39597-28-9

Basic information

• Product Name: 4-methoxy-6H-benzo[c]chromen-6-one
• Synonyms: 6H-Dibenzo[b,d]pyran-6-one, 4-methoxy-
• CAS NO: 39597-28-9
• Molecular Formula: C₁₄H₁₀O₃
• Molecular Weight: 226.2274
• Mol File: 39597-28-9.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 399.3°C at 760 mmHg
• Flash Point: 168.8°C
• Density: 1.273g/cm³
• Vapor Pressure: 1.38E-06mmHg at 25°C
• Refractive Index: 1.617
• CAS DataBase Reference: 4-methoxy-6H-benzo[c]chromen-6-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methoxy-6H-benzo[c]chromen-6-one(39597-28-9)
• EPA Substance Registry System: 4-methoxy-6H-benzo[c]chromen-6-one(39597-28-9)

Safety Data

• Hazardous Substances Data: 39597-28-9(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 39597-27-8 4-hydroxy-benzo[c]chromen-6-one 
• 610-97-9 o-iodo-methyl-benzoic acid 
• 10365-98-7 3-methoxyphenylboronic acid 
• 38087-96-6 3'-methoxy-[1,1'-biphenyl]-2-carboxylic acid 
• 856993-57-2 3,4-dimethoxy-phenanthrene-9,10-dione 
• 475-80-9 aristolochic acid II 
• 109588-94-5 5,6-methylenedioxy-diphenic acid 
• 518-10-5 5,6-dimethoxy-diphenic acid 
• 3580-57-2 6-nitro-phenanthro[3,4-d][1,3]dioxole 
• 138008-91-0 Diethyl-carbamic acid 3-methoxy-biphenyl-2-yl ester 
• 138008-93-2 2'-Hydroxy-3'-methoxy-biphenyl-2-carboxylic acid diethylamide 

Relevant articles and documents

Visible-Light-Induced Arene C(sp 2)-H Lactonization Promoted by DDQ and tert -Butyl Nitrite

A visible-light photocatalytic aerobic oxidative lactonization of arene C(sp 2)-H bonds proceeds in the presence of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and tert -butyl nitrite (TBN). Under the optimized conditions, a range of 2-arylbenzoic acids is converted into the corresponding benzocoumarin derivatives in moderate to excellent yields. This method is characterized by its atom economy, mild reaction conditions, the use of a green oxidant and metal-free catalysis.

Microwave-assisted cyclization under mildly basic conditions: Synthesis of 6 h -benzo [c] chromen-6-ones and their 7,8,9,10-tetrahydro analogues

Aryl 2-bromobenzoates and aryl 2-bromocyclohex-1-enecarboxylates are cyclized by microwave irradiation in dimethylformamide in the presence of K2CO3 to give the corresponding 6H-benzo[c]chromen-6-ones and their 7,8,9,10-tetrahydro analogues, respectively, in 50-72% yields. Aryl 3-bromoacrylates are also converted into 2H-chromen-2-ones under the employed conditions.

Tert-Butyl Nitrite-Mediated Synthesis of N-Nitrosoamides, Carboxylic Acids, Benzocoumarins, and Isocoumarins from Amides

This work reports tert-butyl nitrite (TBN) as a multitask reagent for (1) the controlled synthesis of N-nitrosoamide from N-alkyl amides, (2) hydrolysis of N-methoxyamides to carboxylic acids, (3) metal- and oxidant-free benzocoumarin synthesis from ortho-aryl-N-methoxyamides via N-H, C-N, and C-H bond activation, and (4) isocoumarin synthesis using Ru(II)/PEG as a recyclable catalytic system via ortho-C-H activation and TBN as an oxygen source. The sequential functional group interconversion of amide to acid has also been examined using IR spectroscopic analysis. Additionally, this methodology is highly advantageous due to short reaction time, gram scale synthesis, and broad substrate scope.