47074-06-6

Basic information

• Product Name: 1,5-Pentanedione, 2-methyl-1,5-diphenyl-
• CAS NO: 47074-06-6
• Molecular Formula: C18H18O2
• Molecular Weight: 266.34
• Mol File: 47074-06-6.mol

Chemical Properties

• CAS DataBase Reference: 1,5-Pentanedione, 2-methyl-1,5-diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-Pentanedione, 2-methyl-1,5-diphenyl-(47074-06-6)
• EPA Substance Registry System: 1,5-Pentanedione, 2-methyl-1,5-diphenyl-(47074-06-6)

Safety Data

• Hazardous Substances Data: 47074-06-6(Hazardous Substances Data)

Upstream product

• 29526-96-3 1-phenylcyclopropan-1-ol 
• 66323-99-7 trimethyl[(Z)-(1-phenyl-1-propenyl)oxy]silane 
• 30085-70-2 4-(1-phenyl-propenyl)-morpholine 
• 768-03-6 Phenyl vinyl ketone 
• 38858-73-0 1-phenyl-1-trimethylsiloxycyclopropane 
• 100-42-5 styrene 
• 93-55-0 1-phenyl-propan-1-one 
• 4393-06-0 1-Phenyl-2-propen-1-ol 
• 20718-17-6 2-(dimethyl(oxo)-λ⁶-sulfaneylidene)-1-phenylethan-1-one 
• 59875-95-5 2-n-propyl-1,3-diphenyl-1,3-propanedione 
• 110-86-1 pyridine 
• 95837-63-1 (Z)-tert-butyldimethyl((1-phenylprop-1-en-1-yl)oxy)silane 
• 108246-76-0 2-(2-hydroxy-2-phenylpropyl)pyrazine 
• 146767-33-1 phenylazo tert-butyl sulfide 

Downstream Products

• 98-86-2 acetophenone 
• 93-55-0 1-phenyl-propan-1-one 

Relevant articles and documents

Ruthenium-catalyzed room-temperature coupling of α-keto sulfoxonium ylides and cyclopropanols for δ-diketone synthesis

Previous transition metal-catalyzed synthesis processes of δ-diketones are plagued by the high cost of the rhodium catalyst and harsh reaction conditions. Herein a low-cost, room temperature ruthenium catalytic method is developed based on the coupling of α-keto sulfoxonium ylides with cyclopropanols. The mild protocol features a broad substrate scope (47 examples) and a high product yield (up to 99%). Mechanistic studies argue against a radical pathway and support a cyclopropanol ring opening, sulfoxonium ylide-derived carbenoid formation, migratory insertion C-C bond formation pathway.

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One-pot synthesis of Robinson annulated 3-aryl-cyclohexenones from allyl alcohols and ketones using palladium is reported. Long chain aliphatic or aryl substitutions at the C1 position of allyl alcohol result in the formation of 1,5-diketone products. This simple one-pot method avoids the use of highly electrophilic vinyl ketones.

Photo-mediated [1, 3]-Carbonyl shift of β-Ketocarbonyls

An organic amine mediated photolytic [1,3]-benzoyl migration of β-benzoyl carbonyl compounds was reported. This migration was achieved by Norrish-Yang cyclization and retro-aldol reaction under black light (365 nm) or visible light irradiation. This photolytic protocol provides an alternative approach to the synthesis of 1,5-dicarbonyl compounds. By chiral primary amine catalysis, a kinetic resolution was also developed to afford enantioenriched 1,5-dicarbonyls.

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Various β-keto radicals are generated from cyclopropanols by treatment with a catalytic amount of AgNO3 and (NH4) 2S2O8 as a reoxidant in the presence of pyridine. Thus, generated β-keto radicals react with alkenes to yield addition products. Copyright

Generation of β-Carbonyl Radicals from Cyclopropanol Derivatives by the Oxidation with Manganese(III) 2-Pyridinecarboxylate and Their Reactions with Electron-Rich and -Deficient Olefins

Various β-carbonyl radicals are generated oxidatively from cyclopropanol derivatives by the use of manganese(III) 2-pyridinecarboxylate (Mn(pic)3).These β-carbonyl radicals react with electron-rich olefins such as conjugated silyl enol ethers, a ketene th

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Potassium enolates of alkyl aryl ketones react selectively in DMSO with phenylazo 1a and 4-methylphenylazo tert-butyl sulfide 1b undergoing respectively effective α-phenylation via S(RN)1 and α-(4-methylphenyl)hydrazonylation via elimination-addition.

Generation of β-Keto Radicals from Cyclopropanol Derivatives by the Use of Manganese(III) 2-Pyridinecarboxylate as an Oxidant and Their Reactions with Olefins

Various β-keto radicals are generated from cyclopropanol derivates such as 1- or 2-substituted cyclopropanols and a cyclopropanone hemiacetal by the use of manganese(III) 2-pyridinecarboxylate, and their reactions with electron-rich olefins give cross-addition products in good yields.

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Enaminone Intermediate in the One-Methylene Incorporated Dimerization Reaction of Ketone Enolate. Cross Reaction to Unsymmetrical 1,5-Diketones

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