3701-38-0

Basic information

• Product Name: 2-Methoxy-6H-dibenzopyran-6-one
• Synonyms: 2-Methoxy-6H-dibenzopyran-6-one
• CAS NO: 3701-38-0
• Molecular Weight: 226.232
• Mol File: 3701-38-0.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 2-Methoxy-6H-dibenzopyran-6-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methoxy-6H-dibenzopyran-6-one(3701-38-0)
• EPA Substance Registry System: 2-Methoxy-6H-dibenzopyran-6-one(3701-38-0)

Safety Data

• Hazardous Substances Data: 3701-38-0(Hazardous Substances Data)

Upstream product

• 38087-96-6 3'-methoxy-[1,1'-biphenyl]-2-carboxylic acid 
• 150-76-5 4-methoxy-phenol 
• 610-97-9 o-iodo-methyl-benzoic acid 
• 10365-98-7 3-methoxyphenylboronic acid 

Downstream Products

• 42523-22-8 1,4-dihydroxy-9-fluorenone 
• 24061-14-1 1,4-dimethoxy-9H-fluoren-9-one 
• 42523-54-6 fluorenequinone 

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.

Light-Driven Intermolecular Charge Transfer Induced Reactivity of Ethynylbenziodoxol(on)e and Phenols

Ethynylbenziodoxol(on)es (EBXs) have been widely used in organic synthesis as electrophilic alkyne-transfer reagents involving carbon- and heteroatom-based nucleophiles. However, potential reactions of EBXs with phenols remain uninvestigated. Here, we present the formation of (Z)-2-iodovinyl phenyl ethers with excellent regio- and stereoselectivity through the reactivity between EBXs and phenols driven by visible light. We propose that this light-activated transformation proceeds through electron donor-acceptor complexes to enable new reactivity beyond existing mechanisms for alkynylation of carbon- and heteroatom-based nucleophiles. This operationally robust process was employed for the synthesis of diverse (Z)-2-iodovinyl phenyl ethers through irradiating a solution containing a phenyl-EBX, a phenol, and the base Cs2CO3 with a commercially available blue LED at room temperature. The (Z)-2-iodovinyl phenyl ether products can be further stereospecifically functionalized to form trisubstituted alkenes, demonstrating the potential of these products en route to chemical complexity.

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.