62873-16-9

Basic information

• Product Name: 5-methyl-3-methylidene-oxolan-2-one
• Synonyms: 5-methyl-3-methylidene-oxolan-2-one;alpha-Methylene-gamma-valerolactone (stabilized with HQ);2(3H)-Furanone, dihydro-5-methyl-3-methylene-;5-Methyl-3-methylenedihydrofuran-2(3H)-one;α-Methylene-γ-valerolactone (stabilized with HQ);-valerolactone (stabilized with HQ)
• CAS NO: 62873-16-9
• Molecular Formula: C₆H₈O₂
• Molecular Weight: 112.13
• Mol File: 62873-16-9.mol
• Article Data: 34

Chemical Properties

• Boiling Point: 219.015 °C at 760 mmHg
• Flash Point: 81.488 °C
• Appearance: /
• Density: 1.05
• Vapor Pressure: 0.122mmHg at 25°C
• Refractive Index: 1.4570 to 1.4620
• CAS DataBase Reference: 5-methyl-3-methylidene-oxolan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-methyl-3-methylidene-oxolan-2-one(62873-16-9)
• EPA Substance Registry System: 5-methyl-3-methylidene-oxolan-2-one(62873-16-9)

Safety Data

• Hazardous Substances Data: 62873-16-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 47, p. 3630, 1982 DOI: 10.1021/jo00140a007Tetrahedron Letters, 25, p. 5225, 1984 DOI: 10.1016/S0040-4039(01)81569-0

InChI:InChI=1/C6H8O2/c1-4-3-5(2)8-6(4)7/h5H,1,3H2,2H3

Upstream product

• 72806-87-2 4,5-dihydro-3-(hydroxymethyl)-5-methylfuran-2(3H)-one 
• 201230-82-2 carbon monoxide 
• 82112-57-0 4-bromopent-4-en-2-ol 
• 2117-11-5 4-pentyn-2-ol 
• 54109-49-8 ethyl 2-methylidenepent-4-enoate 
• 53761-32-3 3-(hydroxymethylene)-5-methyldihydro-2(3H)-furanone sodium salt 
• 69637-61-2 2-Dimethylaminomethyl-pent-4-enoic acid methyl ester 
• 10171-38-7 2-ethoxyethanol 
• 108-29-2 5-methyl-dihydro-furan-2-one 
• 50-00-0 formaldehyd 
• 110-88-3 1,3,5-Trioxan 
• 82166-53-8 4-(trimethylsilyl)pent-4-en-2-ol 
• 74002-75-8 Sodium; 3,5-dimethyl-2-oxo-tetrahydro-furan-3-carboxylate 
• 74002-72-5 α-methoxycarbonyl-α-methyl-γ-valerolactone 

Relevant articles and documents

Sustainable Continuous Flow Valorization of Γ-Valerolactone with Trioxane to Α-Methylene-Γ-Valerolactone over Basic Beta Zeolites

The need for more sustainable products and processes has led to the use of new methodologies with low carbon footprints. In this work, an efficient tandem process is demonstrated for the liquid-phase catalytic upgrading of lignocellulosic biomass-derived γ-valerolactone (GVL) with trioxane (Tx) to α-methylene-γ-valerolactone (MeGVL) in flow system using Cs-loaded hierarchical beta zeolites. The introduction of mesopores along with the presence of basic sites of mild strength leads to MeGVL productivity 20 times higher than with the bulk beta zeolite, reaching 0.325 mmol min?1 gcat?1 for the best-performing catalyst, the highest value reported so far. This catalyst proves stable upon reuse in consecutive cycles, which is ascribed to the partial depletion of the basic sites. The obtained MeGVL is subjected to visible-light-induced polymerization, resulting in a final material with similar properties to the widely used poly(methyl) methacrylate.

METHOD FOR PRODUCING CYCLIC UNSATURATED COMPOUND

The present invention provides a method for producing a cyclic unsaturated compound, which sufficiently suppresses generation of acyclic unsaturated compounds and permits excellent yield and reaction rate. Such a method for producing a cyclic unsaturated compound is a method for producing a cyclic unsaturated compound by reacting an a, ?-unsaturated carboxylic acid with an unsaturated organic compound, wherein the method comprises a step of reacting the a, ?-unsaturated carboxylic acid with the unsaturated organic compound in the presence of a catalyst.

Liquid phase synthesis of methylene lactones using novel catalyst

Process for converting certain lactones to their alpha-methylene derivatives in the liquid phase with both high conversion and selectivity using easily recoverable novel heterogeneous catalysts.