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2-Furanmethanol (furfuryl alcohol) is a primary organic compound containing a furan substituted with a hydroxymethyl group.
2-Furanmethanol (furfuryl alcohol) is miscible with but unstable in water.
2-Furanmethanol (furfuryl alcohol) is soluble in common organic solvents.
CAS Number: 98-00-0
Molecular Formula: C5H6O2
Molecular Weight: 98.1
EINECS Number: 202-626-1
Synonyms: 2-Furanmethanol (furfuryl alcohol), 98-00-0, 2-Furanmethanol, 2-Furylmethanol, furan-2-ylmethanol, 2-Furancarbinol, 2-Furanmethanol (furfuryl alcohol), 2-Furylcarbinol, 2-Furanylmethanol, Furfuranol, 2-2-Furanmethanol (furfuryl alcohol), Furfurylalcohol, Furfuralcohol, 5-Hydroxymethylfuran, 2-(Hydroxymethyl)furan, Furyl alcohol, 2-Hydroxymethylfuran, Furylcarbinol, alpha-Furylcarbinol, Furan-2-yl-methanol, 2-Furfurylalkohol, Furfurylcarb, (2-furyl)methanol, Methanol, (2-furyl)-, 2-hydroxymethylfurane, 2-Furane-methanol, Furanmethanol, Furylcarbinol (VAN), NCI-C56224, 25212-86-6, 2-furanemethanol, FEMA No. 2491, Furan-2-methanol, NSC 8843, (furan-2-yl)methanol, CCRIS 2922, HSDB 711, DTXSID2025347, CHEBI:207496, EINECS 202-626-1, Furfurylalcohol-d2, Qo 2-Furanmethanol (furfuryl alcohol), UNII-D582054MUH, BRN 0106291, .alpha.-Furylcarbinol, alpha-2-Furanmethanol (furfuryl alcohol), AI3-01171, D582054MUH, NSC-8843, .alpha.-2-Furanmethanol (furfuryl alcohol), DTXCID105347, EC 202-626-1, 5-17-03-00338 (Beilstein Handbook Reference), 2-Furanmethanol (furfuryl alcohol), 98%, (2-FURYL)-METHANOL (FURFURYLALCOHOL), 2-Furanmethanol (furfuryl alcohol) (IARC), 2-Furanmethanol (furfuryl alcohol) [IARC], 2-Furfurylalkohol [Czech], CAS-98-00-0, FURFURYLALCOHOLRESIN, UN2874, 2-Hydroxymethylfuran; 2-Furylmethanol; 2-Furfurylalcohol, furylmethanol, 2-Furfurylalcohol, FU2, alpha -Furylcarbinol, MFCD00003252, PFFA, (2-furyl)-Methanol, 2-Furanmethanol (furfuryl alcohol) [UN2874] [Poison], 2-Hydroxymethyl-Furan, alpha -2-Furanmethanol (furfuryl alcohol), 2-Furanmethanol (furfuryl alcohol), 8CI, 2- FURANCARBINOL, 2- FURANYLMETHANOL, 2-Furfurylalkohol(CZECH), Epitope ID:136037, 2-Furanmethanol (furfuryl alcohol) (furfurol), WLN: T5OJ B1Q, CHEM-REZ 200, 2-Furane-methanol (furfurol), 2-Furanmethanol (furfuryl alcohol) [MI], 2-Furanmethanol (furfuryl alcohol) [FCC], CHEMBL308187, 2-Furanmethanol (furfuryl alcohol) [FHFI], 2-Furanmethanol (furfuryl alcohol) [HSDB], CHEBI:53371, FEMA 2491, 2-Furanmethanol (furfuryl alcohol), >=97%, FG, NSC8843, 2-Furanmethanol (furfuryl alcohol), 2-Furylmethanol (ACD/Name 4.0), STR01021, Tox21_202102, Tox21_303093, 2-Furanmethanol (furfuryl alcohol), analytical standard, AKOS000119178, AM81811, UN 2874, 2-Furanmethanol (furfuryl alcohol) [UN2874] [Poison], 2-Furanmethanol (furfuryl alcohol), natural, >=95%, FG, NCGC00249166-01, NCGC00256987-01, NCGC00259651-01, 93793-62-5, F0076, FT-0626576, FT-0668910, EN300-19106, C20441, Q27335, A845784, J-521401, F0001-2310, Z104472794, InChI=1/C5H6O2/c6-4-5-2-1-3-7-5/h1-3,6H,4H.
2-Furanmethanol (furfuryl alcohol) can be mixed with water and many organic solvents such as Alcohol, Ether, Acetone etc but not dissolved in paraffin wax and other hydrocarbon products.
2-Furanmethanol (furfuryl alcohol) is a key ingredient in the production of furan resins, which are thermosetting polymers used as binders in foundry sands for casting metal and as adhesive and coating materials.
2-Furanmethanol (furfuryl alcohol) can be used in the production of plastics and polymers, particularly those with specialized properties, such as resistance to heat and chemicals.
2-Furanmethanol (furfuryl alcohol) has a purity of 98.5%.
2-Furanmethanol (furfuryl alcohol) is used in lubricants to enhance their performance.
2-Furanmethanol (furfuryl alcohol)-based resins can be considered eco-friendly due to their biodegradable nature, making them suitable for some environmentally sensitive
applications.
2-Furanmethanol (furfuryl alcohol) possesses a faint odor of burning and a bitter taste.
2-Furanmethanol (furfuryl alcohol) is miscible with but unstable in water.
2-Furanmethanol (furfuryl alcohol) is soluble in common organic solvents.
2-Furanmethanol (furfuryl alcohol) was used in the synthesis of continuous titanium carbide nanofibers/nanoribbon.
2-Furanmethanol (furfuryl alcohol) is an efficient trapping agent for singlet oxygen determination in natural waters.
2-Furanmethanol (furfuryl alcohol) is manufactured industrially by hydrogenation of furfural, which is itself typically produced from waste bio-mass such as corncobs or sugar cane bagasse.
As such 2-Furanmethanol (furfuryl alcohol) may be considered a green chemical.
One-pot systems have been investigated to produce 2-Furanmethanol (furfuryl alcohol) directly from xylose using solid acid catalysts.
2-Furanmethanol (furfuryl alcohol) is a colorless to pale yellow liquid with a faint, sweet, and somewhat nutty odor.
2-Furanmethanol (furfuryl alcohol) has a faint, burning odor.
2-Furanmethanol (furfuryl alcohol) is primarily used for the synthesis of furans resins which are used in thermoset polymer matrix composites, cements, adhesive and coatings.
2-Furanmethanol (furfuryl alcohol) plays an essential role in the production of foundry sand binder and has long been used to produce cores and molds for metal casting.
2-Furanmethanol (furfuryl alcohol) is clear, colorless to pale yellow liquid with an irritating odor.
Darkens to yellowish-brown on exposure to air.
2-Furanmethanol (furfuryl alcohol) a detection odor threshold concentration of 32 mg/m3 (8.0 ppmv) was determined by Jacobson et al.
2-Furanmethanol (furfuryl alcohol), reported found in roasted almonds, cooked apple, apple juice, roasted barley, beans, beef fat, canned beef stew, beer, brandy, white bread, cocoa, cocoa bean, roasted coffee, roasted flberts, honey, heated skim milk, dried mushrooms, roasted onion, yellow passion fruit, roasted peanuts, pineapple, popcorn, potato chips, roasted sesame seeds, cheeses, milk, meats, grape wines, cognac, whiskies, soybean products, coconut, corn oil, shrimps, clams and other sources.
2-Furanmethanol (furfuryl alcohol) undergoes many reactions including Diels–Alder additions to electrophilic alkenes and alkynes.
Hydroxymethylation gives 1,5-bis(hydroxymethyl)furan.
Hydrolysis gives levulinic acid.
Upon treatment with acids, heat and/or catalysts, 2-Furanmethanol (furfuryl alcohol) can be made to polymerize into a resin, poly(2-Furanmethanol (furfuryl alcohol)).
Hydrogenation of 2-Furanmethanol (furfuryl alcohol) can proceed to give hydroxymethyl derivative of tetrahydrofuran and 1,5-pentanediol.
The etherification reaction of 2-Furanmethanol (furfuryl alcohol) with alkyl or aryl halide (e.g. benzyl chloride) in the liquid-liquid-liquid triphase system with the help of a phase transfer catalyst also reported.
In the Achmatowicz reaction, also known as the Achmatowicz rearrangement, 2-Furanmethanol (furfuryl alcohol) is converted to a dihydropyran.
2-Furanmethanol (furfuryl alcohol) is an efficient trapping agent for singlet oxygen determination in natural waters.
Mechanism of acid-catalyzed polycondensation of 2-Furanmethanol (furfuryl alcohol) has been investigated
Other applications include as a fuel and wood treatment.
In industry, 2-Furanmethanol (furfuryl alcohol) is manufactured through either direct reduction of furfural, or through the disproportionation via the Cannizaro reaction in NaOH solution.
The basic raw materials for its manufacturing are waste vegetable materials such as rice hulls, sugar cane bagasse, oat hulls or corncobs.
2-Furanmethanol (furfuryl alcohol) is an organic compound containing a furan substituted with a hydroxymethyl group.
2-Furanmethanol (furfuryl alcohol) is clear colorless organic liquid having a furan substituted with a hydroxymethyl group.
2-Furanmethanol (furfuryl alcohol) is a colorless to amber liquid that darkens on exposure to light.
2-Furanmethanol (furfuryl alcohol) is a chemical compound with the formula C5H6O2.
2-Furanmethanol (furfuryl alcohol) is an organic compound that contains both alcohol and furan functional groups.
Furan resins are valued for their high resistance to heat and chemicals.
2-Furanmethanol (furfuryl alcohol) is used as a solvent in various industrial applications, such as for extracting and refining certain chemicals, as well as in the synthesis of other organic compounds.
2-Furanmethanol (furfuryl alcohol) serves as a starting material for the synthesis of various chemical intermediates, including pharmaceuticals, herbicides, and flavors.
2-Furanmethanol (furfuryl alcohol) is sometimes used as a flavoring agent in the food industry, providing a nutty, caramel-like flavor to certain foods and beverages.
Furfural is an almond-scented, oily, colorless liquid that turns yellow to dark brown when exposed to air.
Therefore oxidation, esterification, and etherification are its typical reactions.
2-Furanmethanol (furfuryl alcohol) is a chemical compound containing furan substituted with a hydroxymethyl group.
2-Furanmethanol (furfuryl alcohol) is a colorless liquid, but aged samples appear amber.
2-Furanmethanol (furfuryl alcohol), produced by Silvateam, is a clear colorless organic liquid when pure, but becomes amber upon prolonged exposure to light and air.
2-Furanmethanol (furfuryl alcohol), produced in Argentina, is produced using a catalytic hydrogenation process at high pressure, starting from furfural.
2-Furanmethanol (furfuryl alcohol) is manufactured primarily by the hydrogenation of furfural, which is produced from organic biomass material such as corncobs, sugarcane bagasse and rice hulls.
Visually, 2-Furanmethanol (furfuryl alcohol) is a colorless liquid, but it can become amber in color when aged.
Melting point: -29 °C (lit.)
Boiling point: 170 °C (lit.)
Density: 1.135 g/mL at 25 °C (lit.)
vapor density: 3.4 (vs air)
vapor pressure: 0.5 mm Hg ( 20 °C)
refractive index: n20/D 1.486(lit.)
FEMA: 2491 | 2-Furanmethanol (furfuryl alcohol)
Flash point: 149 °F
storage temp.: Store below +30°C.
solubility: alcohol: soluble
form: Liquid
pka: 14.02±0.10(Predicted)
color: Clear yellow
PH: 6 (300g/l, H2O, 20℃)
Odor: Mildly irritating.
Odor Threshold: 8 ppm
Odor Type: bready
explosive limit: 1.8-16.3%(V)
Water Solubility: MISCIBLE
FreezingPoint: -29℃
Merck: 14,4305
JECFA Number: 451
BRN: 106291
Exposure limits NIOSH REL: TWA 10 ppm (40 mg/m3), STEL 15 ppm (60 mg/m3), IDLH 75 ppm; OSHA PEL: TWA 50 ppm; ACGIH TLV: TWA 10 ppm, STEL 15 ppm (adopted).
LogP: 0.3 at 25℃
2-Furanmethanol (furfuryl alcohol) is considered to be highly reactive and plays an active role in the production of binder compounds. Some of the most renowned properties of this chemical are its low viscosity and excellent solvent characteristics.
2-Furanmethanol (furfuryl alcohol) is used as an additive in lubricants to enhance their performance, particularly under high-temperature and extreme-pressure conditions.
2-Furanmethanol (furfuryl alcohol)-based resins are used in the production of synthetic materials like composites, which have applications in industries such as aerospace and automotive manufacturing.
2-Furanmethanol (furfuryl alcohol) can be found in various oilfield chemicals, such as drilling fluids and corrosion inhibitors.
2-Furanmethanol (furfuryl alcohol) is used in the textile industry to improve the fire resistance of certain fabrics.
In the leather industry, 2-Furanmethanol (furfuryl alcohol) can be part of tanning processes to improve leather quality.
2-Furanmethanol (furfuryl alcohol) was once used in photographic chemicals, although this application has largely been replaced by other compounds.
In certain specialized applications, such as in the production of casting molds for metal, 2-Furanmethanol (furfuryl alcohol)-based resins are valued for their high heat resistance and durability.
2-Furanmethanol (furfuryl alcohol)-based materials have been explored as potential components of biodegradable packaging materials, which can help reduce environmental waste.
Usually prepared from 2-Furanmethanol (furfuryl alcohol) that is obtained by the processing of corncobs; oil obtained by steam distillation of roasted coffee bean meal consists of 50% 2-Furanmethanol (furfuryl alcohol); prepared
industrially by the catalytic reduction of furfural using nickel and Cu-CrO catalysts.
2-Furanmethanol (furfuryl alcohol) can be used as a corrosion inhibitor in various industrial processes, including the protection of metals against corrosion and rust.
In some specialized applications, 2-Furanmethanol (furfuryl alcohol) has been used as a component in the formulation of rocket propellants.
2-Furanmethanol (furfuryl alcohol) can serve as an intermediate in the production of certain agricultural chemicals and herbicides.
2-Furanmethanol (furfuryl alcohol)-based resins are employed in the manufacture of biodegradable materials, which are environmentally friendly and can reduce environmental impact.
These attributes have made 2-Furanmethanol (furfuryl alcohol) an essential chemical in numerous industries.
2-Furanmethanol (furfuryl alcohol) is sometimes used as a flavoring agent in the food industry, adding a caramel-like or smoky note to certain food products.
In the fragrance industry, it can be employed to create unique fragrance profiles.
2-Furanmethanol (furfuryl alcohol) is considered a potential feedstock for the production of biofuels.
Researchers are exploring its use in the production of biofuels like biodiesel and bioethanol.
2-Furanmethanol (furfuryl alcohol)-based resins were used for wood preservation.
These resins can penetrate and protect wood from decay and insect damage.
2-Furanmethanol (furfuryl alcohol) is used in various chemical reactions as a reagent or intermediate for the synthesis of a wide range of compounds, including pharmaceuticals, agrochemicals, and specialty chemicals.
2-Furanmethanol (furfuryl alcohol) can be a precursor for the synthesis of pharmaceutical compounds.
2-Furanmethanol (furfuryl alcohol)-based resins are used as adhesives in applications where resistance to heat and chemicals is required.
2-Furanmethanol (furfuryl alcohol) may be utilized as a component in drilling fluids and other oilfield chemicals.
Some specialty synthetic fibers, such as those used in high-performance applications, can incorporate 2-Furanmethanol (furfuryl alcohol) in their production.
As a biodegradable and renewable resource, 2-Furanmethanol (furfuryl alcohol) is part of the growing interest in bio-based materials and chemicals as alternatives to petroleum-based products.
2-Furanmethanol (furfuryl alcohol) can be used as a reagent or solvent in various chemical reactions and experiments.
2-Furanmethanol (furfuryl alcohol) occurs naturally in yarrow, licorice, sesame seeds, clove flowers, and tea leaves (Duke, 1992).
Also detected in barrel-aged red, white, and model wines. Concentrations ranged from 3.5 mg/L in white wine after 55 wk of aging to 9.6 mg/L after 11 wk of aging.
Identified as one of 140 volatile constituents in used soybean oils collected from a processing plant that fried various beef, chicken, and veal products .
Uses Of 2-Furanmethanol (furfuryl alcohol):
2-Furanmethanol (furfuryl alcohol) is used as a solvent in various industrial applications, such as for extracting and refining certain chemicals.
2-Furanmethanol (furfuryl alcohol) can dissolve a wide range of substances.
2-Furanmethanol (furfuryl alcohol) may be used as a component in drilling fluids and other oilfield chemicals.
2-Furanmethanol (furfuryl alcohol) is employed as a reagent or solvent in various chemical reactions and experiments in research and laboratory settings.
2-Furanmethanol (furfuryl alcohol) can serve as an intermediate in the production of certain agricultural chemicals, including herbicides and pesticides.
2-Furanmethanol (furfuryl alcohol) can be used as a precursor or intermediate in the synthesis of pharmaceutical compounds.
2-Furanmethanol (furfuryl alcohol)-based resins are used as adhesives in applications where heat resistance and chemical resistance are required.
In the past, 2-Furanmethanol (furfuryl alcohol)-based resins were used for wood preservation.
These resins can penetrate wood and protect it from decay and insect damage.
2-Furanmethanol (furfuryl alcohol) is used in the textile industry to improve the fire resistance of certain fabrics, making them suitable for protective clothing and industrial applications.
2-Furanmethanol (furfuryl alcohol) can be part of the tanning process for leather to improve leather quality and durability.
2-Furanmethanol (furfuryl alcohol)-based resins are used in the production of synthetic materials, including composites used in industries such as aerospace and automotive manufacturing.
2-Furanmethanol (furfuryl alcohol) is found in various oilfield chemicals, such as drilling fluids and corrosion inhibitors, used in the oil and gas industry.
2-Furanmethanol (furfuryl alcohol) was used in photographic chemicals in the past, although this application has largely been replaced by other compounds.
2-Furanmethanol (furfuryl alcohol)-based materials have been explored as components of biodegradable packaging materials, which can help reduce environmental waste.
In the context of sustainability and environmental protection, 2-Furanmethanol (furfuryl alcohol) has been considered for use in the production of biodegradable plastics.
2-Furanmethanol (furfuryl alcohol) has been used as a carbon source in the synthesis of titanium carbide nanofibers/nanoribbons, applicable in the carbide-derived carbon (CDC) material preparation.
2-Furanmethanol (furfuryl alcohol) has been obtained by yeast reduction of furfural.
2-Furanmethanol (furfuryl alcohol) is used as solvent and in the manufacturing of wetting agents, resins.
The primary use of 2-Furanmethanol (furfuryl alcohol) is as a monomer for the synthesis of furan resins.
These polymers are used in thermoset polymer matrix composites, cements, adhesives, coatings and casting/foundry resins.
Polymerization involves an acid-catalyzed polycondensation, usually giving a black cross-linked product.
2-Furanmethanol (furfuryl alcohol) a highly simplified representation is shown below.
2-Furanmethanol (furfuryl alcohol) has been used in rocketry as a fuel which ignites hypergolically (immediately and energetically in contact) with white fuming nitric acid or red fuming nitric acid oxidizer.
The use of hypergolics avoids the need for an igniter.
In late 2012, Spectra, a concept liquid rocket engine using white fuming nitric acid as the oxidizer to 2-Furanmethanol (furfuryl alcohol) fuel was static tested by Copenhagen Suborbitals.
2-Furanmethanol (furfuryl alcohol) is used in the following products: polymers, laboratory chemicals and coating products.
Release to the environment of 2-Furanmethanol (furfuryl alcohol) can occur from industrial use: formulation of mixtures.
2-Furanmethanol (furfuryl alcohol) serves as a starting material for the synthesis of various chemical intermediates, including pharmaceuticals, herbicides, and flavors.
2-Furanmethanol (furfuryl alcohol) is used to produce other organic compounds.
In the food industry, 2-Furanmethanol (furfuryl alcohol) can be used as a flavoring agent to provide a nutty or caramel-like flavor to certain food and beverage products.
2-Furanmethanol (furfuryl alcohol) is used in the production of plastics and polymers.
These materials often have specialized properties, such as resistance to heat and chemicals.
In some cases, 2-Furanmethanol (furfuryl alcohol) is included in lubricants to improve their performance, particularly in applications where high-temperature stability is required.
2-Furanmethanol (furfuryl alcohol) is used as a corrosion inhibitor to protect metals against corrosion and rust.
2-Furanmethanol (furfuryl alcohol) can be applied in various industrial processes.
In specialized applications, 2-Furanmethanol (furfuryl alcohol) has been used as a component in the formulation of rocket propellants.
2-Furanmethanol (furfuryl alcohol)-based resins are considered eco-friendly and biodegradable, making them suitable for environmentally sensitive applications and products.
2-Furanmethanol (furfuryl alcohol) is used in the following products: polymers and laboratory chemicals.
2-Furanmethanol (furfuryl alcohol) is used in the following areas: scientific research and development.
2-Furanmethanol (furfuryl alcohol) is used for the manufacture of: chemicals and plastic products.
Release to the environment of 2-Furanmethanol (furfuryl alcohol) can occur from industrial use: for thermoplastic manufacture, in processing aids at industrial sites and in the production of articles.
2-Furanmethanol (furfuryl alcohol) is a key ingredient in the production of furan resins, which are thermosetting polymers used as binders in foundry sands for casting metal.
These resins are prized for their resistance to heat, chemicals, and abrasion.
Safety Profile Of 2-Furanmethanol (furfuryl alcohol):
2-Furanmethanol (furfuryl alcohol) may be transported in a molten form.
Poison by ingestion, skin contact, and subcutaneous routes.Moderately toxic by inhalation and intraperitoneal routes. Mutation data reported.
Flammable when exposed to heat or flame; can react with oxidtzing materials.
Moderate explosion hazard when exposed to heat or flame.
Reacts violently with acids (e.g., formic acid, cyanoacetic acid + heat).
Ignites on contact with 85% hydrogen peroxide. To fight fire, use alcohol foam, CO2, dry chemical.
When heated to decomposition it emits acrid smoke and fumes.
Inhalation causes headache, nausea, and irritation of nose and throat.
Vapor irritates eyes; liquid causes inflammation and corneal opacity.
Contact of skin with liquid causes dryness and irritation.
Ingestion causes headache, nausea, and irritation of mouth and stomach.
Fire Hazard Of 2-Furanmethanol (furfuryl alcohol):
Combustible material: may burn but does not ignite readily.
When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards.
Contact with metals may evolve flammable hydrogen gas.
