50990-93-7

Basic information

• Product Name: 2,5-DIMETHYLFURAN-3-CARBONYL CHLORIDE
• Synonyms: 3-furancarbonyl chloride, 2,5-dimethyl-;2,5-DIMETHYLFURAN-3-CARBONYL CHLORIDE;2,5-DIMETHYL-3-FURANCARBONYL CHLORIDE;2,5-DIMETHYL-3-FUROYL CHLORIDE;2,5-Dimethyl-3-Furancarbonyl chloride, oil, 95%;3-Furancarbonyl chloride, 2,5-dimethyl- (9CI);2,4-dimethylfuran-3-carbonyl chloride;2,5-Dimethylfuran-3-carbonyl chloride,98%
• CAS NO: 50990-93-7
• Molecular Formula: C₇H₇ClO₂
• Molecular Weight: 158.58
• EINECS: -0
• Product Categories: ACIDHALIDE;Furan&Benzofuran;API intermediates;Building Blocks;Furans;Heterocyclic Building Blocks
• Mol File: 50990-93-7.mol
• Article Data: 5

Chemical Properties

• Melting Point: 20°C
• Boiling Point: 203 °C(lit.)
• Flash Point: 198 °F
• Appearance: Colorless to light yellow liquid
• Density: 1.19 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.296mmHg at 25°C
• Refractive Index: n20/D 1.507(lit.)
• Storage Temp.: Refrigerator (+4°C)
• Water Solubility: Reacts with water. Soluble in chloroform and ethyl acetate.
• Sensitive: Moisture Sensitive
• BRN: 116198
• CAS DataBase Reference: 2,5-DIMETHYLFURAN-3-CARBONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIMETHYLFURAN-3-CARBONYL CHLORIDE(50990-93-7)
• EPA Substance Registry System: 2,5-DIMETHYLFURAN-3-CARBONYL CHLORIDE(50990-93-7)

Safety Data

• Hazard Codes: C
• Statements: 34-20/21/22
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 50990-93-7(Hazardous Substances Data)

Usage

Description

2,5-DIMETHYLFURAN-3-CARBONYL CHLORIDE is an organic compound characterized by a furan ring with methyl groups at the 2nd and 5th positions and a carbonyl chloride group attached to the 3rd position. This structure endows it with unique chemical properties and reactivity, making it a valuable intermediate in various chemical synthesis processes.

Uses

Used in Chemical Research:
2,5-DIMETHYLFURAN-3-CARBONYL CHLORIDE is used as a research compound for studies on the orientation of the furan nucleus. It is particularly useful for both absolute and relative methods, providing insights into the structural and electronic properties of furan-based compounds.
Used in Organic Synthesis:
2,5-DIMETHYLFURAN-3-CARBONYL CHLORIDE is used as a synthetic intermediate in the production of various organic compounds. Its unique structure allows for the creation of a wide range of chemical entities, including pharmaceuticals, agrochemicals, and specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,5-DIMETHYLFURAN-3-CARBONYL CHLORIDE is used as a key building block for the synthesis of novel drug candidates. Its reactivity and structural features enable the development of new molecules with potential therapeutic applications.
Used in Agrochemical Industry:
2,5-DIMETHYLFURAN-3-CARBONYL CHLORIDE is also utilized in the agrochemical industry as a precursor for the development of new pesticides and other crop protection agents. Its unique properties can contribute to the creation of more effective and environmentally friendly products.
Used in the Synthesis of Beta-Substituted Furans:
2,5-DIMETHYLFURAN-3-CARBONYL CHLORIDE is used as a starting material for the synthesis of beta-substituted furans, which are important in various applications, including as intermediates in organic synthesis and as potential pharmaceutical agents. Its use facilitates the production of these valuable compounds, expanding the scope of furan-based chemistry.

InChI:InChI=1/C7H7ClO2/c1-4-3-6(7(8)9)5(2)10-4/h3H,1-2H3

Upstream product

• 636-44-2 2,5-dimethylfuran-3-carboxylic acid 
• 41892-81-3 ethyl 2-acetyl-4-oxopentanoate 
• 29113-63-1 ethyl 2,5-dimethyl-3-furoate 
• 6148-34-1 methyl 2,5-dimethylfuran-3-carboxylate 

Downstream Products

• 38063-95-5 2,5-dimethyl-furan-3-carboxylic acid 4-[1-(2-morpholin-4-yl-ethoxyimino)-ethyl]-anilide 
• 137401-68-4 2,5-dimethyl-3-furoyl isothiocyanate 
• 28562-70-1 2,5-dimethyl-furan-3-carboxanilide 
• 346579-89-3 N-(2,5-dimethyl-3-furoyl)-m-aminobenzoic acid 
• 309266-73-7 N-(2,5-dimethyl-3-furoyl)-4-aminobenzoic acid 
• 119609-47-1 1-(2,5-Dimethyl-furan-3-carbonyl)-3-phenyl-thiourea 
• 137401-77-5 1-Cyclohexyl-3-(2,5-dimethyl-furan-3-carbonyl)-thiourea 
• 119609-49-3 1-(2,5-Dimethyl-furan-3-carbonyl)-3-p-tolyl-thiourea 
• 119609-52-8 1-(2,5-Dimethyl-furan-3-carbonyl)-3-(3-hydroxy-phenyl)-thiourea 
• 119609-50-6 1-(2,5-Dimethyl-furan-3-carbonyl)-3-(4-hydroxy-phenyl)-thiourea 
• 119609-54-0 1-(4-Chloro-phenyl)-3-(2,5-dimethyl-furan-3-carbonyl)-thiourea 
• 119609-51-7 1-(2,5-Dimethyl-furan-3-carbonyl)-3-(2-hydroxy-phenyl)-thiourea 
• 119609-48-2 1-(2,5-Dimethyl-furan-3-carbonyl)-3-(4-methoxy-phenyl)-thiourea 
• 119609-55-1 1-(2,5-Dimethyl-furan-3-carbonyl)-3-(4-nitro-phenyl)-thiourea 

Relevant articles and documents

Design and synthesis of heteroaromatic-based benzenesulfonamide derivatives as potent inhibitors of H5N1 influenza A virus

Influenza A virus is an enveloped negative single-stranded RNA virus that causes febrile respiratory infection and represents a clinically challenging threat to human health and even lives worldwide. Even more alarming is the emergence of highly pathogenic avian influenza (HPAI) strains such as H5N1, which possess much higher mortality rate (60%) than seasonal influenza strains in human infection. In this study, a novel series of heteroaromatic-based benzenesulfonamide derivatives were identified as M2 proton channel inhibitors. A systematic investigation of the structure-activity relationships and a molecular docking study demonstrated that the sulfonamide moiety and 2,5-dimethyl-substituted thiophene as the core structure played significant roles in the anti-influenza activity. Among the derivatives, compound 11k exhibited excellent antiviral activity against H5N1 virus with an EC50 value of 0.47 μM and selectivity index of 119.9, which are comparable to those of the reference drug amantadine.

Design, synthesis and antifungal activity of novel furancarboxamide derivatives

Twenty-seven novel furancarboxamide derivatives with a diphenyl ether moiety were synthesized and evaluated for their antifungal activity against Rhizoctonia solani, Botrytis cirerea, Valsa Mali and Sphaceloma ampelimum. Antifungal bioassay results indicated that most compounds had good or excellent fungicidal activities for R. solani and S. ampelimum at 20 mg L-1. Among synthesized compounds, compound 18e showed a greater inhibitory effect against S. ampelimum, with half maximal effective concentration (EC50) values of 0.020 mg L-1. This strong activity rivals currently used commercial fungicides, such as Boscalid and Carbendazim, and has great potential as a lead compound for future development of novel fungicides.

Design, synthesis and in vitro antibacterial/antifungal evaluation of novel 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7(1-piperazinyl)quinoline-3-carboxylic acid derivatives

A series of 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7(1-piperazinyl)quinoline-3-carboxylic acid (norfloxacin) derivatives were prepared according to the principle of combinating bioactive substructures and tested for their activities against five plant pathogenic bacteria and three fungi in vitro. The preliminary bioassays indicated that almost all synthesized target compounds retained the antibacterial activities of norfloxacin and had some antifungal activities as carboxylic acid amide compounds. The activities of compounds 1 and 22 against Xanthomonas oryzae were better than norfloxacin and all tested compounds had better antibacterial activities as compared to the agricultural streptomycin sulfate (a commercial bactericide) against X. oryzae, Xanthomonas axonopodis and Erwinia aroideae. Additionally, compounds 2 and 20 displayed good antifungal activities against Rhizoctonia solani and their inhibition of growth reached 83% and 94% respectively at the concentration of 200 mg/L.