Furfural acetone

In a 5-I. round-bottom flask equipped with a mechanical stirrer are mixed 385 g. (335 cc.) (3.8 moles) of 95 per cent furfural (Org. Syn. 1, 49) (Note 1) and 3 1. of water. Then 500 g. (630 cc.) (8.6 moles) of acetone is added. The mixture is stirred and cooled to io° and to it is added 75 cc. of 33 per cent sodium hydroxide solution (Note i), whereupon some heat is generated. Without cooling, the stirring is continued for four hours. At the end of this time 10 per cent sulfuric acid is added until the mixture is acid to litmus (about 350 cc.) (Note 2). The two layers which have formed are separated and the upper aqueous layer is distilled (Note 3) under ordinary pressure until the distillate no longer forms two layers. The bottom layer of this distillate is added to the original lower layer and distilled under reduced pressure from a i-l. modified Claiscn flask (Org. Syn. 1, 40) provided with an air condenser and heated in an oil bath. The 

When the alkali is neutralized, the mixture loses its milky appearance and forms definite layers. 

The distillation of the water layer may be omitted, since it yields only 10-20 g. of the product. 

A large residue of higher boiling material remains in the flask. This residue contains much difurfuralacetone, the formation of which takes place to a considerable extent in spite of the large excess of acetone used. 

The highest melting point recorded in the literature is 39-40°. The crystals gradually become reddish on standing even in the dark. This change is much slower when freshly distilled furfural is used. 

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Furfural—acetone resins have been used to form resin-aggregate mixtures referred to as organic concretes. Despite the reportedly excellent properties, there has been virtually no commercial use of such resins outside the former Soviet Union. The stmctures and polymerization mechanisms of these furfural—aldehyde—ketone polymers are discussed in a review (6). 

The method 1 of condensation of furfural with acetone in the presence of bases is the only one reported as giving furfural-acetone. 

Other 2-substituted furan derivatives, including 2-furfurylamine and 2-meth-ylfuroate, have been condensed with aldehydes or ketones to form difunctional difuryl alkane derivatives (61). Previously, the condensation of 2-methylfuran with aldehydes and ketones, including formaldehyde, furfural, acetone, and the... 

Furfural 69, which can be manufactured from hardwood waste, is used for the manufacturing of a furfural-acetone monomer <2000MI15>. This monomer is then used to obtain furfural resins which are suitable as binders for the production of particleboards. In a further application, these furan resins of low toxicity have been used as adhesives in the manufacture of plywood <1999MI24>. The use of such resins is recommended as it leads to products with advantageous economic and ecological indicators. The result is plywood with good physiomechanical properties when the Monomer furfuryl alcohol (FA) was used as the adhesive. 

In a second step, the olefins are isolated firom eadi of these effluents by extractive distillation, for example using furfural, acetone, acetonitrile, or other solvents. Extractive... 

Faba, L., Diaz, E., Ordonez, S., 2011. Performance of bifunctional Pd/MxNyO (M = Mg, Ca N = Zr, Al) catalysts for aldolization-hydrogenation of furfural-acetone mixmres. Catalysis Today 164, 451—456. 

Furfural condenses with acetone in the presence of sodium hydroxide solution to yield 2-furfuralacetone (compare Bemalacelone, Section IV,128) ... 

Furfural reacts with ketones to form strong, crosslinked resins of technical interest in the former Soviet Union the U.S. Air Force has also shown some interest (42,43). The so-called furfurylidene acetone monomer, a mixture of 2-furfurylidene methyl ketone [623-15-4] (1 )> bis-(2-furfurylidene) ketone [886-77-1] (14), mesityl oxide, and other oligomers, is obtained by condensation of furfural and acetone under basic conditions (44,45). Treatment of the "monomer" with an acidic catalyst leads initially to polymer of low molecular weight and ultimately to cross-linked, black, insoluble, heat-resistant resin (46). 

Solubility Soluble in furfural and acetone slightly soluble in common organic solvents insoluble in water. Not readily soluble in any of the liquid chemical warfare agents. 

Pyridylamine, see 2-Aminopyridine a-Pyridylamine, see 2-Aminopyridine p-Pyrine, see Pyrene Pyrinex, see Chlorpyrifos Pyroacetic acid, see Acetone Pyroacetic ether, see Acetone Pyrobenzol, see Benzene Pyrobenzole, see Benzene Pyrofax, see Butane Pyroligneous acid, see Acetic acid Pyromucic aldehyde, see Furfural Pyropentylene, see Cyclopentadiene Pyrophosphoric acid, tetraethyl ester, see Tetraethyl pyrophosphate... 

Furanic black resins arising from furfural, furfuryl alcohol and furfurylidene acetone 3a are characterized by highly conjugated structures (6-8) their inhibiting power as radical scavengers was tested and turned out to be extremely nigh even in heterogeneous conditions, e.g. with the resin suspended in a monomer solution. 

The crude C4 fraction is extracted with acetone, furfural, or other solvents to remove alkanes such as -butane, isobutane, and small amounts of pentanes, leaving only 1- and 2-butenes and isobutene. The isobutene is removed by reaction with sulfuric acid and water because it reacts more easily, being able to form a tertiary carbocation. 

A plot of the 2 magnetization (Mz/Moo) as a function of the irradiation resonance offset is given in fig. 10 for an offset saturation experiment performed on the aldehydic proton of furfural for a degassed sample of furfural in acetone-de at a temperature of 262.5 0.5 K. 

Acetic acid, methanol, acetone, hydrocarbons, phenols, levoglucosan, furfural... 

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