1145987-33-2

Basic information

• Product Name: 2,5-bis(m-tolyl)furan
• Synonyms: 2,5-bis(m-tolyl)furan
• CAS NO: 1145987-33-2
• Molecular Weight: 248.324
• Mol File: 1145987-33-2.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 2,5-bis(m-tolyl)furan(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-bis(m-tolyl)furan(1145987-33-2)
• EPA Substance Registry System: 2,5-bis(m-tolyl)furan(1145987-33-2)

Safety Data

• Hazardous Substances Data: 1145987-33-2(Hazardous Substances Data)

Upstream product

• 17933-03-8 m-tolylboronic acid 
• 29835-27-6 3-(3-methylphenyl)prop-2-ynoic acid 
• 766-82-5 1-ethynyl-3-methyl-benzene 
• 40230-90-8 (2-(3-methylphenyl)ethynyl)trimethylsilane 
• 625-95-6 3-Iodotoluene 
• 32460-00-7 2,5-dibromofuran 
• 26919-48-2 tri-m-tolylbismuth 
• 33675-43-3 1-(bromo-ethynyl)-3-methyl-benzene 

Relevant articles and documents

Gold-catalyzed formation of C-O and C-C bonds: An efficient domino reaction synthesis of functionalized furans

An efficient gold-catalyzed domino reaction for the synthesis of furan derivatives from haloalkynes has been described. This transformation has provided a new route for the formation of C-O and C-C bonds that prepare functionalized furans.

Palladium-Catalyzed Cross-Coupling of Furfuryl Alcohols with Arylboronic Acids via Aromatization-Driven Carbon?Carbon Bond Cleavage to Synthesize 5-Arylfurfuryl Alcohols and 2,5-Diaryl Furans

Herein we report a protocol for novel palladium-catalyzed cross-coupling reactions of sustainably produced primary furfuryl alcohols with arylboronic acids to deliver 5-arylfurfuryl alcohols and 2,5-diaryl furans. Hammett plot analysis suggested that the reaction mechanism involved aromatization-driven cleavage of the carbon?carbon bond of a furan oxonium ion intermediate. This protocol provides a simple, practical way to transform 5-hydroxymethylfurfural into useful compounds. (Figure presented.).

A general approach to arylated furans, pyrroles, and thiophenes

A general and practical synthetic method for aryl-substituted five-membered heterocycles has been developed. In the presence of KOH (30%), 1,4-diaryl-1,3-butadiynes undergo the cyclocondensation reaction with water, primary amines, and Na2S·9H2O in DMSO at 80 °C to afford 2,5-diarylfurans, 1,2,5-trisubstituted pyrroles, and 2,5-diarylthiophenes in good to high yields. Further studies have disclosed that aryl-substituted five-membered heterocycles can be also synthesized by a one-pot, two-step strategy from the terminal alkynes in DMSO firstly catalyzed by CuCl, and then via addition of KOH to promote the cyclocondensation of 1,3-butadiynes generated in situ.