1359663-59-4

Basic information

• Product Name: 4-(hydroxymethyl)-2,6,6-trimethylcyclohexa-2,4-dien-1-one
• Synonyms: 4-(hydroxymethyl)-2,6,6-trimethylcyclohexa-2,4-dien-1-one
• CAS NO: 1359663-59-4
• Molecular Weight: 166.22
• Mol File: 1359663-59-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 4-(hydroxymethyl)-2,6,6-trimethylcyclohexa-2,4-dien-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(hydroxymethyl)-2,6,6-trimethylcyclohexa-2,4-dien-1-one(1359663-59-4)
• EPA Substance Registry System: 4-(hydroxymethyl)-2,6,6-trimethylcyclohexa-2,4-dien-1-one(1359663-59-4)

Safety Data

• Hazardous Substances Data: 1359663-59-4(Hazardous Substances Data)

Upstream product

• 221635-90-1 3,3,5-trimethyl-4-oxocyclohexa-1,5-dien-1-yl trifluoromethanesulfonate 
• 1125-21-9 2,6,6-trimethyl-2-cyclohexene-1,4-dione 
• 4397-14-2 4-(hydroxymethyl)-2,6-dimethylphenol 
• 2233-18-3 4-hydroxy-3,5-dimethylbenzaldehyde 
• 576-26-1 2.6-dimethylphenol 
• 917-54-4 methyllithium 

Relevant articles and documents

Phenolic Oxidation Using H2O2 via in Situ Generated para-Quinone Methides for the Preparation of para-Spiroepoxydienones

Phenols are attractive starting materials for the preparation of highly substituted cyclohexane rings via dearomative processes. Herein we report an efficient preparation of dearomatized 1-oxaspiro[2.5]octa-4,7-dien-6-ones (para-spiroepoxydienones) via the nucleophilic epoxidation of in situ generated para-quinone methides from 4-(hydroxymethyl)phenols using aqueous H2O2. The developed protocol bypasses the need for stoichiometric bismuth reagents or diazomethane, which are frequently deployed for p-spiroepoxydienone preparation. The p-spiroepoxydienones are further elaborated in numerous downstream complexity-building transformations.