328085-24-1

Basic information

• Product Name: N’-(4-diethylamino-2-hydroxybenzylidene)-4-hydroxybenzo hydrazide
• Synonyms: N’-(4-diethylamino-2-hydroxybenzylidene)-4-hydroxybenzo hydrazide
• CAS NO: 328085-24-1
• Molecular Weight: 327.383
• Mol File: 328085-24-1.mol

Chemical Properties

• CAS DataBase Reference: N’-(4-diethylamino-2-hydroxybenzylidene)-4-hydroxybenzo hydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: N’-(4-diethylamino-2-hydroxybenzylidene)-4-hydroxybenzo hydrazide(328085-24-1)
• EPA Substance Registry System: N’-(4-diethylamino-2-hydroxybenzylidene)-4-hydroxybenzo hydrazide(328085-24-1)

Safety Data

• Hazardous Substances Data: 328085-24-1(Hazardous Substances Data)

Upstream product

• 17754-90-4 4-(Diethylamino)salicylaldehyde 
• 5351-23-5 4-hydroxybenzoic acid hydrazide 
• 99-76-3 methyl 4-hydroxylbenzoate 
• 99-96-7 4-hydroxy-benzoic acid 

Relevant articles and documents

4-Hydroxy-benzoic acid (4-diethylamino-2-hydroxy-benzylidene)hydrazide: DFT, antioxidant, spectroscopic and molecular docking studies with BSA

The Schiff base 4-hydroxy-benzoic acid (4-diethylamino-2-hydroxy-benzylidene) hydrazide (SL) was synthesized and characterized. Its antioxidant activity was evaluated using 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging action. Being a potent antioxidant its binding ability to the transport protein bovine serum albumin (BSA) was studied using fluorescence quenching and circular dichroism (CD) studies. The binding distance has been calculated by fluorescence resonance energy transfer (FRET) to be 1.85 ? and the Stern-Volmer quenching constant has been calculated to be (3.23 ± 0.45) × 105 M-1. Quantum chemical analysis was carried out for the Schiff base using DFT with B3LYP and 6-311G and related to the experimentally obtained results. For a deeper understanding of the mechanism of the interaction, the experimental data were complemented by protein-Schiff base docking calculations using Argus Lab.

Water-soluble fluorescent chemosensor based on Schiff base derivative terminated PEG for highly efficient detection of Al3+ in pure aqueous media

Schiff base derivative terminated PEG (PEGESB) was synthesized and applied as fluorescent chemosensor in pure aqueous media. PEGESB exhibited excellent selectivity and anti-interference ability for Al3+ with naked eye fluorescence color change from colorless to bright cyan. The detection limit of PEGESB for Al3+ was determined to be as low as 2.93 × 10?9 M. PEGESB was stable and could effectively detect Al3+ over a wide pH range from 5 to 10. PEGESB was proved to be a reversible fluorescent chemosensor upon alternate addition of Al3+ and EDTA to PEGESB aqueous solution. The fluorescence response of PEGESB solution to Al3+ and EDTA was applied to build an INHIBIT logic gate. In addition, test papers coated with PEGESB were facilely prepared for on-site sensing of Al3+ in real water samples.

Synthesis, characterization and crystal structure of a dioxomolybdenum(VI) complex derived from N-(2-hydroxy-4-diethaylaminobenzylidene)-4-hydroxybenzohydrazide

Reaction of [MoO2(acac)2] (where acac = acetylacetonate) with N'-(2-hydroxy-4-diethaylaminobenzylidene)-4-hydroxybenzohydrazide (H2L) in methanol afforded a methanol-coordinated mononuclear molybdenum(VI) oxo complex, [MoO2L(MeOH)]. Crystal and molecular structure of the complex were determined by single crystal X-ray diffraction method. The complex was further characterized by elemental analysis and FT-IR spectra. Single crystal X-ray structural studies indicate that the hydrazone ligand coordinates to the MoO2 core through enolate oxygen, phenolate oxygen and azomethine nitrogen. The Mo atom in the complex is in octahedral coordination. Thermal stability of the complex has also been studied.

Synthesis, structure, and catalytic oxidation of a molybdenum(VI) complex [MoO2(CH3OH)L]

A new molybdenum(VI) complex, [MoO2(CH3OH)(L)] (L = N′-(4-diethylamino-2-hydroxybenzylidene)-4-hydroxybenzohydrazide), was prepared and characterized by spectroscopy methods and single crystal X-ray diffraction (CIF file CCDC no. 1038153). The crystal of the complex, C19H23MoN3O6, crystallizes in the triclinic space group P1 with unit cell dimensions a = 6.9824(9), b = 10.206(1), c = 15.302(2) ?, α = 94.399(2)°, β = 101.877(2)°, γ = 104.062(2)°, V = 1025.9(2) ?3, Z = 2, R1 = 0.0317, wR2 = 0.0796, S = 1.060. The Mo atom in the complex is in an octahedral coordination with phenolate O, imino N, enolate O atoms of the ligand L, and one oxo O in the equatorial plane, and with one methanol O and the other oxo O in the axial sites. Crystals of the complex are stabilized by hydrogen bonds. The complex was studied for its catalytic oxidation property on some olefins, with tert-butyl hydrogen peroxide as oxidant.

N-2-Hydroxybenzaldehyde acylhydrazone-Fe(iii) complex: Synthesis, crystal structure and its efficient and selective N-methylation

N-Methyl-N′-2-hydroxybenzaldehyde acylhydrazones have been chemospecifically synthesized in good yield by N-methylation of the Fe(iii) complexes of N-2-hydroxybenzaldehyde acylhydrazones with methyl iodide in tetrahydrofuran. The reaction proceeds with the exclusive formation of the N-methyl derivative without any concurrent O-methylation side reactions. In addition, the N-methylation reaction occurred simultaneously with a complete deprotection step (elimination of the metal ion). As a result, the N-methyl product was obtained in excellent purity without time-consuming chromatographic workup. A free N-2-hydroxybenzaldehyde acylhydrazone ligand could not be methylated under the same conditions. This journal is the Partner Organisations 2014.