323179-92-6

Basic information

• Product Name: 1-(2-Methoxy-1-methyl-4-trimethylsilanyloxy-cyclohex-3-enyl)-ethanone
• Synonyms: 1-(2-Methoxy-1-methyl-4-trimethylsilanyloxy-cyclohex-3-enyl)-ethanone
• CAS NO: 323179-92-6
• Molecular Weight: 256.417
• Mol File: 323179-92-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-(2-Methoxy-1-methyl-4-trimethylsilanyloxy-cyclohex-3-enyl)-ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-Methoxy-1-methyl-4-trimethylsilanyloxy-cyclohex-3-enyl)-ethanone(323179-92-6)
• EPA Substance Registry System: 1-(2-Methoxy-1-methyl-4-trimethylsilanyloxy-cyclohex-3-enyl)-ethanone(323179-92-6)

Safety Data

• Hazardous Substances Data: 323179-92-6(Hazardous Substances Data)

Upstream product

• 814-78-8 3-Methyl-3-buten-2-one 
• 59414-23-2 1-methoxy-3-<(trimethylsilyl)oxy>01,3-butadiene 

Downstream Products

• 97400-46-9 4-acetyl-4-methyl-6-phenylselenocyclohex-2-enone 
• 61599-05-1 4-methyl-4-acetyl-2-cyclohexen-1-one 

Relevant articles and documents

Synthesis of a 4-Acylcyclohexa-2,5-dienone: 3,4-Dihydro-3,3,8a-trimethylnaphtalene-1,6(2H,8aH)-dione

The synthesis is reported of 3,4-dihydro-3,3,8a-trimethylnaphtalene-1,6-(2H,8aH)-dione (11; R = Me).This is the first isolated 4-acylcyclohexa-2,5-dienone, a class of compounds postulated particularly as intermediates in the Fries and photo-Fries rearrangements.The dienone undergoes very easy acyl cleavage in the presence of bases or dilute acids, to form a phenolic acid (18).Similar cleavage, or a retro-Fries migration of the acyl group from the 4-position to the dienone ring oxygen, has prevented isolation of 4-acetyl-4-methylcyclohexa-2,5-dienone.Concentrated aqueous sulphuric acid causes rearrangement of the dienone to 3,4-dihydro-8-hydroxy-3,3,5-trimethylnaphtalen-1(2H)-one (13; R = Me), via recyclisation of 18.In trifluoroacetic acid solutions the same product (13, R = Me) is formed from the dienone by direct, formal dienone-phenol rearrangement.