7320-51-6

Usage

Uses

Used in Fuel Industry:
2-METHYLDIBENZOFURAN is used as a component in the volatile composition of biomass tars. These tars are utilized in the production of liquid engine fuels that possess properties similar to conventional gasoline and diesel fuels. The inclusion of 2-METHYLDIBENZOFURAN in biomass tars helps to improve the fuel's performance, efficiency, and environmental friendliness, making it a valuable addition to the renewable energy sector.

InChI:InChI=1/C13H10O/c1-9-6-7-13-11(8-9)10-4-2-3-5-12(10)14-13/h2-8H,1H3

Upstream product

• 25826-61-3 8-methyl-1,2,3,4-tetrahydrodibenzo[b,d]furan 
• 5397-82-0 dibenzofuran-2-carbaldehyde 
• 74273-62-4 7-methyl-11H-dibenzo<1,4>dioxepin-11-one 
• 128916-10-9 2-Allyloxy-benzoic acid m-tolyl ester 
• 133366-98-0 2-(allyloxy)-4'-methylbenzophenone 
• 144463-65-0 allyl 2-(4-methylphenoxy)benzoate 
• 209190-33-0 2-(4-methylphenoxy)benzophenone O-methyloxime 
• 16188-57-1 2-iodo-4-methylphenol 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 106-44-5 p-cresol 
• 21905-69-1 2-(4-methylphenoxy)-benzoic acid 
• 16463-38-0 potassium 2-chlorobenzoate 
• 1245937-21-6 (2-allyloxy-5-methyl)azobenzene 
• 128916-06-3 2-Allyloxy-benzoic acid p-tolyl ester 

Downstream Products

• 58005-44-0 2,2'-Dimethoxy-5-methyl-biphenyl 

Relevant academic research and scientific papers

Quinoline Ligands Improve the Classic Direct C?H Functionalisation/Intramolecular Cyclisation of Diaryl Ethers to Dibenzofurans

The C?H functionalisation approach to the synthesis of dibenzofurans is hampered by a number of problems. Herein we describe the evolution of a cheap, bench stable quinoline ligand, which obviates most of the current limitations and allows for a high yielding synthesis of a range of valuable dibenzofurans. Dibenzofurans are important motifs in natural products and compounds with wide biological activity.

Synthesis of Dibenzofurans by Cu-Catalyzed Deborylative Ring Contraction of Dibenzoxaborins

An efficient transformation of dibenzoxaborins to dibenzofurans by deborylative ring contraction was achieved under mild conditions using a copper catalyst. The method showed a broad substrate scope enabling the preparation of various dibenzofurans, including those bearing a functional group. The ready availability of various dibenzoxaborins enhances the utility of this method, as demonstrated by the regiodivergent synthesis of dibenzofurans.

Efficient photocaging of a tight-binding bisubstrate inhibitor of cAMP-dependent protein kinase

Photocaging of a tight-binding bisubstrate inhibitor of cAMP-dependent protein kinase (PKA) with a nitrodibenzofuran-based group fully abolished its inhibitory potency. The affinity difference between the photocaged and the active inhibitor was over 5 orders of magnitude. The photocaged inhibitor disrupted the PKA holoenzyme in cell lysates upon photolysis under a 398 nm LED.

Photoinduced Synthesis of Dibenzofurans: Intramolecular and Intermolecular Comparative Methodologies

The SRN1 reaction has been used as a powerful tool for the synthesis of heterocycles, and only a few studies about photoinduced intramolecular cyclization to generate a new C-O bond by a radical pathway have been reported. This work introduces two strategies for the synthesis of substituted dibenzofurans by electron transfer (eT) reactions. The first one is a three-step process that comprises bromination of o-arylphenols, Suzuki-Miyaura cross-coupling and photoinduced cyclization in order to obtain the above-mentioned products. The second one is a metal-free procedure and does not require any photocatalyst. Different solvents were tested, and the yields ranged from low to moderate. A comparison was established between both methodologies, showing that the second one is the most suitable for the synthesis of dibenzofurans.

Organic electroluminescent material using quinolyl dibenzo substituent as ligand, and uses thereof

The invention relates to a compound using quinolyl dibenzo substituent as a ligand, and uses thereof, wherein the compound has a structure represented by a formula I. According to the present invention, the compound has advantages of good thermal stability, high light-emitting efficiency, long service life and the like, can be used in organic light-emitting devices, can be particularly used as thered light-emitting dopant, and can be used in AMOLED industry.

Visible-Light-Promoted Synthesis of Dibenzofuran Derivatives

Dibenzofurans are naturally occurring molecules that have received considerable attention for a variety of practical applications, such as in pharmaceuticals and electronic materials. Herein, an efficient and eco-friendly method for the synthesis of dibenzofuran derivatives via intramolecular C-O bond formation, which involves the in situ production of a diazonium salt, is described. The transformation requires a diazotizing agent and is promoted by the use of an organic photosensitizer under visible-light irradiation.

Palladium-catalyzed intra-and intermolecular C-H arylation using mesylates: Synthetic scope and mechanistic studies

This paper describes the development of Pd-catalyzed inter-and intramolecular direct arylation using mesylates. Furthermore, a sequential mesylation/arylation protocol using phenols as substrates is described. These transformations are general with respect to the electronics of the C-H substrates and allow for the synthesis of diverse heterocyclic motifs in good yields. Both arenes and heteroarenes efficiently participate in these reactions. Preliminary mechanistic studies are presented for both inter-and intramolecular arylations.

Rhodium-catalyzed decarbonylative C-H arylation of 2-aryloxybenzoic acids leading to dibenzofuran derivatives

Rhodium-catalyzed intramolecular C-H arylation of 2-aryloxybenzoic acids proceeded accompanied by decarbonylation to give dibenzofuran derivatives in high yields. The present reaction is widely applicable to substrates bearing various functionalities.

Efficient synthesis of dibenzoxaborininols from diaryl ethers and their application to dibenzofuran synthesis

A convenient and efficient method for the borylation of diaryl ethers leading to dibenzoxaborininols and the synthesis of dibenzofuran derivatives has been developed. The borylation involves the sequential three-step process: lithiation, borylation and hydrolysis. The synthesized dibenzoxaborininols could be readily transformed into dibenzofuran derivatives in good to excellent yields under palladium catalysis in the presence of iodine, and this is the first example for the formation of an aryl C-C bond from diarylborinic acids. Copyright

Nickel-catalyzed intramolecular C-H arylation using aryl pivalates as electrophiles

This paper describes a method for nickel catalyzed intramolecular C-H arylation using aryl pivalates as electrophiles. The transformation is efficient for the synthesis of diverse electronically and sterically differentiated dibenzofurans. Additionally, the method could be expanded toward the synthesis of carbazoles. Preliminary mechanistic studies of the transformation are also described.