CAS Number: 98-01-1
EC Number: 202-627-7
Molecular Formula: C5H4O2
Molecular Weight: 96.08
2-Furaldehyde is an organic compound with the formula C4H3OCHO.
2-Furaldehyde is a colorless liquid, although commercial samples are often brown.
2-Furaldehyde has an aldehyde group attached to the 2-position of furan.
2-Furaldehyde is a product of the dehydration of sugars, as occurs in a variety of agricultural byproducts, including corncobs, oat, wheat bran, and sawdust.
2-Furaldehyde is a heterocyclic aldehyde.
2-Furaldehyde can be produced from agricultural raw materials containing pentosans and lignocellulosic feedstock.
2-Furaldehyde is denser than water and water-soluble.
2-Furaldehydes vapours are heavier than air.
2-Furaldehyde has a distinct caramel taste and smells somewhat like benzaldehyde.
2-Furaldehyde has a boiling point of 161.70C.
2-Furaldehyde is considered a major platform chemical that is used in the production of various other chemicals.
2-Furaldehyde strongly resembles benzaldehyde in its reactions as an aldehyde.
In the presence of strong aqueous alkali, 2-Furaldehyde undergoes a Cannizaro reaction.
2-Furaldehyde dimerizes furoin under the influence of potassium cyanide and by the action of ammonia is converted into hydro furamide (C4H3O-CH)3N2.
On exposure to air at room temperature, 2-Furaldehyde degrades into formic acid and formerly acrylic acid.
2-Furaldehyde is a crystalline solid, white in colour, and is used as a bactericide and a preservative.
2-Furaldehydes esters are fragrant liquids commonly used in perfumes and flavourings.
2-Furaldehyde is an arenecarbaldehyde that is slightly soluble in water and is used as a food flavouring agent.
2-Furaldehyde is also used as a fragrance agent for in-home products or similar industrial products.
2-Furaldehyde is an organic compound obtained upon dehydration of sugars, which is highly soluble in water and organic solvents.
2-Furaldehyde is used as an additive agent in the food industry and also in the production of various fuels and chemicals.
2-Furaldehyde is absent in fresh food but is naturally generated upon heating of sugar-containing food items.
2-Furaldehyde is one of the furan derivatives from hemicellulose present in lignocellulosic.
2-Furaldehyde is naturally obtained upon dehydration of xylose, which is a pentose sugar.
This heterocyclic and aromatic aldehyde consists of an aldehyde side group and a furan ring.
2-Furaldehyde is a colourless liquid and has an oily appearance with an almond-like odour.
2-Furaldehyde has various industrial purposes being a platform chemical that is used in the production of various other chemical compounds.
2-Furaldehyde is also used in the production of furan compounds.
2-Furaldehyde is also obtained from xylose, via dehydration.
2-Furaldehyde has various interesting properties, such as it thermosets easily, has physical strength and exhibits resistance to corrosion.
2-Furaldehyde appears as colorless or reddish-brown mobile liquids with a penetrating odor.
Flash point of 2-Furaldehyde is 140°F.
2-Furaldehyde is denser than water and soluble in water.
2-Furaldehyde vapors heavier than air.
2-Furaldehyde may be toxic by ingestion, skin absorption or inhalation.
2-Furaldehyde is an aldehyde that is furan with the hydrogen at position 2 substituted by a formyl group.
2-Furaldehyde has a role as a Maillard reaction product and a metabolite.
2-Furaldehyde is a member of furans and an aldehyde.
2-Furaldehyde derives from a furan.
2-Furaldehyde is a natural product found in Vitis rotundifolia, Campsis grandiflora, and other organisms.
The name 2-Furaldehyde comes from the Latin word furfur, meaning bran, referring to its usual source.
2-Furaldehyde is only derived from lignocellulosic biomass, i.e., its origin is non-food or non-coal/oil based.
PROPERTIES of 2-Furaldehyde:
vapor density: 3.31 (vs air)
vapor pressure: 13.5 mmHg ( 55 °C)
assay: 99%
form: liquid
autoignition temp.: 599 °F
expl. lim.: 19.3 %
refractive index: n20/D 1.525 (lit.)
bp: 162 °C (lit.)
mp: −36 °C (lit.)
2-Furaldehyde is an organic compound with the formula C4H3OCHO.
KEYWORDS:
98-01-1, 202-627-7, Artificial ant oil, 2-formylfuran, fural, alpha-Furfuraldehyde, UNII-DJ1HGI319P, .alpha.-Furole, NSC 8841, MFCD00003229
Aside from ethanol, acetic acid and sugar 2-Furaldehyde is one of the oldest renewable chemicals.
2-Furaldehyde is also found in many processed foods and beverages.
2-Furaldehyde dissolves readily in most polar organic solvents, but it is only slightly soluble in either water or alkanes.
2-Furaldehyde participates in the same kinds of reactions as other aldehydes and other aromatic compounds.
2-Furaldehyde exhibits less aromatic character than benzene, as can be seen from the fact that furfural is readily hydrogenated to tetrahydrofurfuryl alcohol.
When heated in the presence of acids, 2-Furaldehyde irreversibly polymerizes, acting as a thermosetting polymer.
2-Furaldehyde may be obtained by the acid catalyzed dehydration of 5-carbon sugars (pentoses), particularly xylose.
2-Furaldehydes may be obtained from pentosans obtained from hemicellulose present in lignocellulosic biomass.
Between 3% and 10% of the mass of crop residue feedstocks can be recovered as 2-Furaldehyde, depending on the type of feedstock.
In the laboratory, 2-Furaldehyde can be synthesized from plant material by heating with sulfuric acid or other acids.
With the purpose to avoid toxic effluents, an effort to substitute sulfuric acid with easily separable and reusable solid acid catalysts has been studied around the world.
The formation and extraction of xylose and subsequently 2-Furaldehyde can be favored over the extraction of other sugars with varied conditions, such as acid concentration, temperature, and time.
In industrial production, some lignocellulosic residue remains after the removal of the 2-Furaldehyde.
2-Furaldehyde is dried and burned to provide steam for the operation of the furfural plant.
Newer and more energy efficient plants have excess residue, which is or can be used for co-generation of electricity, cattle feed, activated carbon, mulch/fertiliser, etc.
2-Furaldehyde is found in many foods: coffee (55–255 mg/kg) and whole grain bread (26 mg/kg).
2-Furaldehyde is an important renewable, non-petroleum based, chemical feedstock.
2-Furaldehyde can be converted into a variety of solvents, polymers, fuels and other useful chemicals by a range of catalytic reduction.
Hydrogenation of 2-Furaldehyde provides furfuryl alcohol (FA), which is used to produce Furan resins, which are exploited in thermoset polymer matrix composites, cements, adhesives, casting resins and coatings.
Further hydrogenation of 2-Furaldehyde leads to tetrahydrofurfuryl alcohol (THFA), which is used as a solvent in agricultural formulations and as an adjuvant to help herbicides penetrate the leaf structure.
In another application as a feedstock, palladium-catalyzed decarbonylation on 2-Furaldehyde manufactures industrially furan.
Another important solvent made from 2-Furaldehyde is methyltetrahydrofuran.
2-Furaldehyde is used to make other furan derivatives, such as furoic acid, via oxidation, and furan itself via palladium catalyzed vapor phase decarbonylation.
2-Furaldehyde is also a specialized chemical solvent.
There is a good market for value added chemicals that can be obtained from 2-Furaldehyde.
2-Furaldehyde is used in the manufacture of furfural-phenol plastics such as Durite; in solvent refining of petroleum oils and in the preparation of pyromucic acid.
2-Furaldehyde is used as a solvent for nitrated cotton, cellulose acetate and gums; for accelerating vulcanization; in the synthesis of furan derivatives.
2-Furancarboxaldehyde, also known as 2-furaldehyde or a-furole, belongs to the class of organic compounds known as aryl-aldehydes.
2-Furaldehydes are compounds containing an aldehyde group directly attached to an aromatic ring.
Based on a literature review a significant number of articles have been published on 2-Furaldehyde.
2-Furaldehyde best known member of the furan family and the source of the other technically important furans.
2-Furaldehyde is a colourless liquid (boiling point 161.7 °C; specific gravity 1.1598) subject to darkening on exposure to air.
SPECIFICATIONS of 2-Furaldehyde:
Acidity: 0.02 eq/L max.
CAS Min %: 98.5
Density: 1.1600g/mL
Melting Point: -37°C
Flash Point: 60°C
MDL Number: MFCD00003229
Merck Index: 15,4333
2-Furaldehyde dissolves in water to the extent of 8.3 percent at 20 °C and is completely miscible with alcohol and ether.
2-Furaldehyde is used as a selective solvent for refining lubricating oils and rosin, and to improve the characteristics of diesel fuel and catalytic cracker recycle stocks.
2-Furaldehyde is employed extensively in the manufacture of resin-bonded abrasive wheels and for the purification of butadiene needed for the production of synthetic rubber.
The manufacture of nylon requires hexamethylenediamine, of which 2-Furaldehyde is an important source.
Condensation with 2-Furaldehyde provides furfural-phenolic resins for a variety of uses.
2-Furaldehyde is an organic compound produced from a variety of agricultural byproducts, including corncobs, oat, wheat bran, and sawdust.
The name 2-Furaldehyde comes from the Latin word furfur, meaning bran, referring to its usual source.
Aside from ethanol, acetic acid and sugar 2-Furaldehyde is one of the oldest renewable chemicals.
2-Furaldehyde is an essential renewable, non-petroleum based, chemical feedstock which is primarily composed of various agricultural byproducts, including oat husks, wheat bran, corncobs, and sawdust.
Chemically, 2-Furaldehyde is an organic compound belonging to an aldehyde of furan with the odor of almonds.
2-Furaldehyde is typically produced for industrial purposes, which can be used as a selective solvent in the process of refining lubricating oils and used in the manufacture of transportation fuels to improve the characteristics of diesel fuel and catalytic cracker recycle stocks.
Besides, furfural is applied widely for producing resin-bonded abrasive wheels and purifying butadiene needed for the manufacture of synthetic rubber.
2-Furaldehyde is also used to make other furan chemicals, such as furoic acid and furan itself.
Other products of furfural include weed killer, fungicide, other solvents and etc.
2-Furaldehyde is a colourless to amber-like oily liquid with an almond-like odour.
On exposure to light and air, 2-Furaldehyde turns reddish brown.
TECHNICAL INFORMATION of 2-Furaldehyde:
Physical State: Liquid
Storage: Store at room temperature
Melting Point: -38° C
Boiling Point: 162° C
Density: 1.16 g/mL at 25° C (lit.)
Refractive Index: n20/D 1.5261
2-Furaldehyde is used in making chemicals, as a solvent in petroleum refining, a fungicide.
2-Furaldehyde is incompatible with strong acids, oxidisers, and strong alkalis.
2-Furaldehyde undergoes polymerisation on contact with strong acids or strong alkalis.
2-Furaldehyde is produced commercially by the acid hydrolysis of pentosan polysaccharides from non-food residues of food crops and wood wastes.
2-Furaldehyde is used widely as a solvent in petroleum refining, in the production of phenolic resins, and in a variety of other applications.
Human exposure to furfural occurs during its production and use, as a result of its natural occurrence in many foods and from the combustion of coal and wood.
2-Furaldehyde is a colorless to yellow aromatic het erocyclic aldehyde with an almond-like odor.
Turns amber on exposure to light and air.
2-Furaldehyde has a characteristic penetrating odor typical of cyclic aldehydes.
2-Furaldehyde is prepared industrially from pentosans that are contained in cereal straws and brans; these materials are previously digested with diluted H2S04, and the formed furfural steam is distilled.
2-Furaldehyde is produced through hydrolysis of pentosan in agricultural byproducts (e.g., crop wastes).
2-Furaldehyde has a diverse applications which include as a solvent in various manufacturing industries (e.g., petroleum and automotive products), accelerant for vulcanization of rubber, raw material for manufacturing furan derivatives (e.g., tetrahydrofurfuryl alcohol) and synthetic resins, wetting agent, flavoring ingredient for foods (e.g., roasted coffee), fragrance in consumer and personal care products (e.g., fragrance cream, bath products, toiletries), and pesticides for controlling unwanted microorganisms, fungi, weeds, insects, and nematodes.
The application methods for pesticidal use include drip irritation, spray boom, sprinkler, and low-pressure back-pack spray.
2-Furaldehyde is the aldehydederivative of furan and occurs invarious essential oils and in fuseloil.
2-Furaldehyde is used as a solvent for extractingmineral oils and natural resinsand itself forms resins with somearomatic compounds.
2-Furaldehyde is obtained commercially by treating pentosan-rich agricultural residues (corncobs, oat hulls, cottonseed hulls, bagasse, rice hulls) with a dilute acid and removing the furfural by steam distillation.
Major industrial uses of furfuraldehyde include: the production of furans and tetrahydrofurans where the compound is an intermediate; the solvent refining of petroleum and rosin products; the solvent binding of bonded phenolic products; and the extractive distillation of butadiene from other C4 hydrocarbons.
2-Furaldehyde reacts with sodium hydrogen carbonate.
2-Furaldehyde also can react with strong oxidizers.
Molecular Weight: 96.08
XLogP3: 0.4
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 2
Rotatable Bond Count: 1
Exact Mass: 96.021129366
Monoisotopic Mass: 96.021129366
Topological Polar Surface Area: 30.2 Ų
Heavy Atom Count: 7
Formal Charge: 0
Complexity: 70.5
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
An exothermic resinification of almost explosive violence can occur upon contact with strong mineral acids or alkalis.
2-Furaldehyde is a yellowish liquidwith an aromatic odor, soluble in water and inalcohol, but not in petroleum hydrocarbons.
2-Furaldehyde darkens and gradually decomposes.2-Furaldehyde occurs in different forms in variousplant life and is obtained from complex carbohydratesknown as pentosans, which occur insuch agricultural wastes as cornstalks, corncobs,straw, oat husks, peanut shells, bagasse,and rice.
2-Furaldehyde is used for making syntheticplastics, as a plasticizer in other synthetic resins,as a preservative in weed killers, and as aselective solvent especially for removing aromaticand sulfur compounds from lubricatingoils.
2-Furaldehyde is also used for the making of butadiene,adiponitrile, and other chemicals.
Various derivatives of 2-Furaldehyde are not used,and these, known collectively as furans, are nowmade synthetically from formaldehyde andacetylene, which react to form butyl nedole.
2-Furaldehyde is used for lube oil refining and butadiene extraction; as a solvent for wood resin, nitrated cotton, cellulose acetate, and gums; in the produc tion of phenolic plastics, thermosetting resins, refined petroleum oils, dyes, and varnishes; in the manufacture of pyromucic acid, vulcanized rubber, insecticides, fungicides, herbicides, germicides, furan derivatives, polymers, and other organic chemicals.
APPLICATIONS of 2-Furaldehyde:
2-Furaldehyde undergoes hydrogenation in the vapor-phase over copper-containing catalysts to form furfuryl alcohol as the predominant product.
2-Furaldehyde may also be used to prepare gel precursors for phenol-furfural aerogels.
2-Furaldehyde has been employed as a standard for the HPLC quantification of furfural in the autohydrolysate liquor obtained from microwave-irradiated maize bran.
2-Furaldehyde may be used in the preparation of γ-valerolactone (GVL) and biofuel 2-methylfuran (51% yield).
Quality Level: 100
vapor density: 3.31 (vs air)
vapor pressure: 13.5 mmHg ( 55 °C)
assay: 99%
form: liquid
autoignition temp.: 599 °F
expl. lim.: 19.3 %
refractive index: n20/D 1.525 (lit.)
bp: 162 °C (lit.)
mp: −36 °C (lit.)
density: 1.16 g/mL at 25 °C (lit.)
SMILES string: [H]C(=O)c1ccco1
InChI: 1S/C5H4O2/c6-4-5-2-1-3-7-5/h1-4H
InChI key: HYBBIBNJHNGZAN-UHFFFAOYSA-N
Air & Water Reactions of 2-Furaldehyde:
2-Furaldehyde is flammable.
Furfural is sensitive to light and air.
Soluble in water, with mixing.
Fire Hazard:
Special Hazards of Combustion Products: Irritating vapors are generated when heated
Health Hazard:
Vapor may irritate eyes and respiratory system.
Liquid irritates skin and may cause dermatitis.
Reactivity Profile of 2-Furaldehyde:
FURFURAL reacts with sodium hydrogen carbonate.
Furfural also can react with strong oxidizers.
An exothermic resinification of almost explosive violence can occur upon contact with strong mineral acids or alkalis.
Furfural forms condensation products with many types of compounds, including phenol, amines and urea.
Nomenclature:
Chem. Abstr. Serv Reg. No.: 98-01-1
Chem. Abstr. Name: 2-Furancarboxaldehyde
IUPAC Systematic Name: 2-Furaldehyde
Synonyms:
Artificial ant oil
2-formylfuran
fural
furaldehyde
2-furanaldehyde
2-furancarbaldehyde
furancarbonal
2-furancarbonal
2-furfutal
furfuraldehyde
2-furfuraldehyde;
furfurol
furfurole
furfurylaldehyde
furole
a-furole
2-furylaldehyde
2-furylcarboxaldehyde
pyromucic aldehyde
furan-2-carbaldehyde
2-Furancarboxaldehyde
Furaldehyde
2-Furaldehydedehyde
2-Formylfuran
Fural
2-Furanaldehyde
2-Furancarbonal
2-2-Furaldehyde
2-2-Furaldehydedehyde
Furancarbonal
Furfurole
Furale
Furole
Furfurylaldehyde
Furol
2-Furylaldehyde
2-Furylcarboxaldehyde
Pyromucic aldehyde
2-Furyl-methanal
Artificial ant oil
Furan-2-carboxaldehyde
2-Furaldehydee
FURFURAL
2-Furaldehyde
furan-2-carbaldehyde
98-01-1
2-Furancarboxaldehyde
Furaldehyde
Furfuraldehyde
2-FormylfuranFural
2-Furanaldehyde
2-Furancarbonal
2-Furfural
2-Furfuraldehyde
Furancarbonal
Furfurole
Furale
Furole
Furfurylaldehyde
Furol
2-Furylaldehyde
2-Furylcarboxaldehyde
Pyromucic aldehyde
2-Furyl-methanal
Artificial ant oil
Furan-2-carboxaldehyde
Furfurale
Artificial oil of ants
Furyl-methanal
2-Furylmethanal
2-Furil-metanale
2-furancarbaldehyde
Fufural
alpha-Furole
2-Formylofuran
Nci-C56177
2-Formyl furan
furan-2-aldehyde
2-Furankarbaldehyd
Rcra waste number U125
alpha-Furfuraldehyde
UNII-DJ1HGI319P
.alpha.-Furole
NSC 8841
MFCD00003229
CHEBI:34768
DJ1HGI319P
2-Furancarboxaldehyde, homopolymer
Bran oil
Furane-2-carbaldehyde
NCGC00091328-01
Quakeral
DSSTox_CID_647
DSSTox_RID_75709
DSSTox_GSID_20647
Furfural (natural)
Ant Oil, artificial
Furfurale [Italian]
Caswell No. 466
2-Formylofuran [Polish]
2-Furankarbaldehyd [Czech]
CAS-98-01-1
2-Furil-metanale [Italian]
25067-38-3
FEMA No. 2489
CCRIS 1044
HSDB 542
EINECS 202-627-7
UN1199
RCRA waste no. U125
EPA Pesticide Chemical Code 043301
BRN 0105755
Furaldehydes
Furfuralu
a-furfuraldehyde
Qo furfural
AI3-04466
a-Furole
2-furanal
Ant Oil
Furfural ACS grade
furan-2 carbaldehyde
Furfural, 99%
2-furancarboxyaldehyde
2-Furaldehyde, 8CI
2-furan-carboxaldehyde
2-Furanocarboxyaldehyde
Furfuraldehyde(Furfural)
2-Furylaldehyde xypropane
WLN: T5OJ BVH
EC 202-627-7
5-17-09-00292 (Beilstein Handbook Reference)
BIDD:ER0698
Furfural, ACS reagent, 99%
CHEMBL189362
QSPL 006
QSPL 102
DTXSID1020647
FEMA 2489
Furan-2-carbaldehyde (Furfural)
NSC8841
Furfural, >=98%, FCC, FG
Furfural, for synthesis, 98.0%
NSC-8841
STR00358
ZINC3861345
Tox21_111114
Tox21_202191
Tox21_300170
BDBM50486229
Furaldehydes [UN1199] [Poison]
STL283124
AKOS000118907
AM81812
Furfural, analytical reference material
MCULE-5757882837
Furfural 100 microg/mL in Acetonitrile
Furfural, natural, >=98%, FCC, FG
Furfural, SAJ first grade, >=99.0%
NCGC00091328-02
NCGC00091328-03
NCGC00091328-04
NCGC00253954-01
NCGC00259740-01
BP-31002
DB-003668
CS-0015696
F0073
FT-0612462
A845786
Q412429
F1294-0048
UNII-N4G9GAT76C component HYBBIBNJHNGZAN-UHFFFAOYSA-N
2-formyl furan
formylfuran
2-furaldehyde
2-furan aldehyde
2-furan carbonal
2-furan carboxaldehyde
furan-2-carbaldehyde
furan-2-carboxaldehyde
2-furanaldehyde
2-furancarbonal
2-furancarboxaldehyde
2-furfural
furfural (furfuraldehyde) redist
furfural (natural)
furfural crude
furfural natural
furfural synthetic
furfural-refined flavor grade
furfuraldehyde
2-furfuraldehyde
a-furfuraldehyde
alpha-furfuraldehyde
furfuryl aldehyde
a-furole
2-furyl aldehyde
2-furyl carboxaldehyde
2-furyl methanal
2-furylcarboxaldehyde
2-furylmethanal
pyromucic aldehyde
Furfural [Wiki]
202-627-7 [EINECS]
2-Furaldehyd [German] [ACD/IUPAC Name]
2-Furaldehyde [ACD/IUPAC Name]
2-Furaldéhyde [French] [ACD/IUPAC Name]
2-Furanaldehyd
2-furanaldehyde
2-Furancarboxaldehyde [ACD/Index Name]
2-Furanecarbaldéhyde
2-furfural
2-Furfuraldehyde
98-01-1 [RN]
Aceton [German] [ACD/IUPAC Name]
formylfuran
Furaldehyde [Wiki]
Furan-2-carbaldehyde
Furan-2-carboxaldehyde
Furfuraldehyde
T5OJ BVH [WLN]
2-Formyl furan
2-FORMYLFURAN
2-Formylofuran [Polish]
2-Formylofuran
2-Furancarbaldehyde
2-furancarbonal
2-Furancarboxyaldehyde
2-Furankarbaldehyd [Czech]
2-Furil-metanale [Italian]
2-Furylaldehyde
2-Furylaldehyde xypropane
2-Furylcarboxaldehyde
2-furylmethanal
2-Furyl-methanal
5-17-09-00292 [Beilstein]
927866-58-8 [RN]
Azeton
Bran oil
E'2-Furaldehyde'
Formyl furan
FUFURAL
Fur-2-aldehyde
Fural
Furale
Furan-2-aldehyde
Furancarbonal
Furfural|furan-2-carbaldehyde
Furfural-d4 (Stabilized with BHT)
Furfurale [Italian]
Furfuralu
Furfurol [Wiki]
Furfurole
Furfurylaldehyde
Furol
Furole
Furyl-methanal
Pyromucic aldehyde
Qo furfural
Quakeral
STR00358
α-Furfuraldehyde
α-furole