78523-43-0

Basic information

• Product Name: Ethanone, 1-(3-methyl-1,3-cyclohexadien-1-yl)- (9CI)
• Synonyms: Ethanone, 1-(3-methyl-1,3-cyclohexadien-1-yl)- (9CI)
• CAS NO: 78523-43-0
• Molecular Formula: C9H12O
• Molecular Weight: 136.19098
• Product Categories: ACETYLGROUP
• Mol File: 78523-43-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Ethanone, 1-(3-methyl-1,3-cyclohexadien-1-yl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-(3-methyl-1,3-cyclohexadien-1-yl)- (9CI)(78523-43-0)
• EPA Substance Registry System: Ethanone, 1-(3-methyl-1,3-cyclohexadien-1-yl)- (9CI)(78523-43-0)

Safety Data

• Hazardous Substances Data: 78523-43-0(Hazardous Substances Data)

Upstream product

• 40572-65-4 (1-methyl-2,4-cyclohexadienyl)-methyl-keton 
• 32917-40-1 1-methyl-2,4-cyclohexadiencarbonsaeure 
• 6555-59-5 (1-methylcyclohex-4-en-1-yl)-methyl-keton 
• 699-42-3 1-methyl-2,4-cyclohexadienecarbonsaeure-methylester 

Relevant articles and documents

Uncatalyzed Sigmatropic 1,5-Shift of Acyl Groups in the Thermolysis of 5-Acyl-5-methyl-1,3-cyclohexadienes

Four different 5-acyl-5-methyl-1,3-cyclohexadienes 1a-d (R=COOCH3, COCH3, COC6H5, CHO) have been shown to yield mixtures of 1,3-disubstituted cyclohexadienes 2-7 and 1,3-disubstituted aromatic product 8 upon thermolysis at 150-300 deg C in solution and at 350-500 deg C in the gas phase in a flow system.Two reaction pathways are considered for the rearrangement of the C-Skeleton.For the ester 1a 13C-isotopic substitution shows that products arise to 75-86percent through a 1,5-sigmatropic shift of the methoxycarbonyl group and to 14-25percent through a sequence of reaction steps involving a 1,7-H-shift reaction in an acyclic intermediate.For the more reactive compounds 1b-d isomerization is assumed to follow the 1,5-sigmatropic pathway exclusively.A kinetic study yields the following sequence for the migration tendency of acyl groups toward sigmatropic 1,5-shift: COOCH3 COCH3 COC6H5 CHO.