1016-78-0

Usage

Uses

Used in Pharmaceutical Industry:
(3-Chlorophenyl)(phenyl)methanone is used as a reagent for the preparation of pharmaceuticals, specifically antitumor kinesin spindle protein inhibitors. It plays a crucial role in the development of these drugs due to its unique chemical properties, which allow for the creation of complex molecular structures with potential therapeutic applications.

InChI:InChI=1/C13H9ClO/c14-12-8-4-7-11(9-12)13(15)10-5-2-1-3-6-10/h1-9H

Upstream product

• 861532-09-4 1,2-bis(3-chlorophenyl)-1,2-diphenylethane-1,2-diol 
• 103-73-1 Phenetole 
• 63012-03-3 3-chlorobenzhydrol 
• 618-46-2 m-Chlorobenzoyl chloride 
• 71-43-2 benzene 
• 60664-74-6 1-Chloro-3-(diazo-phenyl-methyl)-benzene 
• 118-75-2 chloranil 
• 98-88-4 benzoyl chloride 
• 108-90-7 chlorobenzene 
• 719-59-5 5-chloro-2-aminobenzophenone 
• 109519-45-1 C₃₅H₂₉ClN₃O₃P 
• 93-97-0 benzoic acid anhydride 
• 36967-85-8 benzoyl triflate 
• 25116-37-4 3-iodobenzophenone 

Downstream Products

• 55095-14-2 [1-phenyl-1-(3-chlorophenyl)methyl]amine 
• 63012-03-3 3-chlorobenzhydrol 
• 2999-00-0 3-chloro-benzophenone-seqcis-oxime 
• 3136-53-6 3-chloro-benzophenone-seqtrans-oxime 
• 861532-09-4 1,2-bis(3-chlorophenyl)-1,2-diphenylethane-1,2-diol 
• 56431-09-5 3-chloro-α-ethyl-benzhydrol 
• 579-18-0 3-benzoylbenzoic acid 
• 72754-68-8 7-[2-(3-chloro-benzhydrylamino)-ethyl]-1,3-dimethyl-3,7-dihydro-purine-2,6-dione 
• 72754-71-3 7-(3-{[(3-Chloro-phenyl)-phenyl-methyl]-amino}-propyl)-1,3-dimethyl-3,7-dihydro-purine-2,6-dione; hydrochloride 
• 119870-88-1 3-chlorobenzophenone 4-methylphenylsulfonylhydrazone 
• 127568-33-6 N-(m-chlorobenzhydryl)formamide 
• 27798-38-5 1-benzyl-3-chlorobenzene 
• 156543-39-4 (3-chlorophenyl)phenylbromomethane 
• 14161-68-3 1-Chloro-3-(2-methyl-1-phenyl-propenyl)-benzene 

Relevant academic research and scientific papers

A Convenient Palladium-Catalyzed Carbonylative Suzuki Coupling of Aryl Halides with Formic Acid as the Carbon Monoxide Source

A practical palladium-catalyzed carbonylative Suzuki coupling of aryl halides under carbon monoxide gas-free conditions has been developed. Here, formic acid was utilized as the carbon monoxide source for the first time with acetic anhydride as the additive. A variety of diarylketones were produced in moderate to excellent yields from the corresponding aryl halides and arylboronic acids.

Phosphine-free cross-coupling reaction of arylboronic acids with carboxylic anhydrides or acyl chlorides in aqueous media

The palladium acetate-catalyzed coupling reaction of aryl boronic acid with carboxylic anhydride or acyl chloride was carried out smoothly in water in the presence of poly(ethylene glycol) (PEG) or 1-butyl-3-methylimidazolium hexafluorophosphate ([bmim][PF6]) to give high yields of ketones without the use of phosphine ligands. The Pd(OAc)2-H 2O-[bmim][PF6] catalytic system can be recovered and reused eight times with high efficiency for both carboxylic anhydride and acyl chloride.

Convenient Stille carbonylative cross-couplings using molybdenum hexacarbonyl

Palladium catalysis was used in Stille-type carbonylative cross-couplings employing Mo(CO)6 as the carbon monoxide source. Robust and convenient transformations were carried out in closed vessels at 100 °C, providing a set of diaryl ketones in good yields. Aryl triflates and bromides were used as coupling partners with aryl stannanes. Inclusion of the Mo(CO)6 destabilizing agent DBU made this protocol operationally simple and suppressed side-product formation.

Synthesis and structural characterization of Pd(II) thiosemicarbazonato complex: Catalytic evaluation in synthesis of diaryl ketones from aryl aldehydes and arylboronic acids

A simple route to synthesize triphenylphosphinopalladium(II) thiosemicarbazonato complex has been described. Elemental analysis, spectral (IR, NMR) and single crystal X-ray diffraction techniques were employed for the complete characterization of the complex. The latter was found to be effective catalyst for carbon–carbon cross-coupling reaction of aryl- and heteroarylboronic acids with aromatic and heteroaromatic aldehydes to form the corresponding diaryl ketones. The influence of reaction parameters such as solvent, base, reaction temperature and catalyst loading was also investigated.

Substituent modulation of mild fluorination of aromatic molecules with caesium fluoroxysulphate

Functionalization of mono- and di-substituted benzene derivative with CsSO4F has been modulated by substituents on the benzene ring. α-Hydroxyalkylbenzenes, with a deactivated ring, were oxidized to phenones, while fluorodealkylation was achieved in high yield when electron-donating groups were present in a para position. Electron-withdrawing substituents favoured chain fluorofunctionalization in alkylbenzenes, while ring fluorination was found exclusively in acylamino-derivatized alkylbenzenes; fluoro-addition products were formed in the case of p-alkoxy-substituted alkylbenzene derivatives.

Direct preparation of arylmanganese bromides using active manganese

Arylmanganese compounds were easily prepared via the direct oxidative addition of Rieke manganese to aryl bromides under mild conditions. The resulting organomanganese reagents undergo coupling reaction with acid chlorides to give the corresponding ketones in moderate yields.

Pd(II)-Catalyzed decarboxylative cross-coupling of potassium aryltrifluoroborates with α-oxocarboxylic acids at room temperature

A novel Pd-catalyzed decarboxylative cross-coupling of potassium aryltrifluoroborates with R-oxocarboxylic acids is performed at room temperature. This reaction provides an efficient access to aryl ketones under mild conditions.

Isinglass–palladium as collagen peptide–metal complex: a highly efficient heterogeneous biocatalyst for Suzuki cross-coupling reaction in water

The class of bio-nanocatalysts (BNCs) is an evolving innovation that synergistically assimilates advanced nanotechnology with biotechnology. BNCs promote green processes due to their low consumption of chemicals and the absence of toxic by-products. Isinglass (IG), from the Dutch huizenblaas (sturgeon bladder), containing approximately 98% protein collagen, is used to support the immobilization of palladium (Pd) nanoparticles. This process leads to Pd/IG composite, a new class of heterogeneous collagen peptides–metal BNCs that exhibit high catalytic activity and reusability for ligand-free Suzuki coupling reaction in water. Additionally, these BNCs are obviously active in the cross-coupling reaction between acid chloride and arylboronic acid, producing a high yield of the desired ketones. The synthesized BNCs are well-characterized by Fourier transform infrared spectroscopy, field emission scanning electron microscopy, X-ray powder diffraction, X-ray photoelectron spectroscopy, energy-dispersive X-ray spectroscopy, inductively coupled plasma, and transmission electron microscopy.

Pd-catalyzed synthesis of functionalized arylketones from boronic acids and carboxylic acids activated in situ with dimethyl dicarbonate

Highly efficient catalyst systems were developed that allow the palladium-catalyzed cross-coupling of arylboronic acids with carboxylic acids activated in situ with dimethyl dicarbonate at room temperature. As byproducts, only methanol, CO2, an

Synthesis of aryl ketones by cross-coupling reaction of arylboronic acids with carboxylic anhydrides in aqueous phase

A highly efficient aqueous system of PdCl2-catalyzed cross-coupling reaction of arylboronic acid with carboxylic anhydride (Suzuki-type reaction) without the use of phosphine ligands was developed. The reactions went smoothly in acetone/H2O phase to give good yields of aryl ketones in short reaction times (1-3 h) at room temperature in air and were unaffected by the presence of electron-releasing and electron-withdrawing substituents in both the arylboronic acids and carboxylic anhydrides. Copyright Taylor & Francis Group, LLC.