110719-03-4

Usage

Type of compound

Diketone

Usage

Flavoring agent and fragrance in the food and cosmetic industry

Odor

Sweet, fruity

Flavor profile

Buttery or caramel-like

Application

Used to impart specific flavors to food products

Additional use

Precursor in the synthesis of other organic compounds

Health concerns

Respiratory irritation and potential carcinogenicity

Safety precautions

Handle with care and follow appropriate safety measures

Upstream product

• 100-07-2 4-methoxy-benzoyl chloride 
• 20718-17-6 2-(dimethyl(oxo)-λ⁶-sulfaneylidene)-1-phenylethan-1-one 
• 1206791-94-7 2-(1-hydroxycyclopropyl)-1-(4-methoxyphenyl)ethanone 
• 98-88-4 benzoyl chloride 
• 15973-65-6 1-(4-methoxyphenyl)cyclopropan-1-ol 
• 100-52-7 benzaldehyde 
• 164171-80-6 1-(4-methoxyphenyl)cyclobutan-1-ol 
• 2051-95-8 succinylbenzene 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 55991-65-6 [1-(4-methoxyphenyl)vinyloxy]trimethylsilane 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 169053-08-1 2-Phenyl-2-[2-(toluene-4-sulfonyl)-ethyl]-[1,3]dioxolane 
• 52481-46-6 1-phenyl-3-tosylpropan-1-one 
• 93624-01-2 O-ethyl S-2-(4-methoxyphenyl)-2-oxoethyl carbonodithioate 

Downstream Products

• 33777-95-6 2-(4-methoxyphenyl)-6-phenylpyridine 

Relevant academic research and scientific papers

Ruthenium-Catalyzed Alkylation of Cyclopropanols with Sulfoxonium Ylides via C-C Bond Cleavage: Formation of Diverse 1,5-Diketones

A novel ruthenium-catalyzed alkylation of cyclopropanols with sulfoxonium ylides has been developed that affords diverse 1,5-diketones with good efficiency and broad substrate scope. To illustrate the synthetic applications of the obtained 1,5-diketones, aldol and cyclization reactions have been investigated. Preliminary mechanistic studies suggest that this process involves a sequential C C activation and carbene migratory insertion.

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.

Preparation method for 1,5-dikenotic compound

The invention discloses a preparation method for a 1,5-dikenotic compound. The method comprises the steps that naphthenic alcohol in II structure, aromatic aldehyde in III structure, catalyzer, oxidizer, and solvent are added and mixed to from a reaction

Preparation method of 1,4-diketone compound

The invention discloses a preparation method of a 1,4-diketone compound. The preparation method comprises the following steps: adding and mixing naphthenic alcohol of a structure shown in a formula II, aromatic aldehyde of a structure shown in a formula I

Intermolecular Oxidative Radical Addition to Aromatic Aldehydes: Direct Access to 1,4- and 1,5-Diketones via Silver-Catalyzed Ring-Opening Acylation of Cyclopropanols and Cyclobutanols

A novel silver-catalyzed ring-opening acylation of cyclopropanols and cyclobutanols is described. The reaction proceeds under mild and neutral conditions and provides a facile access to nonsymmetric 1,4- and 1,5-diketones in promising yields with broad substrate scope. Mechanistic studies including DFT calculations suggest the involvement of an uncommon water-assisted 1,2-HAT process, which is strongly exothermic and thus promotes addition of carbon radicals to aldehydes. In contrast to traditional reductive radical addition protocols, this work represents the first example of the intermolecular oxidative radical addition to aldehydes, thus offering a novel strategy for the direct synthesis of acyclic ketones from readily accessible aldehydes.

Photoredox-Catalyzed Decarboxylative Alkylation of Silyl Enol Ethers to Synthesize Functionalized Aryl Alkyl Ketones

Photoredox-catalyzed decarboxylative alkylation of silyl enol ethers has been developed. Diverse functionalized aryl alkyl ketones were afforded in modest to good yields using N-(acyloxy)phthalimide as an easy access alkyl radical source under mild and operationally simple conditions. The excellent performance of drug molecules such as fenbufen and indomethacin and naturally occurring carboxylic acids such as stearic acid and dehydrocholic acid further demonstrated the practicability of the reaction.

Ring-opening of tertiary cyclopropanols derived from β-diketones

The ring-opening reaction of 1,2-disubstituted cyclopropanols, prepared from β-diketones, mediated by Cu(NO3)2, p-TsOH, and NaOH is reported. The Cu(II)-mediated ring-opening of cyclopropanols gave α-methylene-γ-diketones in good yie

An expedient, flexible and convergent access to selectively protected 1,5-dicarbonyl compounds. Applications to the synthesis of 2,6-disubstituted pyridines and thiopyridines

Intermolecular addition of 2-oxoalkyl radicals generated from the corresponding S-alkyl-O-ethyl dithiocarbonates on vinyl ketals afforded selectively protected 1,5-dicarbonyl compounds in good yields. These key-intermediates can be converted into a plethora of useful substances. Transformations to pyridines and thiopyridines were given as examples. Georg Thieme Verlag Stuttgart.