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2(5H)-Furanone

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CAS:497-23-4
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Company Name: Shanghai Daken Advanced Materials Co.,Ltd
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Products Intro: Product Name:gamma-Crotonolactone
CAS:497-23-4
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2(5H)-Furanone Basic information
Product Name:2(5H)-Furanone
Synonyms:.alpha.,.beta.-Crotonolactone;γ-Crotonolactone, 2-Buten-1,4-olide;2,5-Dihydrofuranone;5-Oxo-2,5-dihydrofuran-3-yl ester;a,b-Crotonolactone;Crotonic acid, 4-hydroxy-;2,5-Dihydrofuran-2-one;2(5H)-Furanone,γ-Crotonolactone, 2-Buten-1,4-olide
CAS:497-23-4
MF:C4H4O2
MW:84.07
EINECS:207-839-3
Product Categories:Antibiotic;Heterocycles;Building Blocks;C4 to C7;Chemical Synthesis;Furans;Heterocyclic Building Blocks
Mol File:497-23-4.mol
2(5H)-Furanone Structure
2(5H)-Furanone Chemical Properties
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
Odorbuttery
Odor Typebuttery
Water Solubility Immiscible with water.
JECFA Number2000
BRN 383585
Stability:Moisture Sensitive
InChIKeyVIHAEDVKXSOUAT-UHFFFAOYSA-N
LogP-0.600
CAS DataBase Reference497-23-4(CAS DataBase Reference)
NIST Chemistry Reference2(5H)-Furanone(497-23-4)
EPA Substance Registry System2(5H)-Furanone (497-23-4)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26
WGK Germany 3
RTECS LU3453000
8-10
Hazard Note Irritant
HS Code 29322980
Hazardous Substances Data497-23-4(Hazardous Substances Data)
MSDS Information
ProviderLanguage
Furan-2(5H)-one English
SigmaAldrich English
ALFA English
2(5H)-Furanone Usage And Synthesis
Chemical PropertiesColorless to pale brown-yellow clear liquid
Chemical Properties2(5H)-Furanone is light brown liquid
OccurrenceReported found in coffee
Uses2(5H)-Furanone is employed in the preparation of 5-substituted 2(5H) furanones (gamma-butenolides) catalyzed by bifunctional aminothiourea and aminosquaramide organocatalysts through direct aldol reaction with aromatic aldehydes. Further, it is used in the synthesis of lignans by Michael addition reactions. In addition to this, it is used in three-component Michael-Aldol reactions with an aldehyde and thiolate or carbanion.
Uses2(5H)-Furanone is a heterocyclic organic compound that is used widely in the synthetic preparation of pharmaceutical goods.
Uses2(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
Definition2(5H)-Furanone is a mycotoxin that contains an α,β-unsaturated lactone moiety.
General DescriptionChiral 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.
HazardExtremely toxic.
Purification MethodsFractionally 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.]
Tag:2(5H)-Furanone(497-23-4) Related Product Information
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