2-Acetylfuran

2-Acetylfuran Basic information
Product Name:2-Acetylfuran
Synonyms:-(2-Furanyl)-ethanone;1-(2-furanyl)-ethanon;1-(2-Furanyl)-ethanone (2-acetylfuran);1-(2-furanyl)ethanone (acetylfuran);1-(2-Furyl)ethanone;1-furan-2-yl-ethanone;2-acetyl-fura;Furan, 2-acetyl-
CAS:1192-62-7
MF:C6H6O2
MW:110.11
EINECS:214-757-1
Product Categories:pharm intermediate;orgainic intermediates;ACETYLGROUP;Aromatic Ketones (substituted);Furan&Benzofuran;Furans;furnan Flavor;1192-62-7;VX:15689727968
Mol File:1192-62-7.mol
2-Acetylfuran Structure
2-Acetylfuran Chemical Properties
Melting point 26-28 °C(lit.)
Boiling point 67 °C10 mm Hg(lit.)
density 1.098 g/mL at 25 °C(lit.)
FEMA 3163 | 2-FURYL METHYL KETONE
refractive index n20/D 1.5070(lit.)
Fp 160 °F
storage temp. 2-8°C
solubility >51.2 mg/mL in DMSO; >52 mg/mL in EtOH
form Liquid or Low Melting Solid
color light yellow to orange, darkens over time
Specific Gravity1.098
Odorat 1.00 % in dipropylene glycol. sweet balsam almond cocoa caramel coffee
Odor Typebalsamic
explosive limit2.1-15.2%(V)
Water Solubility Insoluble in water.
JECFA Number1503
BRN 107909
InChIKeyIEMMBWWQXVXBEU-UHFFFAOYSA-N
LogP0.52
CAS DataBase Reference1192-62-7(CAS DataBase Reference)
NIST Chemistry ReferenceEthanone, 1-(2-furanyl)-(1192-62-7)
EPA Substance Registry System2-Acetylfuran (1192-62-7)
Safety Information
Hazard Codes T
Risk Statements 20/21-25-41-36/37-23/25
Safety Statements 26-36/37/39-45-39-38-28A
RIDADR UN 2811 6.1/PG 2
WGK Germany 3
RTECS OB3870000
Hazard Note Toxic
TSCA Yes
HazardClass 6.1
PackingGroup II
HS Code 29321900
Toxicityrat,LC50,inhalation,1130mg/m3/4H (1130mg/m3),BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLDLUNGS, THORAX, OR RESPIRATION: DYSPNEA,National Technical Information Service. Vol. OTS0559116,
MSDS Information
ProviderLanguage
2-Furyl methyl ketoneEnglish
SigmaAldrichEnglish
ACROSEnglish
ALFAEnglish
2-Acetylfuran Usage And Synthesis
Chemical Properties2-Acetylfuran is a gold-colored solid with an odor of sweet balsam almond cocoa, caramel coffee. It is incompatible with strong oxidizing agents, strong reducing agents, and strong bases. It is combustible. On decomposition, 2-acetylfuran releases carbon monoxide and carbon dioxide. It is insoluble in water, but soluble in alcohol, dipropylene glycol, and ethyl ether. natural products exist in the volatile aroma components of coffee, tomatoes, beer, green tea, raisins and potato chips, etc.
Occurrence2-Acetylfuran is the most abundant flavour compound in Tamarind, where its aroma, in conjunction with alpha-terpineol, citral and some trace pyrazines, contributes to the flavour.
Reported found as a constituent in coffee aroma; also isolated from beech and oak wood tar oils; an aroma component of yellow passion fruit (Passiflora edulis f. flavicarpa); also a volatile flavor component of potato chips. Also reported in tomato paste, roasted beef, grilled pork, beer, rum, red wine and green tea.
Uses2-Acetylfuran is a widely used reagent in manufacturing pharmaceuticals and aroma compounds.
Uses2-Acetylfuran is a useful intermediate in the synthesis of fine chemicals and pharmaceuticals, and is used in the production of the generic cephalophosphorin antibiotic cefuroxime
DefinitionChEBI: 2-acetylfuran is a furan carrying an acetyl substituent at the 2-position. Used in the production of the antibiotic cefuroxime (CHEBI:3515). It is a member of furans, a methyl ketone and an aromatic ketone.
Preparation2-Acetylfuran is synthesized from furan and acetyl chloride by a Friedel–Kraft condensation.
Aroma threshold valuesDetection: 10 ppm
General Description2-Furyl methyl ketone is a volatile heterocyclic flavor compound that may be formed in food due to Maillard reaction. It has been reported in roasted sesame seeds, fried beef and sweet corn products.
Health HazardExposures to 2-acetylfuran by ingestion, inhalation, and skin absorption cause harmful effects. It causes irritation to the skin, the eyes, coughing, respiratory tract irritation, and respiratory distress. Accidental ingestion causes irritation of the digestive tract. There are no data about chronic exposure and adverse effects.
storage2-Acetylfuran should be kept away from sources of ignition, heat, sparks, flame, and light. It should be kept stored in a tightly sealed container in a dry area/refrigerated (below 4°C/39°F).
PrecautionsDuring handling and use of 2-acetylfuran, occupational workers should use appropriate and proper personal protective equipment and wear a self-contained breathing apparatus. Workers should avoid generating dusty conditions, minimize generation and accumulation of dust, remove all sources of ignition, and use a spark-proof tool. Workers should use 2-acetylfuran only in a chemical fume hood.
2-Acetylfuran Preparation Products And Raw materials
Raw materialsAcetyl chloride–>Furan
Preparation Products3-Hydroxy-2-methylpyridine–>5-(2-FURYL)-4H-PYRAZOLE-3-CARBOXYLIC ACID–>3-(Furan-2-yl)-1H-pyrazole-5-carboxamide ,97%–>3-(Furan-2-yl)-1H-pyrazole-5-carbohydrazide ,97%–>1-(5-NITRO-2-FURYL)ETHANONE–>N,N-Dimethylformamide dimethyl acetal–>4,4,4-TRIFLUORO-1-(2-FURYL)-1,3-BUTANEDIONE–>ETHYL 5-(2-FURYL)-1H-PYRAZOLE-3-CARBOXYLATE–>(2-FURYL)GLYOXYLIC ACID–>Ethanone, 1-[5-(4-bromophenyl)-2-furanyl]-–>2-[1-(2-FURYL)ETHYLIDENE]MALONONITRILE–>1-(5-BENZYL-2-FURYL)ETHANONE–>3-(4-(Dimethylamino)phenyl)-1-(furan-2-yl)prop-2-en-1-one–>DL-1-(2,5-DIMETHOXY-2,5-DIHYDROFURAN-2-YL)ETHANOL

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