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Basic Information
CAS No.: 1192-62-7
Name: 2-Acetylfuran
Molecular Structure:
Molecular Structure of 1192-62-7 (2-Acetylfuran)
Formula: C6H6O2
Molecular Weight: 110.112
Synonyms: 1-(2-furyl)ethanone;Ketone, 2-furyl methyl;Methyl 2-furyl ketone;ethanone, 1-(2-furanyl)-;2-Furyl methyl ketone;Ethanone, 1- (2-furanyl)-;Acetylfuran;2-Acetyl Furan, Natural;2-Acetylfuran , Natural;
EINECS: 214-757-1
Density: 1.098 g/mL at 25 °C
Melting Point: 26-28 °C
Boiling Point: 183.4 °C at 760 mmHg
Flash Point: 160 °F
Solubility: slightly soluble
Appearance: Colorless to light yellow liquid
Hazard Symbols: ToxicT
Risk Codes: 20/21-25-41-36/37-23/25
Safety: 26-36/37/39-45-39-38-28A
Transport Information: UN 2811 6.1/PG 2
PSA: 30.21000
LogP: 1.48220
Synthetic route
108-24-7

acetic anhydride

1192-62-7

1-(2-furyl)-1-ethanone

Conditions
ConditionsYield
With indium(III) triflate; lithium perchlorate In nitromethane at 20℃;99%
With scandium tris(trifluoromethanesulfonate) In acetonitrile for 0.25h; Friedel-Crafts Acylation; Inert atmosphere; Microwave irradiation; Heating; Green chemistry;99%
With nano-sulfated titania at 50℃; for 40h; Friedel Crafts acylation; neat (no solvent);95%
1487-18-9

(furan-2-yl)ethylene

1192-62-7

1-(2-furyl)-1-ethanone

Conditions
ConditionsYield
With methanesulfonic acid; oxygen; palladium diacetate; [(NH4)5H6PMo4V7.8O40]*xH2O; sodium chloride In methanol; water at 20℃; for 3.5h;98.2%
With tert.-butylhydroperoxide; C21H19N5Pd(2+)*2BF4(1-) In decane; acetonitrile at 45℃; for 12h; Wacker Oxidation;90%
With dihydrogen peroxide In water; acetonitrile at 55℃; for 12h; Wacker Oxidation;80%
64-19-7

acetic acid

1192-62-7

1-(2-furyl)-1-ethanone

Conditions
ConditionsYield
With methanesulfonic acid; pyrographite at 0 - 10℃; for 0.333333h; Friedel-Crafts acylation;98%
With pyrographite; toluene-4-sulfonic acid at 20℃; for 0.5h; Friedel-Crafts reaction;97%
With trifluoroacetic anhydride; Duolite ES 467 H+ phosphonic resin In nitromethane at 25℃; for 0.5h;95%
4208-64-4

1-(2-furyl)ethanol

1192-62-7

1-(2-furyl)-1-ethanone

Conditions
ConditionsYield
With nickel(II) triflate; cyclohexanone; 1,2-bis-(dicyclohexylphosphino)ethane In toluene at 110℃; for 12h; Schlenk technique;98%
With oxygen; sodium hydride In tetrahydrofuran at 0 - 20℃; for 6h;97%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium tert-butylate; copper(I) triflate; 5-[(2S)-pyrrolidine-2-yl]-1H-tetrazole In N,N-dimethyl-formamide at 25℃; for 0.5h; Catalytic behavior;97%
1450-49-3

(E)-1-(furan-2-yl)ethanone oxime

1192-62-7

1-(2-furyl)-1-ethanone

Conditions
ConditionsYield
With manganese triacetate In benzene for 2h; Heating;94%
108-24-7

acetic anhydride

64-19-7

acetic acid

1192-62-7

1-(2-furyl)-1-ethanone

Conditions
ConditionsYield
With zinc trifluoromethanesulfonate at 25 - 100℃; for 3h; Reagent/catalyst; Temperature;94%
1450-48-2

(Z)-1-(furan-2-yl)ethanone oxime

1192-62-7

1-(2-furyl)-1-ethanone

Conditions
ConditionsYield
With manganese triacetate In benzene for 2h; Heating;93%
488-93-7

3-Furoic acid

1192-62-7

1-(2-furyl)-1-ethanone

Conditions
ConditionsYield
With hydrogenchloride; methyllithium92%
624-65-7

2-propynyl chloride

5007-50-1

1-(2-furyl)ethanone oxime

A

1192-62-7

1-(2-furyl)-1-ethanone

B

1-furan-2-yl-ethanone O-prop-2-ynyl-oxime

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 20 - 35℃; for 2.5h; Etherification; Alkylation; Hydrolysis;A 12.1%
B 87%
75-36-5

acetyl chloride

1192-62-7

1-(2-furyl)-1-ethanone

Conditions
ConditionsYield
With [BPy][BF4]; ytterbium(III) triflate at 50℃; for 3h; Friedel-Crafts acylation;87%
With zinc trifluoromethanesulfonate In nitromethane at 20℃; for 4h; Friedel-Crafts acylation;85%
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Chemistry

Molecular Structure of 2-Acetylfuran (CAS NO.1192-62-7):

IUPAC Name: 1-(Furan-2-yl)ethanone
Canonical SMILES: CC(=O)C1=CC=CO1
InChI: InChI=1S/C6H6O2/c1-5(7)6-3-2-4-8-6/h2-4H,1H3
InChIKey: IEMMBWWQXVXBEU-UHFFFAOYSA-N
Molecular Weight: 110.11064 [g/mol]
Molecular Formula: C6H6O2
XLogP3: 0.5
H-Bond Donor: 0
H-Bond Acceptor: 2 
EINECS: 214-757-1
Appearance: Colorless to light yellow liquid
Melting Point: 26-28 °C(lit.)
Boiling Point: 67 °C10 mm Hg(lit.)
Density: 1.098 g/mL at 25 °C(lit.)
FEMA: 3163
Refractive index: n20/D 1.5070(lit.)
Flash Point: 160 °F
storage temp.: 2-8 °C
Classification Code: Mutation data
Product Categories: ACETYLGROUP; Aromatic Ketones (substituted); Furan & Benzofuran; Furans; furnan Flavor

Toxicity Data With Reference

1.    

mma-sat 165 nmol/plate

    DFSCDX    Developments in Food Science. 13 (1986),353.
2.    

dnr-bcs 5500 µg/disc

    DFSCDX    Developments in Food Science. 13 (1986),353.
3.    

cyt-ham:ovr 4500 µmol/L

    CALEDQ    Cancer Letters (Shannon, Ireland). 13 (1981),89.

 

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Mutation data reported. A flammable liquid. When heated to decomposition it emits acrid smoke and irritating vapors.
Safety Information of 2-Acetylfuran (CAS NO.1192-62-7):
Hazard Codes: ToxicT
Risk Statements:
25:  Toxic if swallowed 
41:  Risk of serious damage to eyes 
20/21:  Harmful by inhalation and in contact with skin 
23/25:  Toxic by inhalation and if swallowed 
36/37:  Irritating to eyes and respiratory system 
Safety Statements:
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
38:  In case of insufficient ventilation, wear suitable respiratory equipment 
39:  Wear eye/face protection 
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection 
RIDADR:UN 2811 6.1/PG 2
WGK Germany:3
RTECS:OB3870000
Hazard Note:Toxic

Standards and Recommendations

DOT Classification:  3; Label: Flammable Liquid

Specification

 2-Acetylfuran (CAS NO.1192-62-7), its Synonyms are 2-Furyl methyl ketone ; 2-Furyl methyl ketone (natural) ; 2-Furylethanone ; 1-(2-Furanyl)ethanone ; 1-(2-Furyl)ethanone ; Ethanone, 1-(2-furanyl)- ; FEMA No. 3163 ; Furan, 2-acetyl- ; Ketone, 2-furyl methyl ; Methyl 2-furyl ketone ; Acetylfuran .