Dyes and Pigments Production:
In the industry of dyes and pigments, 2-Hydroxy-N-(O-hydroxybenzylidene) ethyl amine is used as a key intermediate or a colorant itself. Its chemical structure contributes to the color characteristics and stability of the final products, which are widely used in textiles, plastics, inks, and other coloring applications.

InChI:InChI=1/C9H11NO2/c11-6-5-10-7-8-3-1-2-4-9(8)12/h1-4,7,10-11H,5-6H2/b8-7-

Upstream product

• 90-02-8 salicylaldehyde 
• 141-43-5 ethanolamine 
• 89-95-2 2-methyl-benzyl alcohol 
• 71-43-2 benzene 
• 71-36-3 butan-1-ol 

Downstream Products

• 103677-45-8 (C₆H₅)2SnOC₆H₄CHN(CH₂)2O 
• 13987-24-1 bis{2-[(2-hydroxyethyl)iminomethyl]phenolato}copper(II) 
• 7732-18-5 water 
• 137736-86-8 [Ni(2-(((2-hydroxyethyl)imino)methyl)phenol)₂] 
• 74633-17-3 2-phenyl-4,5-dihydro-benzo[h][1,3,6,2]dioxazaboronine 
• 4202-67-9 2-{[(2-hydroxyethyl)amino]methyl}phenol 

Relevant academic research and scientific papers

Structural and ethylene oligomerization studies of chelated N?O (imino/amino)phenol nickel(II) complexes

Condensation reactions of 2-aminoethanol with the appropriate aldehyde gave ligands 2-[1-[(2-hydroxyethyl)imino]ethyl]phenol (L1) and 2-[(2-hydroxyethyl)imino] methyl]phenol (L2) respectively. Subsequent reductions of L1 and L2 with NaBH4 affor

Salicylaldehyde-(2-hydroxyethyl)imine - A flexible ligand for group 13 and 14 elements

The reaction of salicylaldehyde-(2-hydroxyethyl)imine (H2L), 1, with organoelement halides from group 13 and 14 leads to a variety of coordination compounds. Depending on the size of the central atom and the organic substituents, tetra-, penta- or hexacoordinated complexes emerge. When the central atom of the complex has a small atom radius and small substituents, like methyl groups, coordination number four is preferred. Thereby macrocyclic compounds of the composition L2(SiMeR)2 (R = Me, cyclohexyl) are formed. With phenyl substituted element halides Ph2ECl2 pentacoordinated complexes LEPh2 (E = Si, Ge, Sn) were isolated. Hexacoordinated complexes of the composition L2E (E = Si, Sn) were obtained from ECl4 and 1. A surprising result was obtained from the reaction of 1 with InCl3. The resulting complex is a monoanionic trimer, obeying the composition [HNEt3][L3In3Cl3(μ3-OH)].(DME)2(THF) in the solid state structure. The prepared compounds were characterised by NMR and IR spectroscopy, elemental and X-ray structure analysis. Furthermore solid state NMR measurements and chemical shift tensor analysis with the help of quantum chemical methods were used to analyse the electron density distribution around the central atoms of several products. The results of this study demonstrate the structural variety that can be created with a single O,N,O' chelating ligand.

Heterometallic CoIII4FeIII2 schiff base complex: Structure, electron paramagnetic resonance, and alkane oxidation catalytic activity

The heterometallic complex [Co4Fe2OSae 8]·4DMF·H2O (1) was synthesized by one-pot reaction of cobalt powder with iron chloride in a dimethylformamide solution of salicylidene-2-ethanolamine (H2Sae) and characterized by single crystal X-ray diffraction analysis, magnetic measurements, high frequency electron paramagnetic resonance (HF-EPR), and Moessbauer spectroscopies. The exchange coupling in the Fe(III)-Fe(III) pair is of antiferromagnetic behavior with J/hc = -190 cm-1. The HF-EPR spectra reveal an unusual pattern with a hardly detectable triplet signal of the Fe(III) dimer. The magnitude of D (ca. 13.9 cm-1) was found to be much larger than in related dimers. The catalytic investigations disclosed an outstanding activity of 1 toward oxidation of cycloalkanes with hydrogen peroxide, under mild conditions. The most efficient system showed a turnover number (TON) of 3.57×10 3 with the concomitant overall yield of 26% for cyclohexane, and 2.28×103/46%, respectively, for cyclooctane. A remarkable turnover frequency (TOF) of 1.12×104 h-1 (the highest initial rate W0 = 3.5×10-4 M s-1) was achieved in oxidation of cyclohexane. Kinetic experiments and selectivity parameters led to the conclusion that hydroxyl radicals are active (attacking C-H bonds) species. Kinetic and electrospray ionization mass spectrometry (ESI-MS) data allowed us to assume that the trinuclear heterometallic particle [Co2Fe(Sae)4]+, originated from 1 in solution, could be responsible for efficient generation of hydroxyl radicals from hydrogen peroxide.

Solvent-induced structural transformation from heptanuclear to decanuclear [Co-Ln] coordination clusters: trapping of unique counteranion and understanding of aggregation pathways

Five new cobalt(ii/iii)-lanthanide(iii)-based coordination aggregates, [LnIII3CoII2CoIII2(L1)2(O2CCMe3)8(OH)4(OMe)2(H2O)4]·Ln(η1-O2CCMe3/su

Details make the difference: A family of tetranuclear CuIIMnIII complexes with cube-like and double open cube-like cores

The "direct synthesis" approach, namely one-pot reaction of metal powders and ammonium salt with a methanol solution of a polydentate Schiff base (H2L) formed in situ from salicylaldehyde and ethanolamine, has been successfully used for the pre

An oxorhenium(V) Schiff-base complex: Synthesis, structure, spectroscopic characterization, electrochemistry, and DFT calculations

Reaction of the Schiff base 2-[(2-hydroxyethylimino)methyl]phenol (H 2L) with trans-ReOCL3(PPh3)2 in 1 : 1M ratio in dichloromethane gives [ReOCL2(HL)(PPh3)] (1) in substantial yield. The compound has been chara

Synthetic diversity and change in nuclearity in [Co-Dy] coordination aggregates: bridge removal, solvent induced structural reorganization and AC susceptibility measurements

Three new cobalt(ii/iii)-dysprosium(iii) complexes, [DyII3CoI2CoII2(L1)2(O2CCMe3)8(OH)4(OMe)2(H2O)4]·Dy(η1-O2CCMe3)2(η

Discovery of clinical candidate (1 R,4 r)-4-((R)-2-((S)-6-Fluoro-5 H-imidazo[5,1-A[isoindol-5-yl)-1-hydroxyethyl)cyclohexan-1-ol (Navoximod), a potent and selective inhibitor of indoleamine 2,3-dioxygenase 1

A novel class of 5-substituted 5H-imidazo[5,1-a]isoindoles are described as potent inhibitors of indoleamine 2,3-dioxygenase 1 (IDO1). A structure-based drug design approach was used to elaborate the 5H-imidazo[5,1-a]isoindole core and to improve potency and pharmacological properties. Suitably placed hydrophobic and polar functional groups in the lead molecule allowed improvement of IDO1 inhibitory activity while minimizing off-target liabilities. Structure-activity relationship studies focused on optimizing IDO1 inhibition potency and a pharmacokinetic profile amenable to oral dosing while controlling CYP450 and hERG inhibitory properties.

Hydrogenation of alkenes and alkynes catalysed by N?O (imino)phenol palladium(II) complexes: Structural, kinetics and chemoselectivity studies

Reactions of 2-(2-methoxyethylimino)ethyl)phenol (HL1), 2-(2-hydroxyethylimino)ethyl)phenol (HL2), 2-(2-aminoethylimino)ethyl)phenol (HL3) and 2-(2-hydroxyethylimino)methyl)phenol (HL4) with [PdCl2(COD)] afforded the neutral palladium complexes [PdCl2(HL1)] (1), [PdCl2(HL2)] (2), [PdCl2(HL3)] (3), [PdCl2(HL4)] (4) respectively. Treatment of complex 1 with PPh3 gave the cationic complex [Pd(HL1)ClPPh3]+ (5), while reactions of 4 with Pd(OAc)2, in the presence of PPh3 and p-TsOH produced the corresponding palladium complex, [Pd(L1) (OTs) (PPh3)] (6). The molecular structure of 4a (derivative of 4) contained two bidentate anionic ligands (L4). Complexes 1–6 formed active catalysts in hydrogenation of alkenes and alkynes, in which the catalytic activities were largely dependent on the pendant donor atom of the ligand motif. Isomerization reactions were dominant in terminal alkenes hydrogenation reactions, while hydrogenation of alkynes to alkanes occurred in two steps via alkene intermediates. Kinetics data were consistent with homogeneous active species. Density functional theory studies supported the hemi-labile nature of the ligands, and offered insights into the catalytic activity trends observed.

A Schiff base zinc compound, preparation method thereof and method for producing polylactic acid

The invention provides a schiff base zinc compound which is in a structure as shown in Formula 1, wherein R1 and R2 are independently selected from -H, alkyl, halogen and -NO2; R3, R4 and R5 are independently selected from -H and -CH3; R' is alkoxyl or -O