FURFURANOL
Furfuranol is primarily derived from agricultural byproducts rich in pentosans, such as corn cobs, oat hulls, sugarcane bagasse, and rice husks, through a process involving acid hydrolysis.
Furfuranol reacts with formaldehyde and leads to the formation of resinous condensation products that are widely used in the production of thermosetting resins and is particularly resistant to chemicals and solvents.
Furfuranol is used in the foundry industry as a polymeric binder for foundry sands and as a reactive diluent for phenolic and epoxy resins.
CAS Number: 98-00-0
EC Number: 202-626-1
Molecular Formula: C5H6O2
Molecular Weight: 98.10 g/mol
Synonyms: 2-(Hydroxymethyl)furan, 2-FURYLMETHANOL, 2-Furancarbinol, 2-Furane-methanol (furfurol), 2-Furanemethanol, 2-Furanmethanol (furfuryl alcohol), 2-Furanylmethanol, 2-Furfuryl alcohol, 2-Furfurylalkohol, 2-Furylcarbinol, 2-Hydroxymethylfurane, 2-hydroxymethylfuran, 5-Hydroxymethylfuran, ALPHA-FURFURYL ALCOHOL, FURYL ALCOHOL, Furan-2-methanol, Furfural alcohol, Furfuralcohol, Furfuranol, Furfurol, Furfuryl alcohol, Furylcarbinol, Methanol, (2-furyl)-, NCI-C56224, NSC 8843, Qo furfuryl alcohol, UN 2874, furanmethanol, furfuryl alcohol (furfurol), «alpha»-Furfuryl alcohol, «alpha»-Furylcarbinol, «alpha»-Furfuryl alcohol, «alpha»-Furylcarbinol, FA, Furfurol, 2-Furylmethanol, 2-Furan methanol, 2-furanemethanol, Furfuryl alcohol, 2-Furanylmethanol, (2-furyl)-methano, 2-Furfurylalkohol, 3-fluoro-D-alanine, 2-Furfuryl alcohol, alpha-Furylcarbinol, 2-Hydroxymethylfuran, 5-Hydroxymethylfuran, 2-hydroxymethylfurane, 2-Hydroxymethyklfuran, 2-furfur methy alcohol, 2-Furfuryl Alcohol (FA), 2-furfurylalkohol(czech), 2-Furanmethanol (furfuryl alcohol), (Furan-2-yl)methanol, Furan-2-ylmethanol, Furfuryl alcohol, 2-Furanmethanol, 2-Furancarbinol, 2-(Hydroxymethyl)furan, FURFURYL ALCOHOL, 98-00-0, 2-Furanmethanol, 2-Furylmethanol, furan-2-ylmethanol, 2-Furancarbinol, Furfural alcohol, 2-Furylcarbinol, 2-Furanylmethanol, Furfuranol, 2-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, 25212-86-6, 2-Furane-methanol, Furanmethanol, Furylcarbinol (VAN), NCI-C56224, 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, Qo furfuryl alcohol, UNII-D582054MUH, BRN 0106291, Furfurylalcohol-d2, .alpha.-Furylcarbinol, alpha-Furfuryl alcohol, AI3-01171, D582054MUH, NSC-8843, .alpha.-Furfuryl alcohol, DTXCID105347, EC 202-626-1, 5-17-03-00338 (Beilstein Handbook Reference), Furfuryl alcohol, 98%, (2-FURYL)-METHANOL (FURFURYLALCOHOL), FURFURYL ALCOHOL (IARC), FURFURYL ALCOHOL [IARC], 2-Furfurylalkohol [Czech], CAS-98-00-0, MFCD00003252, UN2874, furylmethanol, 2-Furfurylalcohol, alpha -Furylcarbinol, PFFA, methanol, 2-furyl-, (2-furyl)-Methanol, Furfuryl alcohol [UN2874], 2-Hydroxymethyl-Furan, alpha -Furfuryl alcohol, Furfuryl alcohol, 8CI, 2- FURANCARBINOL, 2- FURANYLMETHANOL, Epitope ID:136037, furfuryl alcohol (furfurol), WLN: T5OJ B1Q, CHEM-REZ 200, 2-Furane-methanol (furfurol), FURFURYL ALCOHOL [MI], FURFURYL ALCOHOL [FCC], CHEMBL308187, FURFURYL ALCOHOL [FHFI], FURFURYL ALCOHOL [HSDB], CHEBI:53371, FEMA 2491, Furfuryl alcohol, >=97%, FG, NSC8843, 2-Furanmethanol (furfuryl alcohol), 2-Furylmethanol (ACD/Name 4.0), STR01021, Tox21_202102, Tox21_303093, Furfuryl alcohol, analytical standard, AKOS000119178, UN 2874, Furfuryl alcohol [UN2874], Furfuryl alcohol, natural, >=95%, FG, NCGC00249166-01, NCGC00256987-01, NCGC00259651-01, 93793-62-5, DB-016149, DB-254877, F0076, NS00003728, 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-Furyl)methanol, 2-Furancarbinol, 2-Furane-methanol, 2-Furanylmethanol, 2-Furfuryl alcohol, 2-Furylcarbinol, 2-Furylmethanol, 2-Hydroxymethylfuran, 2-Hydroxymethylfurane, 5-Hydroxymethylfuran, alpha-Furylcarbinol, Furan-2-yl-methanol, Furfural alcohol, Furfuranol, Furylcarbinol, a-Furylcarbinol, Α-furylcarbinol, 2-Furanmethanol, (2-Furyl)-methanol, (2-FURYL)-methanol (furfurylalcohol), 2-(Hydroxymethyl)furan, 2-Furane-methanol (furfurol), 2-Furanemethanol, 2-Furanmethanol (furfuryl alcohol), 2-Furanmethanol, homopolymer, 2-Furfurylalkohol, 2-Furylmethanol (acd/name 4.0), alpha -Furfuryl alcohol, alpha -Furylcarbinol, alpha-Furfuryl alcohol, FEMA 2491, Furan-2-methanol, Furan-2-ylmethanol, Furanmethanol, Furfuralcohol, Furfurol, Furfuryl alcohol (furfurol), Furfuryl alcohol, 8ci, Furfurylcarb, Furyl alcohol, qo Furfuryl alcohol, 2-Furfuryl Alcohol, Furfuryl Alcohol, 2-Hydroxymethylfuran, Furan-2-ylmethanol, Furanol, 2-Furylcarbinol, Hydroxymethylfuran, Methanol Furan-2-yl, Furfuryl alcohol, α-Furfuryl alcohol, α-Furylcarbinol, Furfuralcohol, Furyl alcohol, Furylcarbinol, 2-(Hydroxymethyl)furan, 2-Furancarbinol, 2-Furanylmethanol, 2-Furfuryl alcohol, 2-Furylcarbinol, 2-Furylmethanol, 5-Hydroxymethylfuran, Furfural alcohol, Methanol, (2-furyl)-, NCI-C56224, 2-Furfurylalkohol, UN 2874, Qo furfuryl alcohol, 2-Furanemethanol, Furfurol, 2-Hydroxymethylfurane, Furan-2-methanol, Furfuranol, NSC 8843, furfuryl alcohol (furfurol), furanmethanol, 2-Furanmethanol (furfuryl alcohol), 2-Furane-methanol (furfurol), 2-Hydroxymethylfuran, 2-Furylmethanol, 2-Furfurylalcohol, 2-Furancarbinol, 2-Furanmethanol, 2-Furanylmethanol, 2-Furfuryl alcohol, 2-Furylcarbinol, 2-Furylmethanol, 2-Hydroxymethylfuran, 5-Hydroxymethylfuran, Furfural alcohol, Furfuralcohol, Furfuranol, Furfuryl alcohol, Furfurylcarb, Furyl alcohol, Furylcarbinol (VAN), Methanol, (2-furyl)-, alpha-Furylcarbinol, [ChemIDplus] UN2874, furan-2-ylmethanol,2-Furanmethanol, 2-(Hydroxymethyl)furan, 2-Furancarbinol, 2-Furanylmethanol, 2-Furfuryl Alcohol, 2-Furylcarbinol, 2-Furylmethanol, 2-Furylmethyl Alcohol, 5-Hydroxymethylfuran, Chem-Rez 200, Furfuralcohol, Furfuranol, Furylcarbinol, NSC 8843, ?-Furfuryl Alcohol, ?-Furylcarbinol,Furfuryl Alcohol, 2-Furanmethanol, 2-(Hydroxymethyl)furan, 2-Furancarbinol, 2-Furanylmethanol, 2-Furfuryl Alcohol, 2-Furylcarbinol, 2-Furylmethanol,2-Furylmethyl Alcohol, 5-Hydroxymethylfuran, Chem-Rez 200, Furfuralcohol, Furfuranol, Furylcarbinol, NSC 8843, α-Furfuryl Alcohol, α-Furylcarbinol, 2- FURANCARBINOL, FURFURALCOHOL, alpha-FURYLCARBINOL, 2-HYDROXYMETHYLFURAN, Furfuryl Alcohol, 2-Furylmethanol, 2-Hydroxymethylfuran, Furanol, Furylcarbinol, Hydroxymethylfuran, Methanol Furan-2-yl, Furfural Alcohol, 2-furylmethanol, 2-hydroxymethylfuran, Furfural alcohol, Furfuralcohol, 2-Furanmethanol, 2-Furylcarbinol, 2-Furancarbinol, Furan-2-ylmethanol, 2-Furylmethanol, 2-Hydroxymethylfuran,
Furfuranol is an organic compound characterized by its aromatic aldehyde functional group and furan ring structure.
Furfuranol is a colorless to yellowish liquid with a characteristic almond-like odor that darkens upon exposure to air and light due to polymerization and oxidation.
Furfuranol is primarily derived from agricultural byproducts rich in pentosans, such as corn cobs, oat hulls, sugarcane bagasse, and rice husks, through a process involving acid hydrolysis.
Widely used as a precursor in the production of furan-based chemicals, resins, and specialty solvents, Furfuranol is also employed as a selective solvent in petroleum refining and as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and flavoring agents.
Furfuranol is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 10 000 to < 100 000 tonnes per annum.
Furfuranol is used by professional workers (widespread uses), in formulation or re-packing, at industrial sites and in manufacturing.
Furfuranol is used in the foundry industry as apolymeric binder for foundry sands,
Furfuranol is used for Furan resins, Phenol resins,
Furfuranol is used Reactive diluent for phenolic and epoxyresins,
Furfuranol is a furan bearing a hydroxymethyl substituent at the 2-position.
Furfuranol has a role as a Maillard reaction product.
Furfuranol is a primary alcohol and a member of furans.
Furfuranol has been reported in Perilla frutescens, Zea mays, and other organisms with data available.
Furfuranol is an important organic chemical raw material.
Furfuranol, belongs to the class of organic compounds known as heteroaromatic compounds.
Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom.
Furfuranol's structure is that of a furan bearing a hydroxymethyl substituent at the 2-position.
Furfuranol is a sweet, alcoholic and bitter tasting compound.
Furfuranol has been detected, but not quantified, in several different foods, such as cereals and cereal products, potato, white mustards, arabica coffee, and cocoa and cocoa products.
This could make Furfuranol a potential biomarker for the consumption of these foods.
Furfuranol, belongs to the class of organic compounds known as heteroaromatic compounds.
Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom.
Based on a literature review a significant number of articles have been published on Furfuranol.
Furfuranol is a clear colorless organic liquid when pure, but becomes amber upon prolonged exposure to light and air.
Furfuranol, produced in Argentina, is produced using a catalytic hydrogenation process at high pressure, starting from furfural.
Furfuranol has a purity of 98.5%.
Furfuranol reacts with formaldehyde and leads to the formation of resinous condensation products that are widely used in the production of thermosetting resins and is particularly resistant to chemicals and solvents.
Furfuranol has applications in the fabrication of foundry resins, the ingredient production of P-series fuels, in liquid alkanes and in food production.
Furfuranol is also a very important intermediate in fine chemical synthesis and the polymer industry, and it is used as a chemical intermediate for the synthesis of lysine, vitamin C and levulinic acid and employed as a lubricant and as a dispersing agent.
Furfuranol is a primary organic compound containing a furan substituted with a hydroxymethyl group.
Furfuranol is an almond-scented, oily, colorless liquid that turns yellow to dark brown when exposed to air.
Therefore oxidation, esterification, and etherification are Furfuranol's typical reactions.
Furfuranol is miscible with but unstable in water.
Furfuranol is soluble in common organic solvents.
Furfuranol 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.
Furfuranol is produced by the hydrogenation of Furfural, bio-sourced from the bagasse of sugar cane.
Furfuranol is derived from furan and differs from the latter by an additional hydroxymethyl group.
Furfuranol forms on disproportionation of furfural and is a colorless to yellow liquid which is readily soluble in organic solvents (ethanol, benzene) but insoluble in kerosene.
Furfuranol is reactive in many ways.
Organic synthesis raw materials, can be prepared by levulinic acid (also known as acid), various properties of furan resin (such as Furfuranol resin, furan resin, II resin), Furfuranol urea formaldehyde resin, phenolic resin and anti-corrosion paint, anti-corrosion film, etc.
The cold resistance of the plasticizer made from the raw material is better than that of butyl and octanol esters.
Furan resin, varnish, pigment is a good solvent for rocket fuel.
In addition, Furfuranol is also used in synthetic fiber, rubber, pesticide and casting industry.
Furfuranol is a colorless to amber liquid with a faint, burning odor.
Furfuranol is darkens on exposure to light.
Furfuranol, belongs to the class of organic compounds known as heteroaromatic compounds.
Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom.
Furfuranol is a sweet, alcoholic, and bitter tasting compound.
Furfuranol is found, on average, in the highest concentration within beer.
Furfuranol has also been detected, but not quantified in, several different foods, such as teas (Camellia sinensis), coffee and coffee products, white mustards (Sinapis alba), herbal tea, and arabica coffees (Coffea arabica).
This could make Furfuranol a potential biomarker for the consumption of these foods.
Based on a literature review a significant number of articles have been published on Furfuranol.
Furfuranol is an organic compound containing a furan substituted with a hydroxymethyl group.
Furfuranol is a colorless liquid, but aged samples appear amber.
Furfuranol possesses a faint odor of burning and a bitter taste.
Furfuranol is miscible with but unstable in water.
Furfuranol is soluble in common organic solvents.
Furfuranol is a heterocyclic organic compound belonging to the aldehyde family, recognized for its versatility in industrial and chemical applications.
Furfuranol's molecular structure comprises a furan ring—a five-membered aromatic ring containing one oxygen atom—with an aldehyde group attached to the 2-position.
This configuration imparts unique chemical reactivity, making Furfuranol a vital intermediate in a wide array of chemical transformations.
Furfuranol is primarily produced through the acid-catalyzed hydrolysis of hemicellulose, a key component of lignocellulosic biomass, followed by dehydration of pentose sugars such as xylose.
This production method makes it a cornerstone in the biorefinery concept, as it utilizes renewable agricultural waste materials, contributing to the circular economy and promoting sustainable practices in the chemical industry.
In industrial settings, Furfuranol is extensively used as a solvent for refining lubricating oils and as a feedstock for the synthesis of a variety of furan derivatives, such as furfuryl alcohol, tetrahydrofuran (THF), and furan resins.
Furfuranol's polymerization potential allows for the formation of thermosetting resins used in casting, foundry molds, and composite materials.
Additionally, Furfuranol finds application in the manufacture of fungicides, pesticides, and flavors, as well as in the production of biofuels and advanced materials.
Furfuranol's physical properties, such as a boiling point of 161.7°C and a density of 1.159 g/cm³, alongside its solvent capabilities, make it suitable for niche applications in petroleum refining, where it selectively extracts aromatic hydrocarbons.
However, Furfuranol's handling requires careful attention due to its potential health hazards, including skin sensitization, respiratory irritation, and possible long-term toxicity with prolonged exposure.
Furfuranol’s significance has grown in recent years due to increasing interest in green chemistry and the transition toward bio-based chemicals.
Research continues to explore Furfuranol's potential for the development of novel materials, alternative fuels, and innovative industrial processes that align with environmental sustainability goals.
Uses of Furfuranol:
Furfuranol is an organic compound derived from furan, commonly used across various industries.
In resin production, Furfuranol plays a significant role in creating furan and phenolic resins, which are valued in foundry operations for their thermal and mechanical properties.
As a chemical intermediate, Furfuranol is vital in producing solvents, polymers, and agrochemicals.
Furfuranol also serves as a reactive diluent in epoxy resins, used in coatings, adhesives, and sealants.
In fuel and energy applications, Furfuranol is utilized as a binder in charcoal briquettes, enhancing combustion efficiency.
Additionally, Furfuranol is employed in wood treatment to enhance water resistance and structural strength.
Furfuranol functions as a solvent in various industrial processes and is important in the synthesis of certain pharmaceuticals and fragrances.
Although useful, Furfuranol must be handled carefully, as it is toxic and a potential carcinogen.
Proper protective measures and ventilation are necessary when working with Furfuranol to ensure safety.
The primary use of Furfuranol is as a monomer for synthesis of furan resins for bonding foundry sands for production of cores and moulds like HOT-BOX, WARM BOX and gas hardened processes as well as in the traditional FURAN-NO-BAKE system.
Secondary major use of Furfuranol is for corrosion-resistant, resinous mortars for joining corrosion- resistant tiles or bricks in the fabrication of reactors, storage tanks, fume stacks, and floors.
Furfuranol is used Solvents for dyes, resins and flavors; flavoring substances; manufacturing wetting agents, resins, polymers; aid in foundry-, dye-, varnish-, plastic- and electric- industry, corrosion-resistant sealants and cements.
Furfuranol is mainly used for the production of various properties of furan resin, furfuryl alcohol urea-.
Furfuranol is used Resin used in the foundry industry as apolymeric binder for foundry sands,
Furfuranol is used for Furan resins, Phenol resins,
Furfuranol is used Reactive diluent for phenolic and epoxyresins.
Furfuranol is used Solvent for films, coatings and resins.
Furfuranol is used Ranitidine intermediate,etc.
Furfuranol is used as a raw material for the synthesis of various furan-type resin, anti-corrosion coatings, is also a good solvent
Furfuranol is used for manufacture of foundry resins, characterized by low viscosity, good mechanical strength at metal melting temperature and low gas emission.
Furfuranol is used for production of corrosion resistant resins with a very competitive price.
Furfuranol is used for production of abrasive wheels and adhesives based on urea-formaldehyde resin due to its wetting - dispersant properties.
Furfuranol is used for production of tetrahydrofurfuryl alcohol (THFA) used as a solvent in the pharmaceutical industry.
Furfuranol is delivered by tank trucks, in 240kg steel drums, in 1,000kg tanks and in tank container holding 21 to 23t each and by tanker (300 ~ 400t).
The packaging used is made of steel and in an inert nitrogen gas atmosphere (N2), oxygen-free to prevent oxidation during transportation.
Furfuranol is used in the production of resins (e.g., furan resins) for foundry cores and molds
Furfuranol is used intermediate in the synthesis of organic chemicals and pharmaceuticals
Furfuranol is used solvent in industrial applications, including paints and varnishes
Furfuranol is used additive in adhesives and coatings for durability and water resistance
Furfuranol is used as a solvent and for the production of furan resins and, more recently, for chemical wood modification.
Furfuranol is used as a solvent and as an intermediate in the manufacturing of resins and wetting agents.
Furfuranol is used as a solvent for tanning agents, dyes, and resins.
Furfuranol is also used in sealants, cements, and furan and urea-formaldehyde polymers.
The most important use is in making poly(Furfuranol) resins to bind sand-based cores and molds in foundries and to produce plastics, cements, mortars, binders, and adhesives.
Resins made from Furfuranol are chemical-resistant and nonburning.
Furfuranol is used resins, composites.
The primary use of Furfuranol 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.
A highly simplified representation is shown below.
Because of its low molecular weight, Furfuranol can impregnate the cells of wood, where it can be polymerized and bonded with the wood by heat, radiation, and/or catalysts or additional reactants.
The treated wood (e.g. "Kebony") has improved moisture-dimensional stability, hardness, and decay and insect resistance; catalysts can include zinc chloride, citric, and formic acid, as well as borates
Furfuranol is an organic compound derived from furan.
Here are Furfuranol's primary uses:
Resin Production:
Furan Resins:
Furfuranol is used in the foundry industry for making molds and cores due to their excellent thermal and mechanical properties.
Phenolic Resins:
Combined with phenol to produce resins for coatings, adhesives, and laminates.
Chemical Intermediate:
Furfuranol is used as an intermediate in the synthesis of other chemicals, including solvents, polymers, and agrochemicals.
Coatings and Adhesives:
Furfuranol acts as a reactive diluent in epoxy resins for producing coatings, adhesives, and sealants.
Fuel and Energy Applications:
Biofuel Production:
Furfuranol can be converted into other bio-based chemicals or fuel additives.
Binder in Charcoal Briquettes:
Furfuranol is used as a binder in the production of briquettes for efficient combustion.
Wood Treatment:
Imparts water resistance and strength to wood by impregnating it with Furfuranol, which polymerizes within the wood structure.
Solvent:
Furfuranol is used as a solvent for resins, dyes, and other materials in industrial applications.
Pharmaceuticals and Fragrances:
Employed in the synthesis of certain pharmaceuticals and fragrances due to Furfuranol's furan-based structure.
Pesticides and Agrochemicals:
Furfuranol is used as a precursor in the manufacturing of some agrochemicals and pesticides.
Rocket fuel uses:
Furfuranol 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.
Mixtures of Furfuranol and aniline in different proportions were used in American MGM-5 Corporal ballistic missile and WAC Corporal and Aerobee sounding rockets.
Mixture of 41% of Furfuranol, 41% of xylidine and 18% of methanol, called Furaline, was used in France for experimental rocket engines for aircraft.
Widespread uses by professional workers:
Furfuranol is used in the following products: coating products.
Release to the environment of Furfuranol can occur from industrial use: formulation of mixtures.
Other release to the environment of Furfuranol is likely to occur from: indoor use and outdoor use resulting in inclusion into or onto a materials (e.g. binding agent in paints and coatings or adhesives).
Uses at industrial sites:
Furfuranol is used in the following products: polymers and laboratory chemicals.
Furfuranol is used in the following areas: scientific research and development.
Furfuranol is used for the manufacture of: chemicals and plastic products.
Release to the environment of Furfuranol can occur from industrial use: for thermoplastic manufacture, in processing aids at industrial sites and in the production of articles.
Other Uses:
Furfuranol is also used as a chemical building block for pharmaceutical drug synthesis, especially Ranitidine which goes into the formulation of the anti-ulcer drug.
Furfuranol is used as a solvent in petrochemical refining, Paint stripper and cleaning compound formulation, for refining lubricating oils, as a fungicide and weed killer.
Chemical feedstock for 5-membered oxygen heterocycles example in the production of tetrahydrofuran alcohol an important industrial solvent.
Benefits of Furfuranol:
Derived from renewable sources (furfural from biomass)
Versatile applications in industrial and commercial processes
Furfuranol enhances mechanical strength and thermal stability of materials
Properties of Furfuranol:
High reactivity due to its hydroxymethyl group and aromatic furan ring
Furfuranol exhibits good solvency for polar and nonpolar substances
Thermally stable under standard conditions
Synthesis of Furfuranol:
Furfuranol 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 Furfuranol may be considered a green chemical.
One-pot systems have been investigated to produce Furfuranol directly from xylose using solid acid catalysts.
Reactions of Furfuranol:
Furfuranol 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, Furfuranol can be made to polymerize into a resin, poly(furfuryl alcohol).
Hydrogenation of Furfuranol can proceed to give hydroxymethyl derivative of tetrahydrofuran and 1,5-pentanediol.
The etherification reaction of Furfuranol 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, Furfuranol is converted to a dihydropyran.
Preparation Method of Furfuranol:
The catalytic hydrogenation of Furfuranol to Furfuranol includes a liquid phase hydrogenation (medium pressure or high pressure) method, a gas phase hydrogenation method and a konizaro method.
Liquid phase hydrogenation method this method is to use a bubbling reactor to suspend the catalyst in Furfuranol, using Cu-CrCa series catalyst, chromium calcium from copper nitrate [Cu(N03)2.3H2 0], chromic ammonium acid [(NH4)2 Cr04], calcium nitrate [Ca(N03)2- 4H2 0] and NH3-H20, at 190~210 ℃, medium pressure (5 ~ 8MPa), obtained by hydrogenation reaction.
The reaction temperature of gas phase hydrogenation method is low, and the length-diameter ratio of the tubular reactor used can reach 100; The material passes through the bottom layer of the catalyst with piston flow pattern, which is beneficial to the inhibition of secondary hydrogenation, because of the high selectivity of the reaction, low consumption, basically eliminate the chromium pollution.
Konizarol method (self-oxidation-reduction method) Furfuranol reacts with sodium hydroxide, half is reduced to Furfuranol, and the other half is oxidized to the sodium salt of furoic acid.
This method does not need hydrogen, the equipment is simple; The disadvantage is that the main by-products each account for half, consume more solvent, separation trouble.
Nature of Furfuranol:
Furfuranol is a colorless, flowable liquid that turns brown or deep red when exposed to sunlight or air, is flammable and has a bitter taste.
Furfuranol is miscible with water, but unstable in water, soluble in ethanol, ether, benzene and chloroform, insoluble in petroleum hydrocarbons.
The vapor forms an explosive mixture with air.
History of Furfuranol:
The history of Furfuranol dates back to the late 19th and early 20th centuries, when it was first synthesized as a derivative of furan, a heterocyclic organic compound.
Early research into furan and its derivatives led to the discovery of Furfuranol, which proved to be a versatile chemical with various industrial applications.
By the 1920s and 1930s, Furfuranol was being used in the foundry industry to create furan resins, which were valued for their heat resistance in metal casting.
Over the following decades, Furfuranol's use expanded into the production of phenolic resins, coatings, adhesives, and plastics.
After World War II, Furfuranol became integral to many industrial processes, including wood treatment and the production of agrochemicals.
In recent years, as the world turned toward more sustainable and bio-based materials, Furfuranol has gained renewed attention for its potential in biofuel production and as an alternative to petroleum-derived chemicals.
Today, Furfuranol remains a critical component in numerous industries, from manufacturing to renewable energy.
Handling and Storage of Furfuranol:
Handling:
Always handle Furfuranol in a well-ventilated area to avoid inhalation of vapors.
Ensure proper protective equipment (PPE) such as gloves, goggles, and protective clothing are worn.
Avoid direct contact with skin and eyes.
Storage:
Store Furfuranol in tightly sealed containers in a cool, dry, and well-ventilated area away from heat, sparks, and open flames.
Furfuranol should be kept away from oxidizing agents and incompatible materials.
Ensure containers are labeled correctly to prevent accidental misuse.
Reactivity and Stability of Furfuranol:
Reactivity:
Furfuranol is reactive and can polymerize under certain conditions, especially in the presence of heat, acid, or base.
Avoid contact with strong oxidizers, acids, and bases.
Stability:
Furfuranol is relatively stable under normal conditions, but it can react violently with some chemicals like strong acids, bases, or oxidizing agents.
Furfuranol can undergo polymerization when exposed to heat or UV light.
First Aid Measures of Furfuranol:
Inhalation:
If inhaled, remove the affected person to fresh air immediately.
If breathing is difficult, provide oxygen and seek medical attention.
Skin Contact:
In case of skin contact, wash the affected area with plenty of soap and water.
Remove contaminated clothing and seek medical advice if irritation persists.
Eye Contact:
Rinse eyes immediately with plenty of water for at least 15 minutes.
Seek medical attention if irritation or injury persists.
Ingestion:
If swallowed, do not induce vomiting.
Rinse mouth with water and seek medical attention immediately.
If the person is conscious, give them water to drink to dilute Furfuranol.
Firefighting Measures of Furfuranol:
Flammability:
Furfuranol is flammable.
Furfuranol can catch fire easily if exposed to heat, flames, or sparks.
Extinguishing Media:
Use foam, dry chemical, carbon dioxide (CO2), or water spray to extinguish fires.
A water jet may be ineffective due to the potential for spreading the fire.
Firefighting Instructions:
Wear self-contained breathing apparatus (SCBA) and full protective gear when fighting a fire involving Furfuranol.
Cool containers with water to prevent them from overheating or rupturing.
Accidental Release Measures of Furfuranol:
Personal Precautions:
Evacuate the area immediately.
Wear appropriate PPE, including respiratory protection, gloves, and goggles.
Ensure adequate ventilation in the affected area.
Containment and Cleanup:
Contain the spill by using inert absorbent material like sand, earth, or vermiculite.
Avoid using combustible materials for cleanup.
Place contaminated materials into suitable, labeled containers for disposal.
Clean the area thoroughly with water after absorbing the spill.
Environmental Precautions:
Prevent the chemical from entering drains or water sources.
In case of environmental contamination, notify relevant authorities immediately.
Exposure Controls/Personal Protective Equipment of Furfuranol:
Exposure Limits:
Follow the guidelines for Furfuranol exposure, which may be specific to national or regional regulatory limits (e.g., TLV, OSHA limits).
Engineering Controls:
Use local exhaust ventilation or other engineering controls to minimize airborne concentrations of Furfuranol.
PPE:
Respiratory Protection:
If airborne concentrations exceed permissible levels, use a suitable respirator (e.g., an organic vapor respirator) or SCBA.
Skin Protection:
Wear chemical-resistant gloves (e.g., nitrile, rubber) and protective clothing to prevent skin contact.
Eye Protection:
Wear safety goggles or a face shield to protect against splashes.
Hygiene:
Wash hands thoroughly after handling Furfuranol and before eating, drinking, or smoking.
Identifiers of Furfuranol:
Chemical Name: Furfuranol
Molecular Formula: C5H6O2
Molecular Weight: 98.10 g/mol
EC Number: 202-626-1
CAS Number: 98-00-0
Monoisotopic Molecular Weight: 98.036779436
IUPAC Name: (furan-2-yl)methanol
Traditional Name: furfuryl alcohol
CAS Registry Number: 98-00-0
SMILES: OCC1=CC=CO1
InChI Identifier: InChI=1S/C5H6O2/c6-4-5-2-1-3-7-5/h1-3,6H,4H2
InChI Key: XPFVYQJUAUNWIW-UHFFFAOYSA-N
CAS: 98-00-0
EINECS: 202-626-1
InChI: InChI=1/C5H6O2/c6-4-5-2-1-3-7-5/h1-3,6H,4H2
Molecular Formula: C5H6O2
Molecular form: C5H6O2
Appearance: Yellow Oil
Mol. Weight: 98.1
Storage: 2-8°C Refrigerator
Shipping Conditions: Ambient
Applications: NA
Chemical Name: Furfuryl Alcohol
Molecular Formula: C5H6O2
Molecular Weight: 98.10 g/mol
EC Number: 202-626-1
CAS Number: 98-00-0
Systematic Name: Furfuranol
EPA Registry Name: Furfuranol
IUPAC Name: (Furan-2-yl)methanol
Comptox DTXSID: DTXSID2025347
Internal Tracking Number: 17681
CAS Number: 98-00-0
Substance Type: Chemical Substance
Molecular Formula: C5H6O2
Molecular Weight: 98.1 g/mol
Chemical Formula: C5H6O2
Average Molecular Weight: 98.0999
Properties of Furfuranol:
Appearance: Colorless to pale yellow liquid
Density: ~1.13 g/cm³ at 20°C
Melting Point: -29°C
Boiling Point: 171°C
Flash Point: 66°C (closed cup)
Solubility: Soluble in water and organic solvents like ethanol and ether
Odor: Characteristic, sweet, and slightly burnt odor
Density: 1.128 g/cm3
Melting point: −29 °C (−20 °F; 244 K)
Boiling point: 170 °C (338 °F; 443 K)
Solubility in water: miscible
Water Solubility: 34.3 g/L
logP: 0.25
logP: 0.27
logS: -0.46
pKa (Strongest Acidic): 13.75
pKa (Strongest Basic): -2.9
Physiological Charge: 0
Hydrogen Acceptor Count: 1
Hydrogen Donor Count: 1
Polar Surface Area: 33.37 Ų
Rotatable Bond Count: 1
Refractivity: 25.26 m³•mol⁻¹
Polarizability: 9.76 ų
Number of Rings: 1
Bioavailability: Yes
Rule of Five: Yes
Ghose Filter: No
Veber's Rule: Yes
MDDR-like Rule: No
Chemical Formula: C5H6O2
IUPAC name: (furan-2-yl)methanol
InChI Identifier: InChI=1S/C5H6O2/c6-4-5-2-1-3-7-5/h1-3,6H,4H2
InChI Key: XPFVYQJUAUNWIW-UHFFFAOYSA-N
Isomeric SMILES: OCC1=CC=CO1
Average Molecular Weight: 98.0999
Monoisotopic Molecular Weight: 98.036779436
Appearance: Colorless to light yellow color, transparent liquid
Molecular Weight: 98.10 g/mol
XLogP3: 0.3
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 2
Rotatable Bond Count: 1
Exact Mass: 98.036779430 g/mol
Monoisotopic Mass: 98.036779430 g/mol
Topological Polar Surface Area: 33.4 Ų
Heavy Atom Count: 7
Complexity: 54
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
Alternative Parents of Furfuranol:
Furans
Oxacyclic compounds
Primary alcohols
Hydrocarbon derivatives
Aromatic alcohols
Substituents of Furfuranol:
Heteroaromatic compound
Furan
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Aromatic alcohol
Primary alcohol
Organooxygen compound
Alcohol
Aromatic heteromonocyclic compound
Names of Furfuranol:
Regulatory process names:
2-Furancarbinol
2-Furanmethanol
2-Furanylmethanol
2-Furfuryl alcohol
2-Furfurylalkohol
2-Furylcarbinol
2-Furylmethanol
2-Hydroxymethylfuran
5-Hydroxymethylfuran
alpha-Furylcarbinol
Furfural alcohol
Furfuralcohol
Furfuranol
Furfuryl alcohol
FURFURYL ALCOHOL
Furfuryl alcohol
furfuryl alcohol
Furfurylcarb
Furyl alcohol
Furylcarbinol (VAN)
Methanol, (2-furyl)-
Translated names:
alcohol furfurílico (es)
alcool furfurilic (ro)
alcool furfurilico (it)
alcool furfurylique (fr)
alkohol furfurylowy 2-furylometanol (pl)
alkoħol tal-furfuril (mt)
furfuril alkohol (sl)
furfuril-alkohol (hr)
furfuril-alkohol (hu)
furfurilo alkoholis (lt)
furfurilspirts (lv)
furfurylalcohol (nl)
furfurylalkohol (da)
Furfurylalkohol (de)
furfurylalkohol (no)
furfurylalkohol (sk)
furfurylalkohol (sv)
furfurylalkohol (2-furyl)methanol (cs)
furfuryylialkoholi (fi)
furfurüülalkohol (et)
φουρφουρυλική αλκοόλη (el)
фурфурилов алкохол (bg)
IUPAC names:
(furan-2-yl)methanol
2-Furanmetanolo
2-Furanmethanol
2-furanmethanol
2-furylmethanol
alcool fulfurylique
furan-2-yl-methanol
FURAN-2-YLMETHANOL
furan-2-ylmethanol
Furfurol
FURFURYL ALCOHOL
Furfuryl Alcohol
Furfuryl alcohol
furfuryl alcohol
Furfuryl alcohol
furfuryl alcohol
Furfurylalkohol
Terpene Hydrocarbone
Trade names:
(2-Furyl)-methanol
2-furan carbinol
2-furanmethanol
2-furyl carbinol
2-hydroxymethyl furaan
2-hydroxymethyl furan
FA
Furfural Alcohol
Furfurol
Furfuryl Alcohol
Furfuryl alcohol
Furfurylalcohol
Furyl Alcohol
Other identifiers:
1262335-14-7
603-018-00-2
98-00-0
