80408-87-3

Basic information

• Product Name: 2(3H)-Furanone, dihydro-5,5-dimethyl-4-(3-oxobutyl)-, (S)-
• CAS NO: 80408-87-3
• Molecular Formula: C10H16O3
• Molecular Weight: 184.235
• Mol File: 80408-87-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2(3H)-Furanone, dihydro-5,5-dimethyl-4-(3-oxobutyl)-, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(3H)-Furanone, dihydro-5,5-dimethyl-4-(3-oxobutyl)-, (S)-(80408-87-3)
• EPA Substance Registry System: 2(3H)-Furanone, dihydro-5,5-dimethyl-4-(3-oxobutyl)-, (S)-(80408-87-3)

Safety Data

• Hazardous Substances Data: 80408-87-3(Hazardous Substances Data)

Upstream product

• 13291-18-4 isopropenylmagnesium bromide 
• 99285-26-4 N-(E-2,6-heptanedienoyl)-l-ephedrine 
• 54878-01-2 2,2-dimethyl-3-(2-oxopropyl)-cis-cyclopropane-1-acetic acid methyl ester 
• 58930-63-5 (3¹R,3³S)-3²,3²-dimethyl-3(1,3)cyclopropyla-5-oxohexanoic acid 
• 64396-97-0 (+)-cis-pinonic acid 
• 79-11-8 chloroacetic acid 

Downstream Products

• 157007-74-4 (-)-(S)-2,2-dimethyl-5-oxotetrahydro-3-furancarboxylic acid 
• 38159-46-5 (S)-6-(2,4-dinitro-phenylhydrazono)-3-(α-hydroxy-isopropyl)-heptanoic acid-lactone 

Relevant articles and documents

(S)-(+)-Homoterpenyl methyl ketone

In (+)-5,5-dimethyl-4-(3-oxobutyl)tetrahydrofuran-2-one, C10H16O3, the absolute configuration at the chiral C atom is S. The five-membered ring adopts a deformed envelope conformation with the asymmetric C atom in the flap position. The oxobutyl group is planar.

Acid-catalysed Rearrangements of Methyl 1R-cis-2,2-Dimethyl-3-(2-oxopropyl)cyclopropane Carboxylate and Related Compounds+

Methyl 2,2-dimethyl-3-(2-oxopropyl)-cis-cyclopropane-1-acetate (III) on heating with phosphoric acid affords (+)-homoterpenyl methyl ketone (IIa).Bromination of III at 0 deg C in the presence of sodium acetate affords among other products methyl 2,4-dimethylphenylacetate (VIII).Methyl 1R-cis-2,2-dimethyl-3-(2-oxopropyl)cyclopropane carboxylate (XI) on heating with phosphoric acid affords 3,3-dimethyl-4-(2-oxopropyl)butyrolactone (XIV).Methyl 1S-cis-2,2-dimethyl-3-(2-oxo-2-phenylethyl)cyclopropane carboxylate (XIII) on similar treatment affords the 3,3-dimethyl-4-(2-oxo-2-phenylethyl)butyrolactone (XV).