5953-00-4

Usage

Uses

Used in Pharmaceutical Industry:
(2-chlorophenyl)-(4-methylphenyl)methanone is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique structure allows it to be a key component in the development of new drugs, contributing to the advancement of medicinal chemistry.
Used in Agrochemical Industry:
In the agrochemical industry, (2-chlorophenyl)-(4-methylphenyl)methanone serves as an intermediate in the production of various agrochemicals. Its presence in these compounds can enhance their effectiveness in agricultural applications, such as pest control and crop protection.
Used in Perfume and Fragrance Industry:
(2-chlorophenyl)-(4-methylphenyl)methanone is utilized in the creation of perfumes and fragrance compounds due to its unique scent profile. Its incorporation into these products adds depth and complexity to the overall aroma, enhancing the sensory experience for consumers.
It is crucial to handle and store (2-chlorophenyl)-(4-methylphenyl)methanone with care, as it may pose health hazards if not properly managed. Proper safety measures should be taken to minimize any potential risks associated with its use.

InChI:InChI=1/C14H11ClO/c1-10-6-8-11(9-7-10)14(16)12-4-2-3-5-13(12)15/h2-9H,1H3

Upstream product

• 56-23-5 tetrachloromethane 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 99-94-5 p-Toluic acid 
• 108-90-7 chlorobenzene 
• 108-88-3 toluene 
• 118-91-2 ortho-chlorobenzoic acid 
• 609-65-4 o-chlorobenzoyl chloride 
• 873-32-5 2-Chlorobenzonitrile 
• 106-38-7 para-bromotoluene 
• 7446-70-0 aluminium trichloride 
• 7647-01-0 hydrogenchloride 
• 874-60-2 4-methyl-benzoyl chloride 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 89-98-5 2-chloro-benzaldehyde 

Downstream Products

• 100476-12-8 (2-chlorophenyl)(p-tolyl)methanol 
• 70132-81-9 3-(4-methylphenyl)benzisothiazole 
• 5953-11-7 4-(2-chlorobenzoyl)benzoic acid 
• 170789-53-4 (E)-3-(2-Chloro-phenyl)-3-p-tolyl-acrylic acid ethyl ester 
• 1208611-64-6 C₁₄H₁₂ClN 
• 1353654-39-3 C₁₄H₈Cl₂O₂ 
• 1353654-36-0 1-(4-(2-chlorobenzoyl)benzoyl)-3-thiosemicarbazide 
• 70132-83-1 5-chloro-3-p-tolyl-benzo[d]isothiazole 
• 70132-84-2 5-nitro-3-p-tolyl-benzo[d]isothiazole 
• 144456-29-1 4-(1,2-benzisothiazol-3-yl) benzoic acid 
• 144456-31-5 4-(1,2-benzisothiazol-3-yl)benzamide 
• 144456-35-9 ethyl 4-(1,2-benzisothiazol-3-yl)phenylacetate 
• 144456-28-0 4-(1,2-benzisothiazol-3-yl) benzotribromide 

Relevant academic research and scientific papers

Highly Enantioselective Cobalt-Catalyzed Hydroboration of Diaryl Ketones

A highly enantioselective cobalt-catalyzed hydroboration of diaryl ketones with pinacolborane was developed using chiral imidazole iminopyridine as a ligand to access chiral benzhydrols in good to excellent yields and ee. This protocol could be carried out in a gram scale under mild reaction conditions with good functional group tolerance. Chiral biologically active 3-substituted phthalide and (S)-neobenodine could be easily constructed through asymmetric hydroboration as a key step.

Transition-Metal-Free Carbonylative Suzuki-Miyaura Reactions of Aryl Iodides with Arylboronic Acids Using N-Formylsaccharin as CO Surrogate

Unprecedented, high yielding, transition-metal-free carbonylative Suzuki-Miyaura reactions of aryl iodides with arylboronic acids using N-formylsaccharin as CO surrogate have been developed. Notably, this general protocol was adapted to the synthesis of the triglyceride and cholesterol regulator drug, fenofibrate, and carbon-13 labeled biaryl ketone. (Figure presented.).

A general approach to intermolecular carbonylation of arene C-H bonds to ketones through catalytic aroyl triflate formation

The development of metal-catalysed methods to functionalize inert C-H bonds has become a dominant research theme in the past decade as an approach to efficient synthesis. However, the incorporation of carbon monoxide into such reactions to form valuable ketones has to date proved a challenge, despite its potential as a straightforward and green alternative to Friedel-Crafts reactions. Here we describe a new approach to palladium-catalysed C-H bond functionalization in which carbon monoxide is used to drive the generation of high-energy electrophiles. This offers a method to couple the useful features of metal-catalysed C-H functionalization (stable and available reagents) and electrophilic acylations (broad scope and selectivity), and synthesize ketones simply from aryl iodides, CO and arenes. Notably, the reaction proceeds in an intermolecular fashion, without directing groups and at very low palladium-catalyst loadings. Mechanistic studies show that the reaction proceeds through the catalytic build-up of potent aroyl triflate electrophiles.

At normal pressure fragrant ketone nickel catalytic synthesis method

The invention discloses a method for synthesizing diarylketone under the catalysis of nickel at normal pressure. The method comprises the steps of enabling aryl iodide, arylboronic acid and carbon monoxide to be subjected to direct cross-coupling reaction in a solvent polyethylene glycol or a water solution of polyethylene glycol under the catalysis of a nickel catalyst and the combined action of alkaline and acid at normal pressure to prepare a diarylketone compound. The method has the advantages of wide catalyst source, low price, little toxicity, reaction at normal pressure, high selectivity, no need of ligands in reaction, good activity, good functional group compatibility, wide substrate application range, wide substrate source, stable substrate, green and recyclable reaction medium and the like. The separation yield of target products is up to 93% under an optimized reaction condition.

At normal pressure fragrant ketone copper catalytic synthesis method

The invention discloses a method of synthesizing diaryl ketone under normal pressure by virtue of copper catalysis. The method is as follows: in a solvent alcohol or aqueous liquor of alcohol, under action of alkali and acid, adding a copper catalyst, alkyl iodide, alkyl boric acid and carbon monoxide to directly carry out crossed coupling reaction to prepare diaryl ketone compounds. According to the invention, the method of preparing diaryl ketone compounds by carbonylation Suzuki coupling reaction has the advantages as follows: the catalyst is wide in source, cheap and small in toxicity; the reaction is free of ligand in reaction and good in activity; the reaction is carried out under the normal pressure and selectivity is high; a substrate source is wide and stable; functional group compatibility is good and scope of application for the substrate is wide; a reaction medium is environment-friendly and recyclable. Under the condition of optimizing reaction conditions, the target product separating yield is 95%.

Cobalt-Catalyzed Asymmetric Hydrogenation of 1,1-Diarylethenes

Highly enantioselective cobalt-catalyzed hydrogenation of 1,1-diarylethenes was developed by using bench-stable chiral oxazoline iminopyridine-cobalt complexes as precatalysts. A unique o-chloride effect was observed to achieve high enantioselectivity. Easy removal as well as further transformations of the chloro group make this protocol a potentially useful alternative to synthesize various chiral 1,1-diarylethanes. This process can be successfully performed under 1 atm of hydrogen at room temperature on gram scale.

Erbium trifluoromethanesulfonate catalyzed Friedel-Crafts acylation using aromatic carboxylic acids as acylating agents under monomode-microwave irradiation

Erbium trifluoromethanesulfonate is found to be a good catalyst for the Friedel-Crafts acylation of arenes containing electron-donating substituents using aromatic carboxylic acids as the acylating agents under microwave irradiation. An effective, rapid and waste-free method allows the preparation of a wide range of aryl ketones in good yields and in short reaction times with minimum amounts of waste.

In situ generated nickel nanoparticle-catalyzed carbonylative Suzuki reactions of aryl iodides with arylboronic acids at ambient CO pressure in poly(ethylene glycol)

A general in situ generated nickel nanoparticle-catalyzed carbonylative Suzuki reactions of aryl iodides with arylboronic acids at atmospheric CO pressure in poly(ethylene glycol) has been demonstrated. A wide range of aryl iodides and arylboronic acids can be coupled to the corresponding biarylketones with high yields even in the absence of an added ligand and at low catalyst loading. The nature of the active catalytic species is discussed. This journal is

Iron-catalyzed carbonylative Suzuki reactions under atmospheric pressure of carbon monoxide

The first highly effective iron-catalyzed carbonylative Suzuki reaction has been developed. Substrates with electron-donating or electron-withdrawing functionality, ortho-substitution, as well as active groups proceeded smoothly, affording desired products in high yields. This protocol is economical, environmentally benign and practical for the synthesis of biaryl ketones. This journal is the Partner Organisations 2014.

Copper-catalyzed carbonylative Suzuki coupling of aryl iodides with arylboronic acids under ambient pressure of carbon monoxide

An efficient and ligandless nanocopper-catalyzed carbonylative cross-coupling of aryl iodides with arylboronic acids at ambient CO pressure in poly(ethylene glycol), has been developed. This protocol is general, practical, and recyclable, and offers an attractive alternative to the corresponding palladium-mediated carbonylative Suzuki process for the construction of biaryl ketone scaffolds.