7320-50-5

Usage

Uses

Used in Pharmaceutical Industry:
1-Methyldibenzofuran serves as a chemical intermediate, playing a crucial role in the synthesis of various pharmaceuticals. Its unique structure contributes to the development of new drugs and medicinal compounds.
Used in Dye Industry:
In the dye industry, 1-Methyldibenzofuran is utilized as a chemical intermediate for the production of different types of dyes. Its chemical properties allow for the creation of a wide range of colorants used in various applications.
Used in Organic Compounds Production:
1-Methyldibenzofuran is employed in the synthesis of other organic compounds, contributing to the development of new materials and chemical products with diverse applications.
Used as a Fuel Additive:
Research is being conducted on the potential use of 1-Methyldibenzofuran as a fuel additive. If successful, it could improve fuel efficiency and performance in various engines and combustion processes.
Used as a Constituent of Lubricating Oils:
1-Methyldibenzofuran is also being explored for its potential as a constituent of lubricating oils. Its incorporation could enhance the performance and longevity of these oils, providing benefits in various mechanical and industrial applications.
Used in Environmental Research:
As an identified environmental contaminant, 1-Methyldibenzofuran is a subject of study in environmental research. Understanding its presence and effects in industrial and combustion processes can help develop strategies to mitigate its impact on ecosystems and human health.
Used in Medical Research:
The anti-inflammatory potential of 1-Methyldibenzofuran is being investigated in medical research. If its properties can be harnessed effectively, it may contribute to the development of new treatments for inflammatory conditions and other medical applications.

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

Upstream product

• 40597-69-1 3,4-dihydrodibenzo[b,d]furan-1(2H)-one 
• 86607-79-6 2-Bromo-3'-methyldiphenyl ether 
• 77897-02-0 2-hydroxy-2'-methyl-1,1'-biphenyl 
• 533-58-4 2-Iodophenol 
• 16419-60-6 2-Methylphenylboronic acid 
• 128916-10-9 2-Allyloxy-benzoic acid m-tolyl ester 
• 1245937-13-6 C₁₇H₁₆O₃ 
• 583-53-9 2,3-dibromobenzene 
• 108-39-4 3-methyl-phenol 
• 16463-38-0 potassium 2-chlorobenzoate 
• 6338-04-1 2-m-tolyloxy-benzoic acid 
• 144463-72-9 allyl 2-phenoxy-4-methylbenzoate 
• 144463-69-4 allyl 2-(3-methylphenoxy)benzoate 
• 128916-11-0 2-Allyloxy-benzoic acid o-tolyl ester 

Downstream Products

• 54470-37-0 Dibenzofuran-1-carboxylic acid 
• 42747-98-8 4-nitro-5-trans-styryl-thiophene-2-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Oxidative cyclization of 2-arylphenols to dibenzofurans under Pd(II)/peroxybenzoate catalysis

2-Arylphenols undergo intramolecular C-H bond activation/C-O bond formation to afford dibenzofuran derivatives under palladium catalysis in the presence of tert-butyl peroxybenzoate as an oxidant. Kinetic isotope effect experiments indicated that C-H bond cleavage is the rate-limiting step of the reaction.

Formation of dibenzofurans by flash vacuum pyrolysis of aryl 2-(allyloxy)benzoates and related reactions

Flash vacuum pyrolysis (FVP) of aryl 2-(allyloxy)benzoates 5 and of the corresponding aryl 2-(allylthio)benzoates 6 at 650°C, gives dibenzofurans 19 and dibenzothiophenes 20, respectively. The mechanism involves generation of phenoxyl (or thiophenoxyl) radicals by homolysis of the O-allyl (or S-allyl) bond, followed by ipso attack at the ester group, loss of CO2 and cyclisation of the resulting aryl radical. Synthetically, the procedure works well for p-substituted substrates, which lead to 2-substituted dibenzofurans 19b-f (73-90%) and dibenzothiophenes 20b-c (90-94%). Little selectivity is shown in the cyclisation of m-substituted substrates and competing interactions of the radical with the substituent - and ipso-attack - complicate the pyrolyses of o-substituted substrates. FVP of related radical precursors including 2-(allyloxy)phenyl benzoates 43 gave no dibenzofurans, whereas 2-(allyloxy-5-methyl)azobenzene 44 gave a much reduced yield. No carbazoles were obtained by FVP of 4-methylphenyl 2-(allylamino)benzoate 42.

Gas phase generation and cyclisation reactions of some o-substituted phenyl radicals

Flash vacuum pyrolysis of the allyl esters 2 (X=O, S, CH2, CO) at 900°C (10-2 Torr) gives dibenzofurans, dibenzothiophenes, fluorenes, and fluorenones respectively as the major products. The mechanism involves the phenyl radical intermediates 1 which equilibrate by intramolecular hydrogen transfer via six-membered transition states, prior to cyclisation.

A Short Synthesis of Dibenzofurans and Dibenzothiophenes

An afficient synthesis of dibenzofurans and dibenzothiophenes from aryl salicylates is described, which involves a novel rearrangement-extrusion-cyclisation sequence of o-substituted phenoxyl and thiophenoxyl radicals.