61305-66-6

Basic information

• Product Name: 2,5-Cyclohexadien-1-one, 2,4,6-trichloro-4-methyl-
• CAS NO: 61305-66-6
• Molecular Formula: C7H5Cl3O
• Molecular Weight: 211.475
• Mol File: 61305-66-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2,5-Cyclohexadien-1-one, 2,4,6-trichloro-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Cyclohexadien-1-one, 2,4,6-trichloro-4-methyl-(61305-66-6)
• EPA Substance Registry System: 2,5-Cyclohexadien-1-one, 2,4,6-trichloro-4-methyl-(61305-66-6)

Safety Data

• Hazardous Substances Data: 61305-66-6(Hazardous Substances Data)

Upstream product

• 106-44-5 p-cresol 
• 6640-27-3 2-chloro-p-cresol 
• 103-89-9 4-Methylacetanilide 
• 2432-12-4 2,6-dichloro-4-methylophenol 

Downstream Products

• 61306-38-5 2,6-dichloro-4-methoxy-4-methylcyclohexa-2,5-dienone 
• 61306-47-6 2,6-Dichlor-4-hexyloxy-4-methylcyclohexa-2,5-dienon 
• 61331-50-8 4-Butoxy-2,6-dichloro-4-methyl-cyclohexa-2,5-dienone 
• 61306-45-4 4-sec-Butoxy-2,6-dichloro-4-methyl-cyclohexa-2,5-dienone 
• 61306-43-2 2,6-Dichlor-4-isopropoxy-4-methylcyclohexa-2,5-dienon 
• 61306-44-3 2,6-Dichloro-4-isobutoxy-4-methyl-cyclohexa-2,5-dienone 
• 61306-42-1 2,6-Dichloro-4-ethoxy-4-methyl-cyclohexa-2,5-dienone 

Relevant articles and documents

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Electrophilic Chlorination of 4-Methylphenols with Molecular Chlorine. Synthesis of Dimethoxy Aromatics by Methanolysis of 4-Chloro-4-methylcyclcohexa-2,5-dienones

The chlorination of p-cresol (1a), 2,4-dimethylphenol (1b), 3,4-dimethylphenol (1c), 2,4,5-trimethylphenol (1d), 2,4,6-trimethylphenol (1e) and the various possible mono- and dichloro derivatives of these phenols (3a-d, 6a and 6 c) with molecular chlorine was investigated in dichloromethane or dimethyl formamide solution.The 2,6-substituted p-cresol derivatives all give quantitative yields of 4-chloro-4-methylcyclohexa-2,5-dienones (5b, 5d, 7a, 7c and 2e), whereas the less substituted p-cresol derivatives give a 20-25percent yield of corresponding 4-chloro-4-methylcyclohexa-2,5-dienones (2a-d, 5a and 5c), the other products being chlorinated phenols.Treatment of 4-chloro-4-methylcyclohexa-2,5-dienones with at least one of the double bonds of the ring unsubstituted (2a-c and 4a) with methanol gave a quantitative yield of a 1,3-dimethoxybenzene derivative (9a-c and 10), whereas similar treatment of 4-chloro-2,4,5-trimethylcyclohexa-2,5-dienone (2d) gave 5-methoxy-2,3-dimethylbenzyl methyl ether (11).Treatment of the other 4-chlorodienones with methanol gave the corresponding 4-methoxydienones.Electrophilic chlorination of certain p-cresol derivatives followed by methanolysis hence is a facile although low-yield method for 3-methoxylation or selective side chain oxidation of these p-cresol derivatives.