61934-55-2

Basic information

• Product Name: 4-(Bromomethyl)-5-hydrofuran-2-one
• Synonyms: 4-(Bromomethyl)-5-hydrofuran-2-one;4-(BroMoMethyl)furan-2(5H)-one;4-(Bromomethyl)-2(5H)-furanone;4-(Bromomethyl)-2,5-dihydrofuran-2-one;3-(Bromomethyl)-2-buten-4-olide
• CAS NO: 61934-55-2
• Molecular Formula: C₅H₅BrO₂
• Molecular Weight: 176.996
• Product Categories: Heterocycles
• Mol File: 61934-55-2.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 287 °C at 760 mmHg
• Flash Point: 127.4 °C
• Appearance: /
• Density: 1.738 g/cm³
• Vapor Pressure: 0.00255mmHg at 25°C
• Refractive Index: 1.545
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• CAS DataBase Reference: 4-(Bromomethyl)-5-hydrofuran-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Bromomethyl)-5-hydrofuran-2-one(61934-55-2)
• EPA Substance Registry System: 4-(Bromomethyl)-5-hydrofuran-2-one(61934-55-2)

Safety Data

• Hazardous Substances Data: 61934-55-2(Hazardous Substances Data)

Usage

General Description

4-(Bromomethyl)-5-hydrofuran-2-one is a chemical compound categorized as a bromofuran. It is known for its unique properties in the fields of organic chemistry and biochemistry. The presence of bromine in this compound potentially makes it useful as a reagent for various types of chemical reactions. Its structure includes a furan ring, a five-membered aromatic ring system containing four carbon atoms and one oxygen atom. This chemical's applications mainly root in scientific research and laboratory settings. However, the specific uses of 4-(Bromomethyl)-5-hydrofuran-2-one are highly dependent on the context of the chemical reaction in which it is involved.

InChI:InChI=1/C5H5BrO2/c6-2-4-1-5(7)8-3-4/h1H,2-3H2

Upstream product

• 75887-43-3 4-bromo-3-(bromomethyl)but-2-enoic acid 
• 922500-91-2 ethyl 2-(oxetan-3-ylidene)acetate 
• 80904-75-2 4-hydroxymethyl-5H-furan-2-one 
• 541-47-9 3-Methylbutenoic acid 
• 5687-73-0 2-cyclopropylideneacetic acid 
• 74592-36-2 ethyl cyclopropenylideneacetate 

Downstream Products

• 81189-55-1 acetic acid 5-oxo-2,5-dihydrofuran-3-ylmethyl ester 
• 79368-02-8 4-(phenylsulfonylmethyl)-2(5H)-furanone 
• 81554-05-4 4-[(Triphenyl-λ⁵-phosphanylidene)-methyl]-5H-furan-2-one 
• 64190-48-3 dihydro-4-methyl-2(3H)-furanone 
• 6124-79-4 4-methyl-2(5H)-furanone 
• 125973-99-1 4-(Chloromethyl)-2(5H)-furanone 
• 2212-99-9 (+/-)-marasmic acid 
• 2213-00-5 (1aR,3aR,6aS,6bS)-1a,2-Diformyl-5,5-dimethyl-1a,3a,4,5,6,6a-hexahydro-1H-cyclopropa[e]indene-6b-carboxylic acid methyl ester 
• 75948-66-2 C₂₃H₃₀O₅Se 
• 75948-66-2 C₂₃H₃₀O₅Se 
• 132354-22-4 4-benzoylaminomethyl-4,5-dihydro-2(3H)-furanone 
• 1428154-28-2 4-[(2-phenylallylamino)methyl]furan-2(5H)-one 
• 1428154-20-4 N-allyl-4-methyl-N-((5-oxo-2,5-dihydrofuran-3-yl)methyl)benzenesulfonamide 
• 1428154-23-7 tert-butyl 2-phenylylallyl[(5-oxo-2,5-dihydrofuran-3-yl)methyl]carbamate 

Relevant articles and documents

Photochemical reactions of prop-2-enyl and prop-2-ynyl substituted 4-aminomethyl- and 4-oxymethyl-2(5H)-furanones

Compounds with a heterocyclic 9-oxatricyclo[5.3.0.01,5]decan-8-one skeleton were synthesized by intramolecular [2+2] photocycloaddition reactions of the title compounds (λ= 254 nm, Et2O or MeCN as the solvent). Starting from various substituted 4-(prop-2-enylaminomethyl)-2(5H)-furanones, products 5, 9, 18, 21, 23, 24 were obtained, which bear a nitrogen atom in position 3 of this skeleton within a pyrrolidine ring. The Boc or Cbz groups represent suitable nitrogen protecting groups, which were compatible with the irradiation conditions and which can be easily cleaved. In an analogous fashion an oxygen (product 22) and carbon substituent (product 25) could be implemented at position 3 of the product if the starting material was appropriately chosen. The prop-2-ynyl substituted substrates did not produce a [2+2] photocycloaddition product but rather underwent a cyclization to spiro products 11 and 13.

Conformationally restricted pyrrolidines by intramolecular [2+2] photocycloaddition reactions

Intramolecular [2+2] photocycloaddition reactions of diversely substituted N-Boc protected 4-(allylaminomethyl)-2(5H)-furanones resulted in rigid products (53-75%) with three spatially defined positions for further functionalisation. The Royal Society of Chemistry.