105300-38-7

Basic information

• Product Name: 4H-1-Benzopyran-4-one,6-fluoro-
• Synonyms: 6-Fluoro-4H-1-benzopyran-4-one
• CAS NO: 105300-38-7
• Molecular Formula: C₉H₅FO₂
• Molecular Weight: 164.13
• Product Categories: Benzopyrans;Building Blocks;Heterocyclic Building Blocks
• Mol File: 105300-38-7.mol
• Article Data: 13

Chemical Properties

• Melting Point: 166-169℃(lit.)
• Boiling Point: 249.7°Cat760mmHg
• Flash Point: 101.8°C
• Appearance: /
• Density: 1.353g/cm³
• CAS DataBase Reference: 4H-1-Benzopyran-4-one,6-fluoro-(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-1-Benzopyran-4-one,6-fluoro-(105300-38-7)
• EPA Substance Registry System: 4H-1-Benzopyran-4-one,6-fluoro-(105300-38-7)

Safety Data

• Hazard Codes: Xi:
• WGK Germany: 3
• Hazardous Substances Data: 105300-38-7(Hazardous Substances Data)

Usage

Uses

6-Fluorochromone may be used to synthesize:6-fluoro-3-[hydroxy(6-methylpyridin-2-yl)methyl]chromone6-fluoro-3-[hydroxy(pyridin-2-yl)methyl]chromone 6-fluoro-3-[hydroxy(quinolin-2-yl)methyl]chromone

Upstream product

• 66892-34-0 6-fluoro-4-chromanone 
• 394-32-1 1-(5-fluoro-2-hydroxyphenyl)ethan-1-one 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 109-94-4 formic acid ethyl ester 
• 928773-42-6 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)chromen-4-one 

Downstream Products

• 111477-65-7 [(2R,4R)-2-(3,4-Dichloro-benzyl)-6-fluoro-4-hydroxy-chroman-4-yl]-acetic acid ethyl ester 
• 111502-94-4 [(2R,4R)-2-(3,4-Dichloro-benzyl)-6-fluoro-4-hydroxy-chroman-4-yl]-acetic acid 
• 1220893-39-9 6-fluoro-2-phenylchroman-4-one 
• 66892-34-0 6-fluoro-4-chromanone 
• 409346-73-2 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxaldehyde 
• 111478-09-2 6-fluoro-2-benzylchroman-4-one 
• 1619229-12-7 (Z)-5-(1,2-diphenylvinyl)-6-fluoro-4H-chromen-4-one 
• 1619229-11-6 (E)-5-(1,2-diphenylvinyl)-6-fluoro-4H-chromen-4-one 

Relevant articles and documents

Silanediol-Catalyzed Chromenone Functionalization

Promising levels of enantiocontrol are observed in the silanediol-catalyzed addition of silyl ketene acetals to benzopyrylium triflates. This rare example of enantioselective, intermolecular chromenone functionalization with carbonyl-containing nucleophiles has potential applications in the synthesis of bioactive chromanones and tetrahydroxanthones.

NHC-catalyzed enantioselective C2-functionalization of 3-hydroxychromenonesviaα,β-unsaturated acyl azoliums

A novel synthetic method for enantioselective C2-functionalization of 3-hydroxychromenones promoted by N-heterocyclic carbenesviathe formation of α,β-unsaturated acyl azolium intermediates, which occurs with Coates-Claisen rearrangement is established. This synthetic strategy enabled the rapid assembly of enantiomerically enriched δ-hydroxychromenone-derived esters/amides under mild conditions with good to excellent yields and broad substrate scope.

CeO2-Supported Pd(II)-on-Au Nanoparticle Catalyst for Aerobic Selective α,β-Desaturation of Carbonyl Compounds Applicable to Cyclohexanones

Direct selective desaturation of carbonyl compounds to synthesize α,β-unsaturated carbonyl compounds represents an environmentally benign alternative to classical stepwise procedures. In this study, we designed an ideal CeO2-supported Pd(II)-on-Au nanoparticle catalyst (Pd/Au/CeO2) and successfully achieved heterogeneously catalyzed selective desaturation of cyclohexanones to cyclohexenones using O2 in air as the oxidant. Besides cyclohexenones, various bioactive enones can also be synthesized from the corresponding saturated ketones under open air conditions in the presence of Pd/Au/CeO2. Preliminary mechanistic studies revealed that α-C-H bond cleavage in the substrates is the turnover-limiting step of this desaturation reaction.