51751-34-9

Basic information

• Product Name: 4-HYDROXY-2-OXO-2H-CHROMENE-3-CARBALDEHYDE
• Synonyms: SALOR-INT L481548-1EA;AURORA KA-4670;AKOS BBS-00001105;AKOS BB-9946;4-HYDROXY-3-FORMYLCOUMARIN;4-HYDROXY-2-OXO-2H-CHROMENE-3-CARBALDEHYDE;2H-1-benzopyran-3-carboxaldehyde, 4-hydroxy-2-oxo-;4-hydroxy couMarin-3-carbaldehyde
• CAS NO: 51751-34-9
• Molecular Formula: C₁₀H₆O₄
• Molecular Weight: 190.15
• Mol File: 51751-34-9.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 405.082°C at 760 mmHg
• Flash Point: 170.059°C
• Appearance: /
• Density: 1.63g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.759
• PKA: 4.50±1.00(Predicted)
• CAS DataBase Reference: 4-HYDROXY-2-OXO-2H-CHROMENE-3-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-HYDROXY-2-OXO-2H-CHROMENE-3-CARBALDEHYDE(51751-34-9)
• EPA Substance Registry System: 4-HYDROXY-2-OXO-2H-CHROMENE-3-CARBALDEHYDE(51751-34-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 51751-34-9(Hazardous Substances Data)

Usage

General Description

4-HYDROXY-2-OXO-2H-CHROMENE-3-CARBALDEHYDE is a chemical compound with the molecular formula C9H6O4. It is a derivative of 2-oxo-2H-chromene-3-carboxaldehyde and belongs to the class of chromenes. 4-HYDROXY-2-OXO-2H-CHROMENE-3-CARBALDEHYDE contains a hydroxyl group (OH) and a carbonyl group (C=O) on the chromene ring, giving it both aldehyde and ketone functionalities. It is commonly used as a chemical intermediate in organic synthesis and medicinal chemistry, and it is also being investigated for its potential pharmacological activities. Its unique chemical structure and reactivity make it a valuable building block for the synthesis of various pharmaceutical compounds and biologically active molecules.

InChI:InChI=1/C10H6O4/c11-5-7-9(12)6-3-1-2-4-8(6)14-10(7)13/h1-5,12H

Upstream product

• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 39079-62-4 chromone-3-carboxylic acid 
• 122-51-0 orthoformic acid triethyl ester 
• 68-12-2 N,N-dimethyl-formamide 
• 1189755-26-7 3-aminomethylene-2H-chroman-2,4-dione 
• 52817-14-8 4-oxo-4H-chromene-3-carboxamide 
• 50329-91-4 4-chloro-3-formylcoumarin 
• 74803-53-5 3-(NN-dimethylaminomethyl)-4-hydroxycoumarin 
• 100-97-0 hexamethylenetetramine 

Downstream Products

• 37461-87-3 3-(4,5-di-p-tolyl-1H-imidazol-2-yl)-4-hydroxy-chromen-2-one 
• 37461-83-9 3-[4,5-bis-(2-hydroxy-phenyl)-1H-imidazol-2-yl]-4-hydroxy-chromen-2-one 
• 37461-89-5 3-(4,5-di-o-tolyl-1H-imidazol-2-yl)-4-hydroxy-chromen-2-one 
• 37461-88-4 3-(4,5-di-m-tolyl-1H-imidazol-2-yl)-4-hydroxy-chromen-2-one 
• 37461-84-0 3-[4,5-bis-(3-hydroxy-phenyl)-1H-imidazol-2-yl]-4-hydroxy-chromen-2-one 
• 37461-86-2 3-[4,5-bis-(5-chloro-2-hydroxy-phenyl)-1H-imidazol-2-yl]-4-hydroxy-chromen-2-one 
• 37461-85-1 3-[4,5-bis-(4-hydroxy-phenyl)-1H-imidazol-2-yl]-4-hydroxy-chromen-2-one 
• 37461-82-8 3-[4,5-bis-(4-chloro-phenyl)-1H-imidazol-2-yl]-4-hydroxy-chromen-2-one 
• 37590-65-1 3-[4,5-bis-(4-methoxy-phenyl)-1H-imidazol-2-yl]-4-hydroxy-chromen-2-one 
• 136806-29-6 <1>Benzopyrano<4,3-b><1,5>benzodiazepin-6(13H)-on 
• 101291-27-4 2-(4'-hydroxycoumarin-3'-formimino)-1-aminobenzene 
• 133828-60-1 1-(4'-hydroxycoumarin-3'-formimino)-2-phenol 
• 100185-75-9 3-{[(2-aminophenyl)amino]methylidene}-2H-chromene-2,4(3H)-dione 

Relevant articles and documents

Spectroscopic and solution studies of some transition metal complexes of new 4-hydroxy coumarin semi- and thiosemicarbazone complexes

Two new ligands, 4-hydroxy coumarin-3-thiosemicarbazone (H 2L1) and 4-hydroxy coumarin-3-semicarbazone (H 2L2) were synthesized and used for the preparation of a series of transition metal complexes (Cr3+, Co2+, Ni 2+, Cu2+, and Fe3+), derived from these ligands. These complexes have the forms [ML1Cl2]·nX (1-5) and [ML2Cl]·nX (6-9) (X = H2O or ethanol). The structures of these complexes were elucidated by elemental analyses, IR, UV-Vis, and electrical conductivity, as well as magnetic susceptibility measurements and thermal analyses. IR spectral data indicates that in all complexes, the ligands act as monobasic tridentate, coordinated through keto oxygen or sulfur, azomethine nitrogen and deprotonated phenolic oxygen atom. On the basis of other physicochemical investigations, tetrahedral or square planar geometries are assigned for Cu2+ complexes in monomeric structures. In the case of the Co2+, Ni2+ and Fe3+ complexes, octahedral stereochemistries in monomeric structures are suggested. The dissociation constants of the ligands and the stability constants of their Cu(II), Co(II), Ni(II), and Fe(III) complexes have been also determined using potentiometric pH-metric titration in mixed solvents of dioxane: H2O and DMF: H2O with different ratios and different temperatures.

A route to the synthesis of novel coumarins

The 1:1:1 adduct which originates from the reaction of triphenylphosphine, dialkyl acetylenedicarboxylate, and 3-formyl-4-hydroxycoumarin undergoes an intramolecular Wittig reaction to provide a series of unique 2H,5H-pyrano[3,2-c][1]benzopyran-5-ones (pyranocoumarins). Springer-Verlag 2004.

Synthesis, structural characterizations and spectroscopic properties of binuclear CoIII complex and its Schiff ligand as a chemosensor for fuorescent recognition of ZnII

Binuclear CoIII complex [Co2(L)3(DMF)3] containing a Schiff ligand H2L was synthesized and analyzed by elemental analysis, single crystal X-ray crystallography, FT-IR, UV–Vis absorption spectroscopy,

Molecular iodine mediated oxidative cleavage of the C-N bond of aryl and heteroaryl (dimethylamino)methyl groups into aldehydes

The oxidative cleavage of the C-N bond of aryl and heteroaryl (dimethylamino)methyl groups is achieved by employing molecular iodine as a mild oxidizing agent under ambient conditions in the presence of a mild base. The important reaction of C3 formylation of free NH and substituted indoles containing various substituents is accomplished from the corresponding Mannich bases. This methodology can also be extended for the synthesis of aryl and other heteroaryl aldehydes and ketones. Furthermore, the usefulness of the method is successfully demonstrated on a gram scale.