2065-00-1

Basic information

• Product Name: 3,5-dihydroxy-4,4-dimethylcyclohexa-2,5-dien-1-one
• Synonyms: 3,5-dihydroxy-4,4-dimethylcyclohexa-2,5-dien-1-one;3,5-Dihydroxy-4,4-dimethyl-2,5-cyclohexadien-1-one
• CAS NO: 2065-00-1
• Molecular Formula: C₈H₁₀O₃
• Molecular Weight: 154.1632
• EINECS: 218-175-9
• Mol File: 2065-00-1.mol
• Article Data: 1

Chemical Properties

• Melting Point: 214-215° (dec)
• Boiling Point: 312.8°Cat760mmHg
• Flash Point: 133.6°C
• Appearance: /
• Density: 1.147g/cm³
• Vapor Pressure: 0.000518mmHg at 25°C
• Refractive Index: 1.468
• PKA: 5.8(at 25℃)
• CAS DataBase Reference: 3,5-dihydroxy-4,4-dimethylcyclohexa-2,5-dien-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-dihydroxy-4,4-dimethylcyclohexa-2,5-dien-1-one(2065-00-1)
• EPA Substance Registry System: 3,5-dihydroxy-4,4-dimethylcyclohexa-2,5-dien-1-one(2065-00-1)

Safety Data

• Hazardous Substances Data: 2065-00-1(Hazardous Substances Data)

Usage

Definition

ChEBI: An enone that is cyclohexa-2,5-dien-1-one substituted by hydroxy groups at positions 3 and 5 and geminal methyl groups at position 4.

InChI:InChI=1/C8H10O3/c1-8(2)6(10)3-5(9)4-7(8)11/h3-4H2,1-2H3

Upstream product

• 85544-63-4 2,3,5,6-tetrachloro-4,4-dimethyl-2,5-cyclohexadienone 
• 86791-26-6 2,6-dichloro-3-hydroxy-5-methoxy-4,4-dimethyl-2,5-cyclohexadienone 
• 86791-25-5 2,6-dichloro-3,5-dimethoxy-4,4-dimethyl-2,5-cyclohexadienone 
• 2999-26-0 2,6-diacetyl-3,5-dihydroxy-4,4-dimethyl-2,5-cyclohexadien-1-one 
• 86791-27-7 2,6-dichloro-3,5-dihydroxy-4,4-dimethyl-2,5-cyclohexadienone 

Downstream Products

• 86791-29-9 3,5-Dimethoxy-4,4-dimethyl-2,5-cyclohexadienon 
• 86791-30-2 5-Methoxy-2,2-dimethyl-cyclohex-4-ene-1,3-dione 

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.