2-Furan methanol

O-Heterocycles Furfural 2-Furanylethanone Furanmethanolacetate MARM ++ Hydroxymethylfurfural 2-MethyItetra (or dihydro) furanone 5-MethyI-2-furfural 2-Furanmethanol 2-Furan methanol (Fume) (RV = 0.995)... 

Synonyms include Furyl Carbinol, 2-Hydroxy Methyl Furan, 2-Furan Methanol, Furfuryl alcohol resin. Furan resin, FA resin, Poly(furfuryl alcohol). Prepolymers of FA. It is a raw material for organic synthesis, producing levulic acid, resin of various furane kinds in different properties, furfuryl alcohol urea formal resin and phenolic resin. It is a fine solvent for furane resin and oil varnish and pigment as well as used in rocket fuel. It is also used in the production of synthetic fibers, rubber, agricultural chemicals and foundry products. Furfuryl alcohol resins are derivatives of agricultural waste products and complex polymers that are formed in a condensation reaction that occurs when the furfuryl alcohol is acidified. The resins have low viscosity with an odor of furfuryl alcohol. The resin systems are highly reactive and can be catalyzed using a variety of active and latent acidic catalysts. When thermoset, the resins produce polymers that are heat resistant and extremely corrosion resistant to acids, bases and solvents. 

Zucker-(tosyl-hydrazone) werden mit Natrium-cyano-trihydrido-borat in Tetrahydro-furan/Methanol in Desoxyzucker iibergefiihrt5. 

In addition, compounds such as methyl pyrazine, furan methanol, acetyl furan, and several unidentified compounds with a buttery, caramel character were present only in the conventionally baked cake. 

Likewise, furfural (peak 16, 8.1 minutes) was observed in both microwave and conventionally baked cake, but at a significantly higher level in the latter. Methyl pyrazine (peak 15, 7.8 minutes), furan methanol (peak 17, 9.0 minutes), and acetyl furan (peak 22, 10.9 minutes), were present in the conventional cake samples as were two unidentified compounds (peaks 3 and 9, 3.3 and 5.0 minutes) observed to have buttery, caramel-like aromas. Several other minor peaks were also observed only in the conventional cake. It should be noted that a few nutty, brown, and potato type smells were detected in areas of the conventional cake chromatogram where no peaks were integrated. These aromas suggest the presence of other Maillard compounds in the extract at levels too low for instrumental detection. 

In the above condensation resist designs, the phenolic resin offers a reaction site as well as base solubility. Self-condensation of polymeric furan derivatives has been utilized as an alternative crosslinking mechanism for aqueous base development (Fig. 126) [375]. The copolymer resist is based on poly[4-hydroxy-styrene-co-4-(3-furyl-3-hydroxypropyl)styrene], which was prepared by radical copolymerization of the acetyl-protected furan monomer with BOCST followed by base hydrolysis. The furan methanol residue, highly reactive toward electrophiles due to a mesomeric electron release from oxygen that facilitates the attack on the ring carbons, readily yields a stable carbocation upon acid treatment. Thus, the pendant furfuryl groups serve as both the latent electrophile and the nucleophile. Model reactions indicated that the furfuryl carbocation reacts more preferentially with the furan nucleus than the phenolic functionality. 

Fig. 126 Acid-catalyzed self-condensation of polymeric furan methanol...

The osmium complex 201, prepared directly from furan methanol, was treated with MVK to give the complexed 3-pyrone 203 in good overall yield. The suggested mechanism involves Michael addition of the furan at C3 to give 202 followed by rearrangement. 

From the facts that on irradiation of the same thiinone in furan/methanol only the furan cycloadducts are formed, and that the formation of these cycloadducts is quenched on addition of -stilbene, it was stated [58] that the thiinone represents the first monocyclic cyclohexenone analogue undergoing... 

MWCNTs/poly(3- methylthiophene) (MWCNT-PMTH) In-situ chemical polymerization Pellets Methane, acetone, acetaldehyde, benz-aldehyde, tetrahydro-furan, methanol, and ethanol [36]... 

In the 1960 s some other furane methanols such as 315 were of interest for certain pyrethroids at that time, notably for kikuthrin [683] ... 

Ice-cooled aq.-methanolic KOH added quickly at 0° to a Dry Ice-acetone cooled, well-stirred soln. of 2,4,6-trinitrotoluene and fluorotrinitromethane in tetrahydro-furan-methanol, whereupon the temp, rises to ca. 5°, then begins to fall, and the product isolated when the temp, has again reached 0° -> a,2,4,6-tetranitrotoluene. Y 89%. M. E. Sitzmann, L. A. Kaplan, and I. Angres, J. Org. Chem. 42, 563... 

The oxidative reaction of furan with bromine in methanol solution or an electrochemical process using sodium bromide produces 2,5-dimethoxy-2,5-dihydrofuran (19), which is a cycHc acetal of maleic dialdehyde. The double bond in (19) can be easily hydrogenated to produce the corresponding succindialdehyde derivative. Both products find appHcation in photography and as embalming materials, as well as other uses. 

The chemical consequences of /3-protonation are illustrated further by the ring-opening reactions of furans with methanolic hydrogen chloride and of (V-substituted pyrroles with hydroxylamine hydrochloride (Scheme 11) (82CC800). 

The second group of reactions is called vicinal difunctionalization. They embrace the C2 and C3 positions of the furan ring simultaneously. Thus, complex 3 (X = O, R = R = R = H) reacts with benzaldehyde dimethyl acetal to give 4H-furanium cation (the product of electrophile addition at C4), which experiences further attack by the methoxide group with formation of the acetal 8 (950M2861). This reaction is possible in the presence of the Lewis acid (BF3—OEt2). Reaction with methyl vinyl ketone in methanol, when run in identical conditions. 

D) Preparation of 2-(1-Hydroxyethyi)-3-Methyi-5-(2-Oxo-2,5-Dihydro-4-Furyi)Benzo[b] Furan (3574 CB) 13,2 grams of compound 3556 CB of which the preparation is described in (C) are treated successively with 66 ml of methylene chloride, 27 ml of methanol and, with stirring, 1.6 grams of sodium borohydride added in stages. The reaciton takes 1 hour. The mixture is poured into water acidified with a sufficient amount of acetic acid, the solvents are stripped under vacuum, the crystalline product removed, washed with water, and recrystallized from ethyl acetate. Yield 90%. MP <=158°C. 

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