86791-30-2

Basic information

• Product Name: 4-Cyclohexene-1,3-dione,5-methoxy-2,2-dimethyl-(9CI)
• Synonyms: 4-Cyclohexene-1,3-dione,5-methoxy-2,2-dimethyl-(9CI)
• CAS NO: 86791-30-2
• Molecular Formula: C9H12O3
• Molecular Weight: 168.18978
• Product Categories: CYCLOHEXANONE
• Mol File: 86791-30-2.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-Cyclohexene-1,3-dione,5-methoxy-2,2-dimethyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Cyclohexene-1,3-dione,5-methoxy-2,2-dimethyl-(9CI)(86791-30-2)
• EPA Substance Registry System: 4-Cyclohexene-1,3-dione,5-methoxy-2,2-dimethyl-(9CI)(86791-30-2)

Safety Data

• Hazardous Substances Data: 86791-30-2(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 2065-00-1 2,5-cyclohexadien-1-one, 3,5-dihydroxy-4,4-dimethyl- 

Relevant articles and documents

HIGH YIELD SYNTHESIS OF FILICINIC ACID, BASED ON THE POLYCHLORINATION OF 4,4-DIMETHYL-2-CYCLOHEXENONE PART II : CONVERSION OF 2,3,5,6-TETRACHLORO-4,4-DIMETHYL-2,5-CYCLOHEXADIENONE INTO FILICINIC ACID AND RELATED CYCLOHEXADIENONES

Filicinic acid (5) was prepared in 75-80percent overall yield from 4,4-dimethyl-2-cyclohexenone (1).The key intermediate, tetrachlorodienone 2, underwent facile substitution of both β-chlorine substituents by methoxide affording the bis enol ether 3 which was converted into dichlorofilicinic acid 4 in hot 85percent sulfuric acid.Monohydroxy derivatives were obtained by treatment of 2 or 3 with hydroxide.Palladium-catalysed low-pressure hydrogenation of 4 under appropiate conditions produced monochlorofilicinic acid, filicinic acid or 5-hydroxy-4,4-dimethyl-1,3-cyclohexanedione (8) with high selectivity.