329328-48-5

Basic information

• Product Name: 2(5H)-Furanone, 3-bromo-4-phenyl-
• CAS NO: 329328-48-5
• Molecular Formula: C10H7BrO2
• Molecular Weight: 239.068
• Mol File: 329328-48-5.mol

Chemical Properties

• CAS DataBase Reference: 2(5H)-Furanone, 3-bromo-4-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(5H)-Furanone, 3-bromo-4-phenyl-(329328-48-5)
• EPA Substance Registry System: 2(5H)-Furanone, 3-bromo-4-phenyl-(329328-48-5)

Safety Data

• Hazardous Substances Data: 329328-48-5(Hazardous Substances Data)

Upstream product

• 149418-41-7 3,4-dibromo-2(5H)-furanone 
• 934-56-5 trimethyl(phenyl)stannane 
• 960-16-7 tributylphenylstannane 
• 98-80-6 phenylboronic acid 

Downstream Products

• 1575-47-9 4-phenyl-5H-furan-2-one 
• 1575-48-0 3-methyl-4-phenylfuran-2(5H)-one 

Relevant articles and documents

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Selective synthesis of (Z)-4-aryl-5-[1-(aryl)methylidene]-3-bromo-2(5H)-furanones

4-Aryl-3-bromo-2(5H)-furanones have been selectively synthesized in satisfactory yields by treatment of easily available 3,4-dibromo-2(5H)-furanone either with arylboronic acids in the presence of Ag2O and a catalytic amount of PdCl2(MeCN)2 or with aryl(trialkyl)stannanes in the presence of a catalyst precursor consisting of AsPh3 and a Pd(II) or a Pd(0) compound. These monobromo derivatives have been then used as precursors to a variety of (Z)-4-aryl-5-[1-(aryl)methylidene]-3-bromo-2(5H)-furanones including the compound with the structure corresponding to that reported for naturally occurring rubrolide N. The structure and stereochemistry of these synthetic compounds have been unambiguously established by NMR techniques.

Selective synthesis of unsymmetrical 3,4-disubstituted and 4-substituted 2(5H)-furanones

Easily available 3,4-dibromo-2(5H)-furanone undergoes regioselective palladium-catalyzed reaction with aryl(trialkyl)stannanes to give the corresponding 4-aryl-3-bromo-2(5H)-furanones in satisfactory yields. These monobromo derivatives have proven to be useful precursors to unsymmetrical 3,4-diaryl-2(5H)-furanones, 4-aryl-3-methyl-2(5H)-furanones and 4-aryl-2(5H)-furanones.