17059-59-5

Usage

Uses

Used in Pharmaceutical Industry:
1-(4-chlorophenyl)-3-phenyl-propane-1,3-dione is used as an intermediate compound for the synthesis of pharmaceuticals due to its ability to inhibit certain enzymes and its anti-inflammatory properties.
Used in Organic Chemistry:
1-(4-chlorophenyl)-3-phenyl-propane-1,3-dione is used as a building block for the production of dyes, fragrances, and other organic materials.
Used in Research and Development:
1-(4-chlorophenyl)-3-phenyl-propane-1,3-dione is used as a research compound for studying its potential applications and properties in various fields, including pharmaceuticals and organic chemistry.

InChI:InChI=1/C15H11ClO2/c16-13-8-6-12(7-9-13)15(18)10-14(17)11-4-2-1-3-5-11/h1-9H,10H2

Upstream product

• 67-56-1 methanol 
• 6969-01-3 phenyl-3-(4-chlorophenyl)oxiran-2-ylmethanone 
• 38895-95-3 p-chlorochalcone dibromide 
• 29263-47-6 2-benzoyl-1-(4-chloro-phenyl)-3-phenyl-propane-1,3-dione 
• 64-19-7 acetic acid 
• 93-58-3 benzoic acid methyl ester 
• 99-91-2 para-chloroacetophenone 
• 75371-68-5 (Z)-1-(4-chlorophenyl)-3-phenyl-3-(phenylamino)prop-2-en-1-one 
• 75371-69-6 (Z)-3-(4-tolylamino)-1-(4-chlorophenyl)-3-phenylprop-2-en-1-one 
• 75371-70-9 (Z)-3-(p-chlorophenylamino)-1-(p-chlorophenyl)-3-phenyl-prop-2-en-1-one 
• 71982-92-8 (Z)-1-(4-Chloro-phenyl)-3-phenyl-3-m-tolylamino-propenone 
• 7335-27-5 ethyl 4-chlorobenzoate 
• 98-86-2 acetophenone 
• 93-99-2 benzoic acid phenyl ester 

Downstream Products

• 65-85-0 benzoic acid 
• 74-11-3 para-chlorobenzoic acid 
• 116625-81-1 (4-Chloro-phenyl)-(2-phenyl-[1,8]naphthyridin-3-yl)-methanone 
• 65182-60-7 2-(4-chlorophenyl)-1,8-naphthyridine 
• 1148-87-4 5-(4-chlorophenyl)-3-phenylisoxazole 
• 24097-17-4 3-(4-chlorophenyl)-5-phenylisoxazole 
• 85231-85-2 (4-Chloro-phenyl)-(4-phenyl-[1,2,5]thiadiazol-3-yl)-methanone 
• 85231-86-3 [4-(4-Chloro-phenyl)-[1,2,5]thiadiazol-3-yl]-phenyl-methanone 
• 75371-69-6 (Z)-3-(4-tolylamino)-1-(4-chlorophenyl)-3-phenylprop-2-en-1-one 
• 75371-70-9 (Z)-3-(p-chlorophenylamino)-1-(p-chlorophenyl)-3-phenyl-prop-2-en-1-one 
• 75371-68-5 (Z)-1-(4-chlorophenyl)-3-phenyl-3-(phenylamino)prop-2-en-1-one 
• 57736-13-7 2-(4'-chlorophenyl)-3-benzoyl-4-phenyl-1-oxa-4-azabutadiene 
• 71982-92-8 (Z)-1-(4-Chloro-phenyl)-3-phenyl-3-m-tolylamino-propenone 
• 71982-94-0 (Z)-3-(4-Bromo-phenylamino)-1-(4-chloro-phenyl)-3-phenyl-propenone 

Relevant academic research and scientific papers

Photocatalytic ring opening of α-epoxyketones in cyclopentanone

Electron transfer-induced ring opening of α-epoxyketones by 2,4,6-triphenylpyrylium tetrafluoroborate (TPT) in cyclopentanone resulted in the diastereoselective formation of 2,5-dioxaspiro[4,4]- nonanes through Cα-O bond cleavage and following nucleophilic attack of cyclopentanone to radical cation intermediates. The readiness for ring opening is influenced by the nature and the location of the additional substituent on the α-epoxyketones.

Synthesis and photophysical properties of halogenated derivatives of (dibenzoylmethanato)boron difluoride

A series of (dibenzoylmethanato)boron difluoride (BF2DBM) derivatives with a halogen atom in one of the phenyl rings at the para-position were synthesized and used to elucidate the effects of changing the attached halogen atom on the photophysi

A metal-free strategy for the cross-dehydrogenative coupling of 1,3-dicarbonyl compounds with 2-methoxyethanol

Here, we report a metal-free approach for the construction of methylene-bridged bis-1,3-dicarbonyl compounds via cross-dehydrogenative coupling of 1,3-dicarbonyl compounds with 2-methoxyethanol. In addition, we have extended this methodology to synthesize tetra-substituted pyridine derivatives using 1,3-dicarbonyl, 2-methoxyethanol and NH4OAc in one step. The key advantages include accepting a wide range of substrates, utilizing O2 as the sole oxidant, and synthesizing biologically active compounds such as 1,4-dihydropyridine and pyrazole. This journal is

Rhodium-Catalyzed Aerobic Decomposition of 1,3-Diaryl-2-diazo-1,3-diketones: Mechanistic Investigation and Application to the Synthesis of Benzils

The conversion of 1,3-diaryl-2-diazo-1,3-diketones to 1,2-daryl-1,2-diketones (benzils) is reported based on a rhodium(II)-catalyzed aerobic decomposition process. The reaction occurs at ambient temperatures and can be catalyzed by a few dirhodium carboxylates (5 mol %) under a balloon pressure of oxygen. Moreover, an oxygen atom from the O2 reagent is shown to be incorporated into the product, and this is accompanied by the extrusion of a carbonyl unit from the starting materials. Mechanistically, it is proposed that the decomposition may proceed via the interaction of a ketene intermediate resulting from a Wolff rearrangement of the carbenoid, with a rhodium peroxide or peroxy radical species generated upon the activation of molecular oxygen. The proposed mechanism has been supported by the results from a set of controlled experiments. By using this newly developed strategy, a large array of benzil derivatives as well as 9,10-phenanthrenequinone were synthesized from the corresponding diazo substrates in varying yields. On the other hand, the method did not allow the generation of benzocyclobutene-1,2-dione from 2-diazo-1,3-indandione because of the difficulty of inducing the initial rearrangement.

Method for synthesizing 1, 3-dicarbonyl compound based on terminal alkyne and acyl halide by one-pot process

The invention belongs to the technical field of catalytic synthesis, and discloses a method for synthesizing a 1, 3-dicarbonyl compound by a one-pot process, and the method comprises the following steps: by using simple palladium and copper salts as catalysts, reacting terminal alkyne with acyl halide at 0-80 DEG C for 0.5-12 hours under the action of trifluoromethanesulfonic acid to obtain the 1,3-dicarbonyl compound, wherein the molar ratio of the terminal alkyne to the acyl halide to the palladium salt to the copper salt to the trifluoromethanesulfonic acid is 1 to (1 to 2) to (0.00001 to0.10) to (0.00001 to 0.10) to (0.00004 to 0.40); the catalysts used in the method are common the commercialized palladium salt and copper salt, reagents used in the reaction are commercialized reagents, in addition, the raw materials are cheap and easy to obtain, functional group tolerance is good, reaction conditions are mild, operation is easy and convenient, and atom economy is high.

Novel Bifunctionalization of Activated Methylene: Base-Promoted Trifluoromethylthiolation of β-Diketones with Trifluoromethanesulfinyl Chloride

A novel bifunctionalization of activated methylene was achieved successfully through the base-promoted trifluoromethylthiolation of β-diketones or β-ketoesters with trifluoromethanesulfinyl chloride. A series of α-trifluoromethylthiolated α-chloro-β-diketones and α-chloro-β-ketoesters were obtained in moderate to good yields under mild conditions. When β-diketones containing a phenyl group with a hydroxyl or amino substituent at the ortho position were used as substrates, intramolecular trifluoromethylthiolation/cyclization reaction took place to give the corresponding cyclic products. Furthermore, the protocol could be extended to perfluoroalkylthiolation with the sodium perfluoroalkanesulfinate/POCl3 system. On the basis of experimental results, plausible mechanisms are proposed.

An effective preparation of both 1,3-diketones and nitriles from alkynones with oximes as hydroxide sources

An effective phosphine-catalyzed protocol has been established for the syntheses of 1,3-diketones and nitriles from alkynones with oximes as hydroxide surrogates. This method features the use of a phosphine catalyst, compatibility with various functional groups and ambient temperature, which makes this approach very practical. A plausible mechanism was proposed.

Variations in the blaise reaction: Conceptually new synthesis of 3-amino enones and 1,3-diketones

Organic compounds with 3-amino enone or 1,3-diketone functional groups are extremely important, as they can be converted into a plethora of heterocyclic or carbocyclic compounds, or can be used as ligands in metal complexes. We have achieved a new, easy, straightforward and convenient synthesis of 3-amino enones and 1,3-diketones starting from aryl/heteroaryl/alkyl nitriles and 1-aryl/alkyl 2-bromoethanones. The reaction is a variation of the classical Blaise reaction, and it works with zinc and trimethylsilyl chloride as an activator. By running the hydrolysis of the reaction intermediate with HCl (3 N aq.) at 0-30 °C or at 100 °C, it is possible to form either 3-amino enones or 1,3-diketones, respectively. The newly developed method was used for the synthesis of avobenzone, an ingredient of sun-screen lotions. Furthermore, an easy synthesis of (Z)-3-amino-1-[4-(tertbutyl) phenyl]-3-(4-methoxyphenyl)prop-2-en-1-one, with UV/Vis absorption characteristics similar to those of avobenzone, was also achieved.

Transition-metal-free formal decarboxylative coupling of ?±-oxocarboxylates with ?±-bromoketones under neutral conditions: A simple access to 1,3-diketones

A transition-metal-free formal decarboxylative coupling reaction between ?±-oxocarboxylates and ?±-bromoketones to synthesize 1,3-diketone derivatives is presented. In this reaction, a broad scope of substrates can be employed, and neither a metal-based reagent nor an additional base is required. DFT calculations reveal that this reaction proceeds through a coupling followed by decarboxylation mechanism and the ?±-bromoketone unprecedentedly serves as a nucleophile under neutral conditions. The rate-determining step is an unusual hydrogen-bond-assisted enolate formation by thermolysis.

2-Hydroxylation of 1,3-Diketones with Atmospheric Oxygen

An efficient method for the 2-hydroxylation of 1,3-diketones by using atmospheric oxygen as an oxidant under transition-metal-free condition is described. The protocol has the advantages of using an inexpensive and stable oxidant, producing high yields, and requiring ecofriendly conditions.