74982-59-5

Basic information

• Product Name: 2-methyl-5-oxo-2,5-dihydrofuran-2-yl acetate
• Synonyms: 2(5H)-Furanone, 5-(acetyloxy)-5-methyl-; 5-(Acetyloxy)-5-methyl-2(5H)-furanone
• CAS NO: 74982-59-5
• Molecular Formula: C₇H₈O₄
• Molecular Weight: 156.136
• Mol File: 74982-59-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 269.6°C at 760 mmHg
• Flash Point: 138.2°C
• Density: 1.23g/cm³
• Vapor Pressure: 0.00717mmHg at 25°C
• Refractive Index: 1.481
• CAS DataBase Reference: 2-methyl-5-oxo-2,5-dihydrofuran-2-yl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-5-oxo-2,5-dihydrofuran-2-yl acetate(74982-59-5)
• EPA Substance Registry System: 2-methyl-5-oxo-2,5-dihydrofuran-2-yl acetate(74982-59-5)

Safety Data

• Hazardous Substances Data: 74982-59-5(Hazardous Substances Data)

Upstream product

• 591-12-8 5-methyl-2-furanone 
• 108-24-7 acetic anhydride 
• 127-09-3 sodium acetate 
• 546-67-8 lead(IV) tetraacetate 
• 118486-95-6 tributyl-(5-methylfuran-2-yl)stannane 
• 61550-05-8 trimethyl-(5-methyl-furan-2-yloxy)-silane 
• 62557-43-1 3-bromolevulinic acid 
• 1424-35-7 4,5-dibromo-5-methyl-dihydro-furan-2-one 

Downstream Products

• 108-28-1 protoanemonin 

Relevant articles and documents

Total synthesis of (±)-paracaseolide A and initial attempts at a Lewis acid mediated dimerization of its putative biosynthetic precursor

A short (5 steps) and highly efficient (25% overall yield) synthesis of paracaseolide A is described. Crucial steps are an α-iodination of a butenolide, a Suzuki coupling and a thermal Diels-Alder reaction. In attempts at Lewis acid catalyzed [4 + 2]-cycloadditions a set of novel dimerization products of the proposed biosynthetic paracaseolide A precursor were produced. The Royal Society of Chemistry 2013.

Oxidative Substitution Reactions of Organostannyl Compounds with Lead Tetraacetate. A Convenient Route to 5-Alkylidene-2(5H)-furanones

5-Substituted 2-tributylstannylfurans which were synthesized by the reaction of corresponding 5-substituted 2-lithiofurans with tribitylstannyl chloride, were treated with two equimolar amounts of lead tetraacetate at room temperature to give corresponding 5-substituted 5-acetoxy-2(5H)-furanones in good yields.The 5-acetoxy-2(5H)-furanone was heated at 80 deg C in acetic acid-acetic anhydride containing a catalytic amount of concentrated sulfuric acid to give 5-alkylidene-2(5H)-furanone in moderate yield.

The Reaction of 2-(Trialkylsiloxy)furans with Lead(IV) Acetate. The Synthesis of dl-Pyrenophorin

The reaction of 2-(trimethylsiloxy)furans with lead(IV) acetate afforded the corresponding α,β-unsaturated γ-acetoxy-γ-lactones in good yields.The lactones were easily converted into the corresponding 3-acylacrylic acids.Utilizing this reaction, dl-pyrenophorin was synthesized.