39079-62-4

Basic information

• Product Name: CHROMONE-3-CARBOXYLIC ACID
• Synonyms: 4-Oxo-4H-chromene-3-carboxylic acid, 4-Oxo-4H-1-benzopyran-3-carboxylic acid;RARECHEM AL BO 0552;CHROMONE-3-CARBOXYLIC ACID;BUTTPARK 29\06-38;3-CHROMONECARBOXYLIC ACID;4-OXO-4H-CHROMENE-3-CARBOXYLIC ACID;4-OXO-4H-1-BENZOPYRAN-3-CARBOXYLIC ACID;Chromone-3-carboxylic acid,98%
• CAS NO: 39079-62-4
• Molecular Formula: C₁₀H₆O₄
• Molecular Weight: 190.15
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzopyrans;Building Blocks;Heterocyclic Building Blocks
• Mol File: 39079-62-4.mol
• Article Data: 16

Chemical Properties

• Melting Point: 202-205 °C(lit.)
• Boiling Point: 245.64°C (rough estimate)
• Flash Point: 138.9 °C
• Appearance: light beige crystalline powder
• Density: 1.493
• Vapor Pressure: 4.23E-05mmHg at 25°C
• Refractive Index: 1.4440 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 2.55±0.20(Predicted)
• BRN: 1074111
• CAS DataBase Reference: CHROMONE-3-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: CHROMONE-3-CARBOXYLIC ACID(39079-62-4)
• EPA Substance Registry System: CHROMONE-3-CARBOXYLIC ACID(39079-62-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-36
• WGK Germany: 3
• Hazardous Substances Data: 39079-62-4(Hazardous Substances Data)

Usage

Chemical Properties

light beige crystalline powder

Uses

Chromone-3-carboxylic acid may be used in the preparation of:chromane-2,4-dioneschromone-3-carboxamides5-(2-hydroxyphenyl)isoxazolechromone-2-carboxamideschromone-2-carboxamido-3-esters

Synthesis Reference(s)

Synthetic Communications, 10, p. 889, 1980 DOI: 10.1080/00397918008061846

General Description

Chromone-3-carboxylic acid is a chromone derivative. Its potential as an antioxidant in charge transfer (CT) processes has been assessed by surface-enhanced Raman scattering (SERS) analysis of chromone 3-carboxylic acid adsorbed on silver colloids.

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

Upstream product

• 113326-76-4 N-methylnitrone 
• 755009-08-6 C₁₂H₁₁NO₃ 
• 50743-17-4 4-oxo-4H-1-benzopyran-3-carbonitrile 
• 35911-93-4 dichloromethanol 
• 39079-63-5 4-oxo-4H-1-benzopyran-3-carbonyl chloride 
• 118-93-4 o-hydroxyacetophenone 
• 17422-74-1 3-Formylchromone 

Downstream Products

• 51070-05-4 1-Phenyl-<1>benzopyrano<4,3-c>pyrazol-4(1H)-on 
• 160481-28-7 4-Oxo-4H-chromene-3-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester 
• 31964-91-7 2-(2-hydroxybenzoyl)-9H-xanthen-9-one 
• 491-38-3 1-benzopyran-4(4H)-one 
• 55168-26-8 trans-1-(2-Hydroxybenzoyl)-2-(4-oxo-4H-<1>benzopyran-3-yl)-ethylen 
• 57669-32-6 2,3-dihydro-2-hydroxy-4H-1-benzopyran-4-one 
• 118-93-4 o-hydroxyacetophenone 
• 1609702-43-3 3,3'-[3-(2-hydroxyphenyl)-3-oxopropane-1,1-diyl]bis(4-hydroxy-2H-chromen-2-one) 
• 35572-23-7 (E)-1-(2'-hydroxyphenyl)-3-(piperidin-1-yl)prop-2-en-1-one 
• 49619-82-1 3-bromo-4H-chromen-4-one 

Relevant articles and documents

Routes to Spiroacetals derived from Chroman-4-one

Methyl 2-(4'-hydroxybutyl)chromone-3-carboxylate (7) and the derived epoxide (13) undergo spirocyclisation on treatment with iodomethane-potassium carbonate and Lewis acid respectively.

Synthesis and biological evaluation of chromone-3-carboxamides

The aim of our study was to synthesize novel chromone-3-carboxamides and to conduct biological evaluations in search for lead compounds for the treatment of a range of debilitating disease states. Corresponding 2-hydroxyacetophenones were subjected to Vilsmeier-Haack formylation to give chromone-3-carbaldehydes, which were subsequently oxidised to give chromone-3-carboxylic acids. Treatment of the carboxylic acids with thionyl chloride resulted in the in situ formation of the corresponding acid chlorides, which were reacted with various amines in the presence of triethylamine to give the corresponding novel chromone-3-carboxamides in good yields. Selected chromone derivatives were then evaluated for their anti-inflammatory, anti-tryponosomal and cytotoxic properties.

Transformations of 4-oxo-4H-chromene-3-carbaldehyde under the action of FE(CO)5

Transformations of 4-oxo-4H-chromene-3-carbaldehyde in the presence of pentacarbonyliron and HMPA in benzene and toluene were studied, and their probable mechanism was proposed. The structure of 3-(4-oxochroman-3-ylmethyl)- 4H-chromen-4-one was determined by spectral methods and X-ray analysis. Pleiades Publishing, Ltd., 2012.