5751-48-4

Basic information

• Product Name: 2-Methylchromone
• Synonyms: 2-Methylchromone;2-Methyl-4H-chroMen-4-one;2-Methyl-4H-1-benzopyran-4-one
• CAS NO: 5751-48-4
• Molecular Formula: C₁₀H₈O₂
• Molecular Weight: 160.1693
• Mol File: 5751-48-4.mol
• Article Data: 125

Chemical Properties

• Melting Point: 72-73 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 249.5°Cat760mmHg
• Flash Point: 108.6°C
• Appearance: /
• Density: 1.185g/cm³
• Vapor Pressure: 0.0228mmHg at 25°C
• Refractive Index: 1.572
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-Methylchromone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methylchromone(5751-48-4)
• EPA Substance Registry System: 2-Methylchromone(5751-48-4)

Safety Data

• Hazardous Substances Data: 5751-48-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H8O2/c1-7-6-9(11)8-4-2-3-5-10(8)12-7/h2-6H,1H3

Upstream product

• 2555-37-5 3-acetyl-4-hydroxychromen-2-one 
• 122-79-2 Phenyl acetate 
• 119138-95-3 1-(2-hydroxyphenyl)-1,3-butanedione 
• 2206-94-2 1-acetoxy-1-phenylethene 
• 87619-13-4 (E)-3-Phenoxy-pent-2-enedioic acid 
• 147590-72-5 2-methyl-3-methoxychromone 
• 3739-97-7 (trimethylsilyl)methylenetriphenylphosphorane 
• 129512-44-3 tert-butyldimethylsilyl 2-acetoxybenzoate 
• 22105-10-8 3-hydroxy-2-methyl-4H-chromen-4-one 
• 35115-15-2 2-(propionylacetyl)phenol 
• 108-95-2 phenol 
• 109-77-3 malononitrile 
• 16636-62-7 1-(2'-hydroxyphenyl)butane-1,3-dione 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 80352-46-1 1-(4-oxo-4H-1-benzopyran-2-yl)methylpyridinium iodide 
• 76576-71-1 3-Chloro-2-methoxy-2-methyl-chroman-4-one 
• 76576-73-3 3-Bromo-2-methoxy-2-methyl-chroman-4-one 
• 130681-19-5 4-<(tert-Butyldimethylsilyl)oxy>-2-methyl-1-benzopyrylium trifluoromethanesulfonate 
• 3780-33-4 2,3-dihydro-2,2-dimethylbenzo[b]pyran-4-one 
• 80212-21-1 (E)-2-[2-(4-methylphenyl)vinyl]-4H-chromen-4-one 
• 77420-45-2 (E)-NN-diethyl-2-<2-(4-oxo-4H-1-benzopyran-2-yl)vinyl>benzamide 
• 54592-00-6 3-(chloromethyl)-2-methyl-4H-chromen-4-one 
• 118450-18-3 dithiosemicarbazone of 1-(2-hydroxyphenyl)-1,3-butanedione 
• 118450-17-2 2-methylchromone thiosemicarbazidone 
• 51138-46-6 3⁽⁵⁾-methyl-5⁽³⁾-(2-hydroxyphenyl)pyrazole 
• 80212-28-8 2-<β-(2-naphthyl)vinyl>-4H-chromen-4-one 
• 51138-47-7 2-methylchromone phenylhydrazone 
• 51138-45-5 1-phenyl-3-methyl-5-(2'-hydroxyphenyl)pyrazole 

Relevant articles and documents

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A “turn-on” fluorescent probe with high selectivity and large stokes shift for the detection of hydrogen peroxide and its bioimaging applications

Hydrogen peroxide (H2O2) plays pivotal roles in various biological functions and pharmacological activities. High selectivity and sensitivity remain challenges for fluorescent probes to detection of H2O2 with a large stokes shift. Herein, a new “turn-on” fluorescent probe (DCM-C) was designed based on the mechanism of intramolecular charge transfer (ICT). In PBS buffer (10 mM, pH 7.4, with 20% DMSO, v/v), DCM-C exhibited high selectivity and sensitivity for H2O2 over other interfering analytes with a large stokes shift (187 nm), and the detection limit was as low as 35.5 nM. In addition, the probe was effective for detecting exogenous and endogenous H2O2 in living cells, and identifying stained in cytoplasm. Moreover, the probe has been used successfully for determining H2O2 in zebrafish by fluorescence imaging.

Access to Chiral Chromenones through Organocatalyzed Mannich/Annulation Sequence

Herein we report an efficient and practical method to access chiral chromenones bearing one α-amino stereogenic center in the β position of the carbonyl group. The quinine-derived squaramide could efficiently promote Mannich/cycloketalization/dehydration tandem reactions between 1-(2-hydroxyaryl)-1,3-diketones and functionalized imines generated in situ, providing a wide range of chiral chromenones with propargylamine or α-amino ester moieties with good results (54 examples, up to 98% ee).

Design, synthesis, and evaluation of near-infrared fluorescent molecules based on 4h-1-benzopyran core

A series of novel fluorescent 4H-1-benzopyrans was designed and developed as near-infrared fluorescent molecules with a compact donor–acceptor-donor architecture. Spectral intensity of the fluorescent molecules M-1, M-2, M-3 varied significantly with the increasing polarities of solvents, where M-3 showed high viscosity sensitivity in glycerol-ethanol system with a 3-fold increase in emission intensity. Increasing concentrations of compound M-3 to 5% BSA in PBS elicited a 4-fold increase in fluorescence intensity, exhibiting a superior environmental sensitivity. Furthermore, the in vitro cellular uptake behavior and CLSM assay of cancer cell lines demonstrated that M-3 could easily enter the cell nucleus and bind to proteins with low toxicity. Therefore, the synthesized near-infrared fluorescent molecules could provide a new direction for the development of optical imaging probes and potential further drugs.