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497-23-4 - 2(5H)-Furanone, 98% - 2-Buten-1,4-olide - gamma-Crotonolactone - L13142 - Alfa Aesar

L13142 2(5H)-Furanone, 98%

CAS-Nummer
497-23-4
Synonyme
2-Buten-1,4-olide
gamma-Crotonolactone

Größe Preis ($) Menge Verfügbarkeit
1g 54,38
5g 194,67
25g 754,99
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2(5H)-Furanone, 98%

MDL
MFCD00005376
EINECS
207-839-3

Chemische Eigenschaften

Formel
C4H4O2
Molmasse
84.07
Schmelzpunkt
3-4°
Siedepunkt
212-214°
Flammpunkt
101°(213°F)
Dichte
1.197
Brechungsindex
1.4690
Löslichkeit
Immiscible with water.

Anwendungen

2(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.

Bemerkungen

Light and moisture sensitive. Store in a cool place. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with strong oxidizing agents.

Literaturverweise

Reaction with lithiated o-methylbenzophenone derivatives gives fused tricyclic products which are readily converted to arylnaphthofuranone lignans: J. Chem. Soc., Perkin 1, 3013 (1995):

Lejeune, G.; Font, J.; Parella, T.; Alibés, R.; Figueredo, M. Intramolecular Photoreactions of (5S)-5-Oxymethyl-2(5H)-furanones as a Tool for the Stereoselective Generation of Diverse Polycyclic Scaffolds. J. Org. Chem. 2015, 80 (19), 9437-9445.

Sanna, A.; Vispute, T. P.; Huber, G. W. Hydrodeoxygenation of the aqueous fraction of bio-oil with Ru/C and Pt/C catalysts. Appl. Catal., B 2015, 165, 446-456.

GHS Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H315-H319

Causes skin irritation. Causes serious eye irritation.

Sicherheitshinweise: P280-P264-P305+P351+P338-P362-P321-P332+P313-P337+P313-P302+P352

Wear protective gloves/protective clothing/eye protection/face protection. Wash thoroughly after handling. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Take off contaminated clothing and wash before reuse. Specific treatment (see label). If skin irritation occurs: Get medical advice/attention. If eye irritation persists: IF ON SKIN: Wash with plenty of soap and water.

Weitere Referenzen

Beilstein
383585
Harmonized Tariff Code
2932.20
TSCA
No
RTECS
LU3453000

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