FRCD

Furan is a colorless, flammable, highly volatile liquid with a boiling point close to room temperature. It is soluble in common organic solvents, including alcohol, ether and acetone, but is insoluble in water. It is toxic and may be carcinogenic. Furan is used as a starting point to other specialty chemicals. Furan is a heterocyclic organic compound, consisting of a five-membered aromatic ring with four carbon atoms and one oxygen. The class of compounds containing such rings are also referred to as furans. Furan is aromatic because one of the lone pairs of electrons on the oxygen atom is delocalized into the ring, creating a 4n+2 aromatic system (see Huckel's rule) similar to benzene. Because of the aromaticity, the molecule is flat and lacks discrete double bonds. The other lone pair of electrons of the oxygen atom extends in the plane of the flat ring system. The sp2 hybridization is to allow one of the lone pairs of oxygen to reside in a p orbital and thus allow it to interact within the pi-system. The Feist-Benary synthesis is a classic way to synthesize furans, although many syntheses have been developed. One of the simplest synthesis methods for furans is the reaction of 1,4-diketones with phosphorus pentoxide (P2O5) in the Paal-Knorr Synthesis. The thiophene formation reaction of 1,4-diketones with Lawesson's reagent also forms furans as side products. 2,4-Disubstituted furans can be synthesized by sulfone-mediated cyclization of 1,3-diketones

furan

YLQBMQCUIZJEEH-UHFFFAOYSA-N

InChI=1S/C4H4O/c1-2-4-5-3-1/h1-4H

C1=COC=C1

C1=COC=C1

        
            Tetrole
        
            1,4-Epoxy-1,3-butadiene
        
            FURAN
        
            Divinylene oxide
        
            110-00-9
        
            Furfuran
        
            Oxole
        
            Oxacyclopentadiene
        
            Furane
        
            Axole
        

                

                  
                    Predicted: Pesticide
                  

                
        

• Hydrocarbon derivatives
• Oxacyclic compounds
• Organooxygen compounds