360783-23-9

Basic information

• Product Name: 2(5H)-Furanone, 5-(bromomethylene)-, (5Z)-
• CAS NO: 360783-23-9
• Molecular Formula: C5H3BrO2
• Molecular Weight: 174.982
• Mol File: 360783-23-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2(5H)-Furanone, 5-(bromomethylene)-, (5Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(5H)-Furanone, 5-(bromomethylene)-, (5Z)-(360783-23-9)
• EPA Substance Registry System: 2(5H)-Furanone, 5-(bromomethylene)-, (5Z)-(360783-23-9)

Safety Data

• Hazardous Substances Data: 360783-23-9(Hazardous Substances Data)

Upstream product

• 123-76-2 levulinic acid 
• 1775-46-8 3,5-dibromolevulinic acid 

Downstream Products

• 132971-62-1 xerulinic acid 
• 35304-77-9 (Z)-4-(4-methoxybenzylidene)-2-butenolide 

Relevant articles and documents

Reinvestigation of the sulfuric acid-catalysed cyclisation of brominated 2-alkyllevulinic acids to 3-alkyl-5-methylene-2(5H)-furanones

A synthesis of ethyl-, butyl-, hexyl- and dodecyl-substituted fimbrolides from alkyl-substituted levulinic acid derivatives through bromination and acid promoted lactonisation is described. The underlying reactions have been investigated using levulinic acid as a model, and the effects of varying the bromination conditions and changing acid concentration on product distribution are discussed. Dibromination proceeds best in CHCl3 and proceeds in EtOH-free CHCl3 without the complication of ester formation. Cyclisation. occurs with concomitant oxidation in 98-100% H2SO4 but gives highest yields of fimbrolides in 100% H2SO4. The formation of related beckerelide substances is also described.