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| CAS No.: | 1192-62-7 |
|---|---|
| Name: | 2-Acetylfuran |
| Article Data: | 127 |
| Molecular Structure: | |
|
|
|
| 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: |
 T
|
| 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 |
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| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| With manganese triacetate In benzene for 2h; Heating; | 94% |
| Conditions | Yield |
|---|---|
| With zinc trifluoromethanesulfonate at 25 - 100℃; for 3h; Reagent/catalyst; Temperature; | 94% |
| Conditions | Yield |
|---|---|
| With manganese triacetate In benzene for 2h; Heating; | 93% |
| Conditions | Yield |
|---|---|
| With hydrogenchloride; methyllithium | 92% |
| Conditions | Yield |
|---|---|
| With potassium hydroxide In dimethyl sulfoxide at 20 - 35℃; for 2.5h; Etherification; Alkylation; Hydrolysis; | A 12.1% B 87% |
| Conditions | Yield |
|---|---|
| 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):
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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: 
T
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 .