5337-88-2

Basic information

• Product Name: 3-methyl-5-phenylcyclohex-2-en-1-one
• CAS NO: 5337-88-2
• Molecular Formula: C₁₃H₁₄O
• Molecular Weight: 186.2497
• Mol File: 5337-88-2.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 302.7°C at 760 mmHg
• Flash Point: 125.6°C
• Density: 1.043g/cm³
• Vapor Pressure: 0.000973mmHg at 25°C
• Refractive Index: 1.546
• CAS DataBase Reference: 3-methyl-5-phenylcyclohex-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methyl-5-phenylcyclohex-2-en-1-one(5337-88-2)
• EPA Substance Registry System: 3-methyl-5-phenylcyclohex-2-en-1-one(5337-88-2)

Safety Data

• Hazardous Substances Data: 5337-88-2(Hazardous Substances Data)

Upstream product

• 141-97-9 ethyl acetoacetate 
• 122-57-6 1-Phenylbut-1-en-3-one 
• 100-52-7 benzaldehyde 
• 21225-59-2 3,5-diacetyl-4-phenyl-2,6-heptadione 
• 20970-67-6 1-(5-acetyl-4-phenyl-2,6-dimethyl-1,4-dihydropyridin-3-yl)ethanone 
• 60135-00-4 methyl 3-methyl-5-oxo-1,2,5,6-tetrahydro-[1,1′-biphenyl]-2-carboxylate 
• 67-64-1 acetone 
• 75359-62-5 6-methyl-4-phenyl-6-hepten-2-one 
• 53219-37-7 diethyl 1,4-dihydro-2,6-dimethyl-1,4-diphenyl-3,5-pyridinedicarboxylate 
• 3274-34-8 1,2,6-trimethyl-4-phenyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester 
• 113848-07-0 le cinnamyl-2 oxo-2 ethylphosphonate de diethyle 
• 913977-07-8 acetic acid 5-methyl-1-phenyl-hex-5-en-2-ynyl ester 
• 1896-62-4 (E)-benzalacetone 
• 69492-29-1 4-phenyl-6-hepten-2-one 

Downstream Products

• 93468-28-1 5-benzyl-3-methyl-2-cyclohexen-1-one 
• 60741-75-5 3-methyl-5-phenyl-cyclohexanone 
• 855428-07-8 1-methyl-3-oxo-5-phenyl-cyclohexanecarbonitrile 
• 50715-82-7 3-methyl-5-phenyl-phenol 
• 14407-98-8 1-methyl-8-phenyl-2-thia-5-aza-bicyclo[4.3.1]dec-5-ene 
• 83245-89-0 3-methyl-5-phenyl-cyclohex-2-enone oxime 
• 62596-11-6 4-methyl-6-phenyl-1,5,6,7-tetrahydro-azepin-2-one 
• 3044-71-1 2,6-dimethyl-4-phenylpyridine 
• 159326-01-9 3-methyl-5-phenylphenyl ethyl ether 
• 83245-91-4 5-methylbiphenyl-3-amine 
• 5503-53-7 3-Methyl-5-phenyl-6-phenylaminomethylen-cyclohexen-⁽²⁾-on-⁽¹⁾ 
• 47540-50-1 N,N-dimethyl-4-(1-methyl-8-phenyl-2-thia-5-aza-bicyclo[4.3.1]dec-5-en-7-ylidenemethyl)-aniline 
• 97664-22-7 5-methyl-3-phenyl-cyclohexene 

Relevant articles and documents

Iodine-catalyzed tandem oxidative aromatization for the synthesis of meta-substituted alkoxybenzenes

A rapid method for the synthesis of meta-substituted alkoxybenzenes is achieved by oxidation of cyclohexenones. This one-pot transformation is catalyzed by molecular iodine with DDQ as an oxidant in the presence of alcohols. Diverse cyclohexenones with aryl or alkyl substitutes are well tolerated to the mild oxidative conditions affording desired products in up to 92% yield. These oxidizing processes were applicable to the efficient synthesis of useful meta-substituted phenolic products which are difficult to obtain by traditional electrophilic substitutions.

Rhodium-catalyzed tandem aldol condensation-Robinson annulation between aldehydes and acetone: Synthesis of 3-methylcyclohexenones

A simple catalytic, redox-neutral access to 3-methylcyclohexenones has been developed via rhodium catalysis in the presence of an amine additive and Ag2CO3. This process utilized simple aldehydes and acetone as substrates and tolerates a variety of functional groups. Disubstituted phenols were isolated in moderate yields when Cu(OAc)2 was employed as an oxidant.

D-Aminoacylase-initiated cascade Aldol condensation/Robinson annulation for synthesis of substituted cyclohex-2-enones from simple aldehydes and acetone

As an important building block, developing efficient and green synthesis strategy of cyclohex-2-enones is of great importance. In this present work, a general approach to the mild synthesis of substituted cyclohex-2-enones derivatives starting fro m simple aldehydes and acetone have been achieved via D-aminoacylase-initiated Aldol condensation/Robinson annulation cascade reaction using imidazole as an additive in organic media. The influences of reaction conditions including solvents, enzyme concentration, additives type, molar ratio of enzyme to additive, and substrate scopes were systematically investigated. Furthermore, some experiments were designed to explore the catalytic roles of D-aminoacylase and imidazole in the multistep cascade process, and one possible mechanism was proposed.