| Identification | More | [Name]
2(5H)-Furanone | [CAS]
497-23-4 | [Synonyms]
2,5-DIHYDRO-2-FURANONE
2(5H)-FURANONE
2-BUTEN-1,4-OLIDE
2-OXO-2,5-DIHYDROFURAN
5-HYDROFURAN-2-ONE
AKOS BBS-00003279
CARMELAN
FURAN-2(5H)-ONE
FURANONE
GAMMA-CROTONOLACTONE
STRAWBERRY FURANONE
.alpha.,.beta.-Crotonolactone
.delta.,.alpha.,.beta.-Butenolide
.gamma.-Crotolactone
.gamma.-Hydroxycrotonicacidlactone
2(5H)-Furanone (.gamma.-crotonolactone)
2-Buten-4-olide
2-Butenoic acid, 4-hydroxy-, gamma-lactone
2-Butenoic acid-gamma-lactone
2-Butenoicacid,4-hydroxy-,.gamma.-lactone | [EINECS(EC#)]
207-839-3 | [Molecular Formula]
C4H4O2 | [MDL Number]
MFCD00005376 | [Molecular Weight]
84.07 | [MOL File]
497-23-4.mol |
| Chemical Properties | Back Directory | [Definition]
A mycotoxin that contains an α,β-unsaturated lactone
moiety.
| [Melting point ]
4-5 °C (lit.) | [Boiling point ]
86-87 °C/12 mmHg (lit.) | [density ]
1.185 g/mL at 25 °C(lit.)
| [FEMA ]
4138 | 4-HYDROXY-2-BUTENOIC ACID GAMMA-LACTONE | [refractive index ]
n20/D 1.469(lit.)
| [Fp ]
214 °F
| [storage temp. ]
2-8°C
| [solubility ]
Chloroform, Ethyl Acetate (Slightly) | [form ]
Liquid | [color ]
Clear colorless to pale yellow or amber | [Odor]
buttery | [Odor Type]
buttery | [Water Solubility ]
Immiscible with water. | [JECFA Number]
2000 | [BRN ]
383585 | [Stability:]
Moisture Sensitive | [InChI]
1S/C4H4O2/c5-4-2-1-3-6-4/h1-2H,3H2 | [InChIKey]
VIHAEDVKXSOUAT-UHFFFAOYSA-N | [SMILES]
O=C1OCC=C1 | [LogP]
-0.600 | [CAS DataBase Reference]
497-23-4(CAS DataBase Reference) | [NIST Chemistry Reference]
2(5H)-Furanone(497-23-4) | [EPA Substance Registry System]
497-23-4(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [RTECS ]
LU3453000
| [F ]
8-10 | [Hazard Note ]
Irritant | [HS Code ]
29322980 | [Storage Class]
10 - Combustible liquids | [Hazardous Substances Data]
497-23-4(Hazardous Substances Data) |
| Hazard Information | Back Directory | [Hazard]
Extremely toxic. | [Chemical Properties]
2(5H)-Furanone is light brown liquid
| [Chemical Properties]
Colorless to pale brown-yellow clear liquid
| [Occurrence]
Reported found in coffee | [Uses]
2(5H)-Furanone is a heterocyclic organic compound that is used widely in the synthetic preparation of pharmaceutical goods.
| [Uses]
2(5H)-Furanone is a versatile reagent used in Michael addition reactions1 for synthesis of lignans.2 Also employed in three-component Michael-Aldol reactions with an aldehyde anda thiolate3 or carbanion.4
| [General Description]
Chiral urea compounds catalyzed hetero-Michael addition reaction of 2(5H)-furanone (γ-crotonolactone) to pyrrolidine. The quorum sensing inhibition activity by 2(5H)-furanone was studied using bioindicator strains. | [storage]
Store at -20°C | [Purification Methods]
Fractionally distil the lactone under reduced pressure. IR: (CCl4) 1784 and 1742 cm-1, UV no max above 205nm ( 1160 cm-1 M-1) and 1HR: (CCl3) : 2.15 (pair of triplets 1H), 3.85 (pair of triplets 1H) and 5.03 (triplet 2H). [Price & Judge Org Synth Coll Vol V 255 1973, Smith & Jones Can J Chem 37 2007, 2092 1959, Beilstein 17/9 V 112.] |
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