72163-26-9

Basic information

• Product Name: (E)-dihydro-3-carbomethoxymethylene-4,4,5,5-tetramethyl-2(3H)-furanone
• Synonyms: (E)-dihydro-3-carbomethoxymethylene-4,4,5,5-tetramethyl-2(3H)-furanone
• CAS NO: 72163-26-9
• Molecular Weight: 212.246
• Mol File: 72163-26-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (E)-dihydro-3-carbomethoxymethylene-4,4,5,5-tetramethyl-2(3H)-furanone(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-dihydro-3-carbomethoxymethylene-4,4,5,5-tetramethyl-2(3H)-furanone(72163-26-9)
• EPA Substance Registry System: (E)-dihydro-3-carbomethoxymethylene-4,4,5,5-tetramethyl-2(3H)-furanone(72163-26-9)

Safety Data

• Hazardous Substances Data: 72163-26-9(Hazardous Substances Data)

Upstream product

• 563-79-1 2,3-Dimethyl-2-butene 
• 762-42-5 dimethyl acetylenedicarboxylate 

Downstream Products

• 69604-12-2 4,5-Dihydro-4,4,5,5-tetramethyl-3-methylene-(3H)-furan-2-one 

Relevant articles and documents

APPLICATIONS OF THE ENE REACTION. SYNTHESIS AND PROPPERTIES OF SUBSTITUTED &α-METHYLENE-&γ-LACTONES

Substituted dimethyl 1,4-pentadiene-1,2-dicarboxylates ( 1 or 3 ) may be prepared by AlCl3-promoted or thermal ene reaction of olefins with dimethyl acetylenedicarboxylate.Lactonization of these adducts is catalyzed by acid.In the presence of 80 percent H2SO4 the predominant product ( ca. 80 percent ) is a (Z)-dihydro-3-carbomethoxymethylene-2(3H)-furanone ( 2 or 4 ).Cyclization with anhydrous HCl affords a mixture of products the composition of which depends on the starting material; major products include the corresponding (E)- and γ-lactone isomers ( 6 and 7 ).Detailed 1H and 13C nmr are reported for all compounds.The structures of the (E)-4,5,5-trimethyl-, (Z)-4,5,5-trimethyl-, and (Z)-4,4,5,5-tetramethyl furanone derivatives ( 6a, 2a, and, 2b,) have been established by X-ray crystallography.The properties of some of these lactones are discussed, as are possible methods of removal of the carbomethoxyl from 2.