General Description
A clear colorless liquid with a mild odor. Flash point 167°F. Vapors are heavier than air.
Reactivity Profile
Acetyl bromide reacts violently with alcohols or water [Merck 11th ed. 1989]. Mixtures of alcohols with concentrated sulfuric acid and strong hydrogen peroxide can cause explosions. Example: An explosion will occur if dimethylbenzylcarbinol is added to 90% hydrogen peroxide then acidified with concentrated sulfuric acid. Mixtures of ethyl alcohol with concentrated hydrogen peroxide form powerful explosives. Mixtures of hydrogen peroxide and 1-phenyl-2-methyl propyl alcohol tend to explode if acidified with 70% sulfuric acid [Chem. Eng. News 45(43):73. 1967; J, Org. Chem. 28:1893. 1963]. Alkyl hypochlorites are violently explosive. They are readily obtained by reacting hypochlorous acid and alcohols either in aqueous solution or mixed aqueous-carbon tetrachloride solutions. Chlorine plus alcohols would similarly yield alkyl hypochlorites. They decompose in the cold and explode on exposure to sunlight or heat. Tertiary hypochlorites are less unstable than secondary or primary hypochlorites [NFPA 491 M 1991]. Base-catalysed reactions of isocyanates with alcohols should be carried out in inert solvents. Such reactions in the absence of solvents often occur with explosive violence [Wischmeyer 1969].
Air & Water Reactions
Denser than water and soluble in water.
Health Hazard
Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
Chemical Properties
Colorless to light yellow liqui
Chemical Properties
Tetrahydrofurfuryl alcohol has a faint, warm, oily, caramellic odor with a coffee and nut-like flavor at very low levels (0.03 to 1 ppm).
Occurrence
Reported found in shoyu (fermented soya hydrolysate), coffee and fresh mango.
Application
Tetrahydrofurfuryl alcohol (THFA) is generally regarded as a "green" solvent in industrial applications. THFA is a low cost, biodegradable solvent mainly used as a reactive diluent for epoxy resins and is a good solvent for many of the curative and catalysts used in epoxy formulations. It is also used in the following applications:
Tetrahydrofurfuryl alcohol undergoes chemoselective hydrogenolysis catalyzed by Rh/SiO2 modified with ReOx species to yield 1,5-pentanediol. It undergoes lanthanum-mediated Michael-type addition reaction with maleate to form alkoxybutanedioic acid.
Tetrahydrofurfuryl alcohol was used as refractive-index matching solvent to ensure hard sphere suspension of silica particles for rheological measurements.
Tetrahydrofurfuryl alcohol may be used as an analytical reference standard for the quantification of the analyte in rats and smoke flavoring from rice husk using chromatography techniques.
Definition
ChEBI: Tetrahydrofurfuryl alcohol is a primary alcohol that is methanol in which one of the hydrogens of the methyl group has been replaced by a tetrahydrofuran-2-yl group. It has a role as a protic solvent. It is a primary alcohol and a member of oxolanes.
Preparation
By catalytic reduction of furfural with Raney-Ni; also by destructive hydrogenation of lignin.
Flammability and Explosibility
Notclassified(100%)
Carcinogenicity
Tetrahydro-2-furanmethanol
was not mutagenic to S. typhimurium strains
TA100, TA1535, TA1537, or TA98 in an in vitro gene mutation
assay or to E. coliWP2uvrA/pKM101 with or withoutmetabolic
activation. No chromosomal aberrations or polypoidy
were observed when tetrahydro-2-furanmethanol was added to
cultured Chinese hamster lung cells with or without metabolic
activation .