18441-43-5

Basic information

• Product Name: 5-methylbenzofuran
• Synonyms: 5-methylbenzofuran;Einecs 242-318-4;Benzofuran, 5-Methyl-;5-Methylbenzo[b]furan;5-methyl-1-benzofuran
• CAS NO: 18441-43-5
• Molecular Formula: C₉H₈O
• Molecular Weight: 132.15922
• EINECS: 242-318-4
• Mol File: 18441-43-5.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 198°C (estimate)
• Flash Point: 89.4°C
• Appearance: /
• Density: 1.0603
• Vapor Pressure: 0.569mmHg at 25°C
• Refractive Index: 1.5570
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 5-methylbenzofuran(CAS DataBase Reference)
• NIST Chemistry Reference: 5-methylbenzofuran(18441-43-5)
• EPA Substance Registry System: 5-methylbenzofuran(18441-43-5)

Safety Data

• Hazardous Substances Data: 18441-43-5(Hazardous Substances Data)

Usage

General Description

5-Methylbenzofuran, also known as 5-MBF or 1-benzofuran-5-methanol, is an organic compound with the chemical formula C9H8O. It is a benzofuran derivative with a methyl group attached to the fifth position of the benzene ring. 5-Methylbenzofuran is primarily used in the pharmaceutical industry as a building block for the synthesis of various biologically active compounds. It possesses potential therapeutic properties and has been studied for its antifungal and anti-inflammatory activities. Additionally, 5-MBF has shown promise in the development of new drugs for the treatment of neurological disorders and cancer. Nevertheless, it is important to handle 5-methylbenzofuran with caution due to its potential health hazards, including irritation to the skin, eyes, and respiratory system, as well as its flamability.

InChI:InChI=1/C9H8O/c1-7-2-3-9-8(6-7)4-5-10-9/h2-6H,1H3

Upstream product

• 66614-56-0 1-(2,2-diethoxyethoxy)-4-methylbenzene 
• 88521-64-6 2-formyl-4-methylphenoxyacetic acid 
• 121836-00-8 2-<2-hydroxy-1-(isopropylthio)ethyl>-p-cresol 
• 609-39-2 2-nitrofuran 
• 78-79-5 isoprene 
• 106-44-5 p-cresol 
• 23431-48-3 allyl p-tolyl ether 
• 6628-06-4 2-allyl-4-methylphenol 
• 865759-98-4 2-allyl-1-(2-chloroethoxy)-4-methylbenzene 
• 613-84-3 2-hydroxy-5-methylbenzaldehyde 
• 88521-73-7 ethyl 2-(2-formyl-4-methylphenoxy)acetate 
• 51673-84-8 dimethoxyacetaldehyde 
• 17429-02-6 4-hydroxy-4-methylcyclohexanone 

Downstream Products

• 188862-35-3 5-(bromomethyl)benzofuran 
• 145066-95-1 2-(3-bromo-5-methyl-2-benzofuranyl)benzoic acid 
• 146015-45-4 2-(5-methyl-2-benzofuranyl)benzoic acid 
• 146015-47-6 2-(3-chloro-5-methyl-2-benzofuranyl)benzoic acid 
• 143381-74-2 methyl 2-(3-bromo-5-methyl-2-benzofuranyl)benzoate 
• 146014-00-8 1,1-dimethylethyl 2-(3-bromo-5-methyl-2-benzofuranyl)benzoate 
• 146624-97-7 [2-(3-Chloro-5-methyl-benzofuran-2-yl)-phenyl]-carbamic acid tert-butyl ester 
• 146624-44-4 1,1-dimethylethyl <2-(3-bromo-5-methyl-2-benzofuranyl)phenyl>carbamate 
• 146014-01-9 1,1-dimethylethyl 2-<3-bromo-5-(bromomethyl)-2-benzofuranyl>benzoate 
• 145824-11-9 1,1-dimethylethyl <2-(3-bromo-5-(bromomethyl)-2-benzofuranyl)phenyl>carbamate 
• 146624-98-8 [2-(5-Bromomethyl-3-chloro-benzofuran-2-yl)-phenyl]-carbamic acid tert-butyl ester 
• 1027957-17-0 Ethyl 1-[[3-bromo-2-(2-aminophenyl)-5-benzofuranyl]methyl]-2,4-dimethyl-1H-imidazole-5-carboxylate 
• 146650-74-0 3-[2-(2-Amino-phenyl)-3-bromo-benzofuran-5-ylmethyl]-2-ethyl-5-methyl-3H-imidazole-4-carboxylic acid ethyl ester 
• 146650-91-1 ethyl 1-[[2-(2-aminophenyl)-3-bromo-5-benzofuranyl]methyl]-4-methyl-2-propyl-1H-imidazole-5-carboxylate 

Relevant articles and documents

Enantio- and Diastereoselective, Complete Hydrogenation of Benzofurans by Cascade Catalysis

We report an enantio- and diastereoselective, complete hydrogenation of multiply substituted benzofurans in a one-pot cascade catalysis. The developed protocol facilitates the controlled installation of up to six new defined stereocenters and produces architecturally complex octahydrobenzofurans, prevalent in many bioactive molecules. A unique match of a chiral homogeneous ruthenium-N-heterocyclic carbene complex and an in situ activated rhodium catalyst from a complex precursor act in sequence to enable the presented process.

Biocatalytic Strategy for Highly Diastereo- and Enantioselective Synthesis of 2,3-Dihydrobenzofuran-Based Tricyclic Scaffolds

2,3-Dihydrobenzofurans are key pharmacophores in many natural and synthetic bioactive molecules. A biocatalytic strategy is reported here for the highly diastereo- and enantioselective construction of stereochemically rich 2,3-dihydrobenzofurans in high enantiopurity (>99.9% de and ee), high yields, and on a preparative scale via benzofuran cyclopropanation with engineered myoglobins. Computational and structure-reactivity studies provide insights into the mechanism of this reaction, enabling the elaboration of a stereochemical model that can rationalize the high stereoselectivity of the biocatalyst. This information was leveraged to implement a highly stereoselective route to a drug molecule and a tricyclic scaffold featuring five stereogenic centers via a single-enzyme transformation. This work expands the biocatalytic toolbox for asymmetric C–C bond transformations and should prove useful for further development of metalloprotein catalysts for abiotic carbene transfer reactions.

Direct Dimesitylborylation of Benzofuran Derivatives by an Iridium-Catalyzed C?H Activation with Silyldimesitylborane

Direct dimesitylborylation of benzofuran derivatives by a C?H activation catalyzed by an iridium(I)/N-heterocyclic carbene (NHC) complex in the presence of Ph2MeSi-BMes2 afforded the corresponding dimesitylborylation products in good to high yield with excellent regioselectivity. This method provides a straightforward route to donor–(π-spacer)–acceptor systems with intriguing solvatochromic luminescence properties.