40572-65-4

Basic information

• Product Name: (1-methyl-2,4-cyclohexadienyl)-methyl-keton
• Synonyms: (1-methyl-2,4-cyclohexadienyl)-methyl-keton
• CAS NO: 40572-65-4
• Molecular Weight: 136.194
• Mol File: 40572-65-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1-methyl-2,4-cyclohexadienyl)-methyl-keton(CAS DataBase Reference)
• NIST Chemistry Reference: (1-methyl-2,4-cyclohexadienyl)-methyl-keton(40572-65-4)
• EPA Substance Registry System: (1-methyl-2,4-cyclohexadienyl)-methyl-keton(40572-65-4)

Safety Data

• Hazardous Substances Data: 40572-65-4(Hazardous Substances Data)

Upstream product

• 699-42-3 1-methyl-2,4-cyclohexadienecarbonsaeure-methylester 
• 6555-59-5 (1-methylcyclohex-4-en-1-yl)-methyl-keton 
• 32917-40-1 1-methyl-2,4-cyclohexadiencarbonsaeure 
• 917-54-4 methyllithium 
• 4313-57-9 2,5-dihydrotoluene 
• 3061-65-2 2-acetoxyacrylonitrile 

Downstream Products

• 78523-45-2 1-(5-Methyl-1,4-cyclohexadien-1-yl)ethanon 
• 78523-44-1 1-(5-Methyl-cyclohexa-1,5-dienyl)-ethanone 
• 78523-42-9 1-(5-Methyl-cyclohexa-1,3-dienyl)-ethanone 
• 78523-43-0 1-(3-Methyl-cyclohexa-1,3-dienyl)-ethanone 
• 585-74-0 3-Methylacetophenone 
• 98-86-2 acetophenone 

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.