32774-63-3

Basic information

• Product Name: 2-Cyclohexen-1-one, 3-hydroxy-2-methyl-
• CAS NO: 32774-63-3
• Molecular Formula: C7H10O2
• Molecular Weight: 126.155
• Mol File: 32774-63-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-Cyclohexen-1-one, 3-hydroxy-2-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyclohexen-1-one, 3-hydroxy-2-methyl-(32774-63-3)
• EPA Substance Registry System: 2-Cyclohexen-1-one, 3-hydroxy-2-methyl-(32774-63-3)

Safety Data

• Hazardous Substances Data: 32774-63-3(Hazardous Substances Data)

Upstream product

• 1193-55-1 2-methylcyclohexane-1,3-dione 
• 41732-05-2 2-(phenylaminomethylidene)cyclohexane-1,3-dione 
• 77959-69-4 N-[(2,6-dioxocyclohexylidene)methyl]urea 

Downstream Products

• 57440-71-8 1-(5-Methoxy-3-oxopentyl)-1-methyl-1.3-cyclohexandion 
• 6971-52-4 3-methoxy-2-methylphenol 
• 25112-91-8 3-methoxy-2-methylcyclohex-2-en-1-one 
• 128813-44-5 3-(but-3-ynyloxy)-2-methylcyclohex-2-en-1-one 
• 150765-78-9 2-methyl-3-oxocyclohex-1-en-1-yl trifluoromethanesulfonate 
• 459174-04-0 methyl 2-methyl-3-oxo-1-cyclohex-1-enecarboxylate 
• 19424-29-4 4,4,5,5-tetramethyl-1,3-dioxolan-2-one 
• 20643-20-3 3-ethoxy-2-methyl-2-cyclohexen-1-one 
• 56671-83-1 3-bromo-2-methylcyclohex-2-en-1-one 
• 1193-55-1 2-methylcyclohexane-1,3-dione 
• 85335-98-4 4-(phenylthio)-6-methylbicyclo<4.4.0>deca-1,3-dien-7-one 
• 128813-43-4 3-(1-methyl-3-phenylselenopropanoxy)-2-methylcyclohex-2-en-1-one 
• 53696-38-1 2-(1-Methyl-2,6-dioxo-cyclohexylmethyl)-acrylic acid ethyl ester 
• 35155-66-9 3-chloro-2-methoxycyclohex-2-en-1-one 

Relevant articles and documents

Conversion of cycloalk-2-enones into 2-methylcycloalkane-1,3-diones - Assessment of various Tamao-Fleming procedures and mechanistic insight into the use of the Me3SiMe2Si unit

Conjugate addition of Me3SiMe2SiLi to cycloalk-2-en-1-ones, ketalization, Tamao-Fleming oxidation (Bu4NF, then H2O2, KHCO3), TPAP oxidation and acid hydrolysis generates 2-methyl cycloalkane-1,3-diones. Ketalization is needed in order to prevent addition of Me3Si- to the carbonyl. The pentamethyldisilanyl group has advantages over other silicon units that are used in Tamao-Fleming procedures.

A Method for the C-Methylation of Cyclic β-Dicarbonyl Compounds

Cyclic β-dicarbonyl compounds (1, 4, 7, 10) were reacted with either aniline or urea in the presence of trimethoxymethane to give the enamines 2, 5, 8 and 11, resp.The latter were reduced with hydrogen over palladium-charcoal or with the dimethylamine-bor