38445-24-8

Basic information

• Product Name: 6-hydroxy-4H-chroMen-4-one
• Synonyms: 6-hydroxy-4H-chroMen-4-one
• CAS NO: 38445-24-8
• Molecular Formula: C₉H₆O₃
• Molecular Weight: 162.14214
• Mol File: 38445-24-8.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6-hydroxy-4H-chroMen-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-hydroxy-4H-chroMen-4-one(38445-24-8)
• EPA Substance Registry System: 6-hydroxy-4H-chroMen-4-one(38445-24-8)

Safety Data

• Hazardous Substances Data: 38445-24-8(Hazardous Substances Data)

Upstream product

• 69155-75-5 6-hydroxy-4-oxo-4H-chromene-3-carbaldehyde 
• 123-31-9 hydroquinone 
• 122-51-0 orthoformic acid triethyl ester 
• 490-78-8 2,5-Dihydroxyacetophenone 
• 51483-92-2 6-bromo-1-benzopyran-4(4H)-one 
• 109-94-4 formic acid ethyl ester 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 1354627-99-8 3-cyclohexyl-5-(2,5-dihydroxyphenyl)-1-methyl-1H-imidazo[4,5-b]pyridine-2(3H)-thione 
• 102877-54-3 1-(6-hydroxy-3-methoxy-2-nitro-phenyl)-ethanone 
• 105277-67-6 6-[4-(4-phenyl-1-piperazinyl)butoxy]-4H-1-benzopyran-4-one 
• 59887-88-6 6-methoxy-chromen-4-one 
• 80096-64-6 6-hydroxy-2,3-dihydro-4H-chromen-4-one 
• 67268-42-2 7-(propynyloxy)-2H-chromen-2-one 
• 1379521-25-1 7-[1'-(2-bromophenyl)-1H-1',2',3'-triazol-4'-yl]methoxy-2H-chromen-2-one 
• 1361926-70-6 3-{[(4-oxo-4H-chromen-6-yl)oxy]methyl}benzonitrile 
• 1361926-72-8 6-{[4-(trifluoromethyl)benzyl]oxy}-4H-chromen-4-one 
• 1361926-71-7 4-{[(4-oxo-4H-chromen-6-yl)oxy]methyl}benzonitrile 
• 1361926-67-1 6-[(4-fluorobenzyl)oxy]-4H-chromen-4-one 
• 1361926-62-6 6-[(3-chlorobenzyl)oxy]-4H-chromen-4-one 
• 1361926-66-0 6-[(3-fluorobenzyl)oxy]-4H-chromen-4-one 
• 1361926-65-9 6-[(4-bromobenzyl)oxy]-4H-chromen-4-one 

Relevant articles and documents

Synthesis of some new azole, azepine, pyridine, and pyrimidine derivatives using 6-hydroxy-4H-4-oxo[1]-benzopyran-3-carboxaldehyde as a versatile starting material

Condensation of 3-formyl chromone 1 with hydroxylamine hydrochloride afforded the corresponding oxime 2 that was converted to nitrile 3. Refluxing of oxime 2 and/or nitrile 3 with aceturic or hippuric acid gave 16 and 17. Treatment of 1 with semicarbazide hydrochloride and thiosemicarbazide afforded the corresponding carbazones 5-6 that underwent cyclization with ethyl bromoacetate and/or chloroacetone yielding 7-8. Also 1 reacted with acyclic active methylene reagents, e.g. malononitrile, ethyl cyanoacetate, and ethyl acetoacetate to form compounds 11, 12, and 13. Reaction of 1 with bifunctional reagents, e.g. benzil, o-phenylenediamine, o-aminophenol, and o-aminothiophenol yielding the corresponding imidazolyl bezopyranone and azepine derivatives 14-20. Condensation of 1 with acyclic or heterocyclic compounds containing active methylene group, e.g. hippuric acid forming the condensed products 21-27.

NOVEL USE OF SUBSTITUTED CHROMAN-6-OLS

The present invention is directed towards the use of substituted chroman-6-ols of formula (I) wherein R1 and R2 are independently from each other H or C1-11-alkyl or (CH2)n—OH with n being an integer

Synthesis of Phenols: Organophotoredox/Nickel Dual Catalytic Hydroxylation of Aryl Halides with Water

A highly effective hydroxylation reaction of aryl halides with water under synergistic organophotoredox and nickel catalysis is reported. The OH group of the resulting phenols originates from water, following deprotonation facilitated by an intramolecular base group on the ligand. Significantly, aryl bromides as well as less reactive aryl chlorides served as effective substrates to afford phenols with a wide range of functional groups. Without the need for a strong inorganic base or an expensive noble-metal catalyst, this process can be applied to the efficient preparation of diverse phenols and enables the hydroxylation of multifunctional pharmaceutically relevant aryl halides.