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Furfural

Furfural Structure
CAS No.
98-01-1
Chemical Name:
Furfural
Synonyms
Furan-2-carbaldehyde;2-FURANCARBOXALDEHYDE;2-FURALDEHYDE;2-Furfural;Furol;FURALDEHYDE;FURFURALDEHYDE;furfurol;2-FURANCARBOXYALDEHYDE;FCHO
CBNumber:
CB9182277
Molecular Formula:
C5H4O2
Molecular Weight:
96.08
MOL File:
98-01-1.mol
MSDS File:
SDS
Modify Date:
2024/7/24 17:31:20

Furfural Properties

Melting point -36 °C (lit.)
Boiling point 162 °C (lit.)
Density 1.16 g/mL at 25 °C (lit.)
vapor density 3.31 (vs air)
vapor pressure 13.5 mm Hg ( 55 °C)
refractive index n20/D 1.527
FEMA 2489 | FURFURAL
Flash point 137 °F
storage temp. Store below +30°C.
solubility 95% ethanol: soluble1ML/mL, clear
form Liquid
color very deep brown
Odor at 1.00 % in dipropylene glycol. sweet woody almond fragrant baked bread
PH >=3.0 (50g/l, 25℃)
explosive limit 2.1-19.3%(V)
Odor Type bready
Water Solubility 8.3 g/100 mL
FreezingPoint -36.5℃
Sensitive Air Sensitive
Merck 14,4304
JECFA Number 450
BRN 105755
Henry's Law Constant 1.52(x 10-6 atm?m3/mol) at 20 °C (approximate - calculated from water solubility and vapor pressure)
Exposure limits NIOSH REL: IDLH 100 ppm; OSHA PEL: TWA 5 ppm (20 mg/m3); ACGIH TLV: TWA 2 ppm (adopted).
Dielectric constant 41.9(20℃)
Stability Stable. Substances to be avoided include strong bases, strong oxidizing agents and strong acids. Flammable.
LogP 0.41
CAS DataBase Reference 98-01-1(CAS DataBase Reference)
IARC 3 (Vol. 63) 1995
NIST Chemistry Reference 2-Furancarboxaldehyde(98-01-1)
EPA Substance Registry System Furfural (98-01-1)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS02,GHS06,GHS08
Signal word  Danger
Hazard statements  H226-H301-H312-H315-H319-H330-H335-H351-H412
Precautionary statements  P210-P273-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
Hazard Codes  T,Xi
Risk Statements  21-23/25-36/37-40-36/37/38
Safety Statements  26-36/37/39-45-1/2-36/37
RIDADR  UN 1199 6.1/PG 2
WGK Germany  2
RTECS  LT7000000
1-8-10
Autoignition Temperature 599 °F &_& 599 °F
Hazard Note  Irritant
TSCA  Yes
HS Code  2932 12 00
HazardClass  6.1
PackingGroup  II
Toxicity LD50 orally in rats: 127 mg/kg (Jenner)
IDLA 100 ppm
NFPA 704
2
3 1

Furfural price More Price(31)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) W248924 Furfural natural, ≥98%, FCC, FG 98-01-1 1SAMPLE-K ₹5347.55 2022-06-14 Buy
Sigma-Aldrich(India) W248924 Furfural natural, ≥98%, FCC, FG 98-01-1 1KG ₹11182.23 2022-06-14 Buy
Sigma-Aldrich(India) W248924 Furfural natural, ≥98%, FCC, FG 98-01-1 10KG ₹60360.2 2022-06-14 Buy
Sigma-Aldrich(India) W248908 Furfural ≥98%, FCC, FG 98-01-1 1SAMPLE-K ₹5141.88 2022-06-14 Buy
Sigma-Aldrich(India) W248908 Furfural ≥98%, FCC, FG 98-01-1 1KG ₹6743.98 2022-06-14 Buy
Product number Packaging Price Buy
W248924 1SAMPLE-K ₹5347.55 Buy
W248924 1KG ₹11182.23 Buy
W248924 10KG ₹60360.2 Buy
W248908 1SAMPLE-K ₹5141.88 Buy
W248908 1KG ₹6743.98 Buy

Furfural Chemical Properties,Uses,Production

Description

Furfural is a colourless to amber-like oily liquid with an almond-like odour. On exposure to light and air, it turns reddish brown. Furfural is used in making chemicals, as a solvent in petroleum refining, a fungicide, and a weed killer. It is incompatible with strong acids, oxidisers, and strong alkalis. It undergoes polymerisation on contact with strong acids or strong alkalis. Furfural is produced commercially by the acid hydrolysis of pentosan polysaccharides from non-food residues of food crops and wood wastes. It 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.

Chemical Properties

Furfural is a colorless to yellow aromatic het erocyclic aldehyde with an almond-like odor. Turns amber on exposure to light and air.

Physical properties

Colorless to yellow liquid with an almond-like odor. Turns reddish brown on exposure to light and air. Odor and taste thresholds are 0.4 and 4 ppm, respectively (quoted, Keith and Walters, 1992). Shaw et al. (1970) reported a taste threshold in water of 80 ppm.

Occurrence

Reported found in several essential oils from plants of the Pinaceae family, in the essential oil from Cajenne linaloe, in the oil from leaves of Trifolium pratense and Trifolium incarnatum, in the distillation waters of several essential oils, such as ambrettee and angelica seeds, in Ceylon cinnamon essential oil, in petitgrain oil, ylang-ylang, lavender, lemongrass, calamus, eucalyptus, neroli, sandalwood, tobacco leaves and others Also reported found in many foods including apple, apricot, citrus peel oils and juices, berries, guava, grapes, pineapple, asparagus, kohlrabi, celery, onion, leek, potato, tomato, cinnamon, mustard, bread, cheeses, meats, fsh, cognac, rum, whiskies, cider, grape wine, cocoa, coffee, tea, barley, peanuts, popcorn, pecans, oats, honey, soybeans, passion fruit, plums, mushroom, mango, tamarind, fruit brandies, whiskey malt, white bread, rum, bourbon, cardamom, coriander seed, calamus, corn oil, malt, wort and other sources

Uses

In the manufacture of furfural-phenol plastics such as Durite; in solvent refining of petroleum oils; in the preparation of pyromucic acid. As a solvent for nitrated cotton, cellulose acetate, and gums; in the manufacture of varnishes; for accelerating vulcanization; as insecticide, fungicide, germicide; as reagent in analytical chemistry. In the synthesis of furan derivatives.

Production Methods

Furfural 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: (1) the production of furans and tetrahydrofurans where the compound is an intermediate; (2) the solvent refining of petroleum and rosin products; (3) the solvent binding of bonded phenolic products; and (4) the extractive distillation of butadiene from other C4 hydrocarbons.
When pentoses, e.g., arabinose, xylose, are heated with dilute HCl, furfuraldehyde is formed, recognizable by deep red coloration with phloroglucinol, or by the formation, with phenylhydrazine, of furfuraldehyde phenylhydrazone C4H3O·CH : NNHC6H5, solid, mp 97 °C.

Preparation

Industrially prepared from pentosans that are contained in cereal straws and brans; these materials are previously digested with diluted H2SO4, and the formed furfural steam is distilled.

Definition

furfural: A colourless liquid,C5H4O2, b.p. 162°C, which darkenson standing in air. It is the aldehydederivative of furan and occurs invarious essential oils and in fuseloil. It is used as a solvent for extractingmineral oils and natural resinsand itself forms resins with somearomatic compounds.

Reactions

Aside from a darkening in color, furfural is relatively stable thermally and does not exhibit changes in physical properties after prolonged heating up to 230°C. The reactions of furfural are typical of those of the aromatic aldehydes, although some complex side reactions occur because of the reactive ring. Furfural yields acetals, condenses with active methylene compounds, reacts with Grignard reagents, and provides a bisulfite complex. Upon reduction, furfural yields furfural alcohol; upon oxidation, it yields furoic acid. It can be decarbonylated to furan.

General Description

Colorless or reddish-brown mobile liquids with a penetrating odor. Flash points 140°F. Denser than water and soluble in water. Vapors heavier than air. May be toxic by ingestion, skin absorption or inhalation.

Air & Water Reactions

Flammable. Furfural is sensitive to light and air. Soluble in water, with mixing.

Reactivity Profile

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. .

Hazard

Absorbed by skin; irritant to eyes, skin, and mucous membranes. Toxic by skin absorption; questionable carcinogen.

Health Hazard

Vapor may irritate eyes and respiratory system. Liquid irritates skin and may cause dermatitis.

Fire Hazard

Special Hazards of Combustion Products: Irritating vapors are generated when heated

Industrial uses

Also known as furfuraldehyde, furol, and pyromuclealdehyde,furfural is a yellowish liquidwith an aromatic odor, soluble in water and inalcohol, but not in petroleum hydrocarbons. Onexposure, it darkens and gradually decomposes.Furfural 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. Furfural 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. It is also used for the making of butadiene,adiponitrile, and other chemicals.
Various derivatives of furfural are not used,and these, known collectively as furans, are nowmade synthetically from formaldehyde andacetylene, which react to form butyl nedole.

Safety Profile

Confirmed carcinogen. Poison by ingestion, intraperitoneal, subcutaneous, intravenous, and intramuscular routes. Moderately toxic by inhalation and sktn contact. Human mutation data reported. A skin and eye irritant. Mutation data reported. The liquid is dangerous to the eyes. The vapor is irritating to mucous membranes and is a central nervous system poison. However, its low volatility reduces its toxicity effect. Ingestion of furfural has produced cirrhosis of the liver in rats. In industry there is a tendency to minimize the danger of acute effects resulting from exposure to it. This is particularly true because of its low volathty. Flammable liquid when exposed to heat or flame; can react with oxidizing materials. Moderate explosion hazard when exposed to heat or flame or by chemical reaction. An exothermic polymerization of almost explosive violence can occur upon contact with strong mineral acids or alkalies. Keep away from heat and open flames. Mixture with sodium hydrogen carbonate ignites spontaneously. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.

Potential Exposure

Furfural 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.

Carcinogenicity

The IARC evaluated furfural and determined that there was inadequate evidence in humans for the carcinogenicity of furfural. There is limited evidence in experimental animals for the carcinogenicity of furfural.

Environmental Fate

Biological. Under nitrate-reducing and methanogenic conditions, furfural biodegraded to methane and carbon dioxide (Knight et al., 1990). In activated sludge inoculum, following a 20-d adaptation period, 96.3% COD removal was achieved. The average rate of biodegradation was 37.0 mg COD/g?h (Pitter, 1976).
Photolytic. Atkinson (1985) reported an estimated photooxidation half-life of 10.5 h for the reaction of furfural with OH radicals in the atmosphere.
Chemical/Physical. Slowly resinifies at room temperature (Windholz et al., 1983). May polymerize on contact with strong acids or strong alkalies (NIOSH, 1997).

Shipping

UN1199 Furaldehyde, Hazard class: 6.1; Labels: 6.1-Poisonous materials, 3-Flammable liquid.

Incompatibilities

May form explosive mixture with air. Acids and bases can cause polymerization, causing fire or explosion hazard. Reacts violently with oxidants. Incompatible with strong acids; caustics, ammonia, ali phatic amines; alkanolamines, alromatic amines; oxidizers. Attacks many plastics.

Waste Disposal

Dissolve or mix the material with a combustible solvent and burn in a chemical incinera tor equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transpor tation, treatment, and waste disposal.

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