3034-08-0

Basic information

• Product Name: 4'-METHOXYFLAVANONE
• Synonyms: 4'-METHOXYFLAVANONE;METHOXYFLAVANONE, 4'-;METHOXYFLAVANONE, 4'-(P);2-(4-Methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one;2,3-Dihydro-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one;2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one;(S)-4'-Methoxyflavanone;(2S)-2,3-Dihydro-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
• CAS NO: 3034-08-0
• Molecular Formula: C₁₆H₁₄O₃
• Molecular Weight: 254.28
• Product Categories: Flavanones
• Mol File: 3034-08-0.mol
• Article Data: 101

Chemical Properties

• Melting Point: 92-94°C
• Boiling Point: 421.8°Cat760mmHg
• Flash Point: 200.7°C
• Appearance: /
• Density: 1.199g/cm³
• Vapor Pressure: 2.53E-07mmHg at 25°C
• Refractive Index: 1.587
• CAS DataBase Reference: 4'-METHOXYFLAVANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-METHOXYFLAVANONE(3034-08-0)
• EPA Substance Registry System: 4'-METHOXYFLAVANONE(3034-08-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 3034-08-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H14O3/c1-18-12-8-6-11(7-9-12)16-10-14(17)13-4-2-3-5-15(13)19-16/h2-9,16H,10H2,1H3/t16-/m0/s1

Upstream product

• 108837-17-8 2-hydroxy-4-methoxy-trans(?)-chalcone 
• 61854-49-7 4'-methoxyflavanone hydrazone 
• 6953-32-8 2-(4-methoxyphenyl)chroman-4-one oxime 
• 34000-29-8 [E]-3-(p-methoxyphenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one 
• 3327-24-0 1-(2-hydroxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-one 
• 5162-64-1 2-(4-methoxyphenyl)chroman-4-ol 
• 546-67-8 lead(IV) tetraacetate 
• 118-93-4 o-hydroxyacetophenone 
• 123-11-5 4-methoxy-benzaldehyde 
• 1469-94-9 1-(2-hydroxyphenyl)-3-phenyl-1,3-propanedione 
• 105166-55-0 2-Hydroxy-benzoic acid [2-(4-methoxy-phenyl)-chroman-(4E)-ylidene]-hydrazide 
• 32865-61-5 2-iodophenyl acetate 
• 19115-30-1 1-(4-methoxyphenyl)-2-propyn-1-ol 
• 261785-29-9 3-(o-acetoxyphenyl)-1-(p-methoxyphenyl)prop-2-yn-ol 

Downstream Products

• 4143-74-2 4'-methoxyflavone 
• 6889-78-7 4'-(methoxy)-3-hydroxyflavone 
• 150073-64-6 3-[1-(4-Chloro-phenyl)-meth-(E)-ylidene]-2-(4-methoxy-phenyl)-chroman-4-one 
• 150073-63-5 2-(4-Methoxy-phenyl)-3-[1-phenyl-meth-(E)-ylidene]-chroman-4-one 
• 132361-71-8 3-(4-methoxybenzylidene)-4'-methoxyflavanone 
• 92855-06-6 3'-iodo-4'-methoxyflavanone 
• 1621-58-5 3-(4-methoxyphenyl)-4H-chromen-4-one 
• 34000-27-6 (2E)-1-(2-hydroxyphenyl)-3-(4-methylphenyl)prop-2-en-1-one 
• 34000-29-8 [E]-3-(p-methoxyphenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one 
• 71993-33-4 3-chloro-2-(4-methoxyphenyl)-4H-chromen-4-one 
• 100-09-4 4-methoxybenzoic acid 
• 95731-61-6 r-3-acetoxy-t-2-(4-methoxyphenyl)-4-chromanone 
• 71993-29-8 3,3-dichloro-2-(4-methoxyphenyl)-4-chromanone 
• 73910-85-7 3-bromo-2-(4-methoxyphenyl)-4H-chromen-4-one 

Relevant articles and documents

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Synthesis, stereochemistry and antimicrobial activity of some novel flavanone-hydrazono-thiazolidin-4-ones from flavanones

The synthesis of four novel compounds, (i) E-2-{[2-(4-methoxyphenyl)chroman-E-4-ylidene]hydrazono}thiazolidin-4-one (4a), (ii) E-2-{[2-(4-methoxyphenyl)chroman-Z-4-ylidene]hydrazono}thiazolidin-4-one (5a), (iii) E-2-{[2-(phenyl)chroman-E-4-ylidene]hydrazo

Convenient synthesis of flavanone derivatives via oxa-Michael addition using catalytic amount of aqueous cesium fluoride

A total of 36 flavanones, which included polycyclic aromatic and heterocyclic rings, were readily synthesized via oxa-Michael addition from the corresponding hydroxychalcones with a catalytic amount of aqueous cesium fluoride solution under mild conditions. This method could be applied to the scalable synthesis of eriodictyol as a known potent inhibitor of the SARS-CoV-2 spike protein.

Stereoselective reduction of flavanones by marine-derived fungi

Biotransformation is an alternative with great potential to modify the structures of natural and synthetic flavonoids. Therefore, the bioreduction of synthetic halogenated flavanones employing marine-derived fungi was described, aiming the synthesis of flavan-4-ols 3a-g with high enantiomeric excesses (ee) of both cis- and trans-diastereoisomers (up to >99% ee). Ten strains were screened for reduction of flavanone 2a in liquid medium and in phosphate buffer solution. The most selective strains Cladosporium sp. CBMAI 1237 and Acremonium sp. CBMAI1676 were employed for reduction of flavanones 2a-g. The fungus Cladosporium sp. CBMAI 1237 presented yields of 72–87% with 0–64% ee cis and 0–30% ee trans with diastereoisomeric ratio (dr) from 52:48 to 64:36 (cis:trans). Whereas Acremonium sp. CBMAI 1676 resulted in 31% yield with 77–99% ee of the cis and 95–99% ee of the trans-diastereoisomers 3a-g with a dr from 54:46 to 96:4 (cis:trans). To our knowledge, this is the first report of the brominated flavon-4-ols 3e and 3f. The use of fungi, with emphasis for these marine-derived strains, is an interesting approach for enantioselective reduction of halogenated flavanones. Therefore, this strategy can be explored to obtain enantioenriched compounds with biological activities.

Divergent synthesis of flavones and flavanones from 2′-hydroxydihydrochalconesviapalladium(ii)-catalyzed oxidative cyclization

Divergent and versatile synthetic routes to flavones and flavanonesviaefficient Pd(ii) catalysis are disclosed. These Pd(ii) catalyses expediently provide a variety of flavones and flavanones from 2′-hydroxydihydrochalcones as common intermediates, depending on oxidants and additives,viadiscriminate oxidative cyclization sequences involving dehydrogenation, respectively, in a highly atom-economic manner.