2(5H)-Furanone, 96%
2(5H)-Furanone, 96%
2(5H)-Furanone, 96%
Thermo Scientific Chemicals

2(5H)-Furanone, 96%

CAS: 497-23-4 | C4H4O2 | 84.07 g/mol
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25 g
Catalog number L13142.06
also known as L13142-06
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Price (USD)
225.65
Online Exclusive
251.00
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Each
Chemical Identifiers
CAS497-23-4
IUPAC Name2,5-dihydrofuran-2-one
Molecular FormulaC4H4O2
InChI KeyVIHAEDVKXSOUAT-UHFFFAOYSA-N
SMILESO=C1OCC=C1
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)Clear colorless to yellow
Assay (GC)>95.0%
Refractive Index1.4670-1.4710 @ 20?C
FormLiquid
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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
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.

Solubility
Immiscible with water.

Notes
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.
RUO – Research Use Only

General References:

  1. Reaction with lithiated o-methylbenzophenone derivatives gives fused tricyclic products which are readily converted to arylnaphthofuranone lignans: J. Chem. Soc., Perkin 1, 3013 (1995):
  2. 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.
  3. 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.