10547-60-1

Usage

Uses

Used in Chemical Synthesis:
4-Chloro-4'-methoxybenzophenone is used as a chemical reagent for the preparation of photosensitizers and UV filters. Its unique molecular structure allows it to absorb light in the ultraviolet range, making it an effective component in the development of products that protect against the harmful effects of UV radiation.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-chloro-4'-methoxybenzophenone is used as an intermediate in the synthesis of various drugs. Its chemical properties enable it to be a key component in the development of new medications with potential therapeutic applications.
Used in Cosmetics Industry:
4-Chloro-4'-methoxybenzophenone is also utilized in the cosmetics industry as an additive in the formulation of sunscreens and other skincare products. Its ability to absorb UV light helps protect the skin from the damaging effects of the sun, reducing the risk of skin cancer and premature aging.
Used in Plastics and Coatings Industry:
In the plastics and coatings industry, 4-chloro-4'-methoxybenzophenone is used as an additive to enhance the UV stability and durability of various products. Its incorporation into plastics and coatings helps to prevent degradation and discoloration caused by prolonged exposure to sunlight.
Overall, 4-chloro-4'-methoxybenzophenone is a versatile compound with a wide range of applications across different industries, primarily due to its ability to absorb UV light and its role as a chemical reagent in the synthesis of various products.

Preparation

Obtained by reaction of 4-chlorobenzoyl chloride with anisole in the presence of –MoO2Cl2 (20 mol%) at reflux for 20 h (75%).

Upstream product

• 122-01-0 4-chloro-benzoyl chloride 
• 100-66-3 methoxybenzene 
• 13392-79-5 1-chloro-4-(1-(4-methoxyphenyl)vinyl)benzene 
• 76024-67-4 2,4-bis(4-chlorobenzoyl)-1-methylpyrrole 
• 77775-85-0 4-Chlorbenzoesaeure-difluorophosphorsaeure-anhydrid 
• 94055-48-8 (4-Chloro-phenyl)-(10-methyl-anthracen-9-yl)-methanone 
• 34979-37-8 (4-chlorophenyl)(4-methoxyphenyl)methanol 
• 13014-48-7 4-chlorobenzoyl cyanide 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 33397-21-6 tris(4-methoxyphenyl)bismuth 
• 74-11-3 para-chlorobenzoic acid 
• 5720-07-0 4-methoxyphenylboronic acid 
• 790-41-0 4-chlorobenzoic anhydride 
• 201230-82-2 carbon monoxide 

Downstream Products

• 13392-79-5 1-chloro-4-(1-(4-methoxyphenyl)vinyl)benzene 
• 34979-37-8 (4-chlorophenyl)(4-methoxyphenyl)methanol 
• 812685-03-3 2-(4-chloro-phenyl)-2-(4-methoxy-phenyl)-[1,3]dioxolane 
• 42019-78-3 4-chloro-4'-hydroxybenzophenone 
• 31431-29-5 4-Amino-4'-methoxy-3-nitrobenzophenon 
• 37155-52-5 1-(4-chlorobenzyl)-4-methoxybenzene 
• 1277163-02-6 (4-chlorophenyl)(cyclopropyl)(4-methoxyphenyl)methanol 
• 1448819-43-9 1-(4-chlorophenyl)-1-(4-methoxyphenyl)prop-2-en-1-ol 

Relevant academic research and scientific papers

DDQ/tert-Butyl nitrite-catalyzed aerobic oxidation of diarylmethane sp3 C-H bonds

An efficient 2,3-dichloro-5,6-dicyano-1,4-benzoquinone/tert-butyl nitrite-catalyzed aerobic oxidation of diarylmethane sp3 C-H bonds in the presence of acetic acid has been developed. Under the optimal reaction conditions, a number of diarylmethanes can be directly converted to their corresponding diarylketones in good to excellent yields. In addition, a plausible reaction mechanism has been investigated.

Eco-friendly Suzuki-Miyaura coupling of arylboronic acids to aromatic ketones catalyzed by the oxime-palladacycle in biosolvent 2-MeTHF

Oxime-palladacycle catalyzed Suzuki-Miyaura cross-coupling reaction of acid chlorides and arylboronic acids to yield aryl ketones was developed. The remarkable benefit of this method is the use of water immiscible (practically) 2-MeTHF as solvent, which provides easy isolation of the crude reaction mixture just by separation of 2-MeTHF-water layers, and then evaporation of 2-MeTHF. Moreover, the use of relatively equal proportion of substrates and less generation of side products make the method highly atom economic.

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.

Base free Suzuki acylation reactions of sodium (aryl trihydroxyborate) salts: A novel synthesis of substituted aryl ketones

The first simple and efficient base free Pd(PPh3)4 catalysed synthesis of substituted aryl ketones from acyl chlorides and easily accessible sodium aryl trihydroxyborate salts in aqueous toluene is reported. The reaction conditions appeared versatile and tolerable to a variety of functional groups including, CF3, OMe, SMe, Br, NO2, F, OH and NH2 furnishing 25 examples of substituted aryl ketones in isolated yields of up to 96% in 24 h. Beside the high purity, the ease and convenience of the isolation compared to boronic acids, sodium aryl trihydroxyborate salts could be used subsequently without the addition of excess amount of an activator and are more user-friendly in terms of the use of accurate reaction stoichiometry.

Exploring the Reducing Ability of Organic Dye (Acr+-Mes) for Fluorination and Oxidation of Benzylic C(sp3)-H Bonds under Visible Light Irradiation

The excellent oxidizing capability of acridinium-based organic dye (Acr+-Mes) is fully studied in photoredox catalysis. However, its reducing ability is always considered weak for organic transformation. The reducing ability of Acr+-Mes is developed by Selectfluor to achieve effective fluorination and oxidation of benzylic C(sp3)-H bonds under visible light irradiation, which is not available for the direct use of oxidizing ability of excited Acr+-Mes. Mechanistic insights provided strong evidence for the oxidative quenching of Acr+-Mes.

Pd(0)/C-catalyzed cross-couplings of acyl chlorides with triarylbismuths as atom-efficient sub-stoichiometric multi-coupling reagents

Aromatic and hetero-aromatic acyl chlorides were efficiently cross-coupled with triarylbismuths as atom-efficient nucleophilic organometallic coupling reagents in sub-stoichiometric amounts using catalytic Pd(0)/C. Thus, the coupling reactions of various triarylbismuths with a variety of acyl chlorides furnished a plethora of both symmetrical/unsymmetrical aromatic and hetero-aromatic ketones in high yields.

T-BuONa-Mediated Transition-Metal-Free Autoxidation of Diarylmethanes to Ketones

Autoxidative sp3 C-H transformation of diarylmethanes has been demonstrated using O2-mediation by t-BuONa. This protocol enables an alternative route for the access to diaryl ketones from benzyl derivatives in good to excellent yields under mild reaction conditions, without transition metal catalysts or additional chemical oxidants.

Polystyrene-supported Pd(II)–N-heterocyclic carbene complex as a heterogeneous and recyclable precatalyst for cross-coupling of acyl chlorides with arylboronic acids

Palladium-catalysed cross-coupling reaction of aroyl chlorides with arylboronic acids was achieved in the presence of polystyrene-supported palladium(II)–N-heterocyclic carbene complex, using K2CO3 in acetone–water, providing diaryl ketones in high yields. Furthermore, the heterogeneous catalyst could be reused up to four times without significant loss of activity.

Agglomeration of Pd0 nanoparticles causing different catalytic activities of Suzuki carbonylative cross-coupling reactions catalyzed by PdII and Pd0 immobilized on dopamine-functionalized magnetite nanoparticles

Solvent-dispersible magnetite nanoparticles (Fe3O4) end-functionalized with amino groups were successfully prepared by a facile one-pot template-free method to immobilize PdII and Pd0 using a metal adsorption and reduction procedure. They were characterized by TEM, XRD, XPS, FT-IR and VSM. Interestingly, the PdII catalyst exhibited better catalytic activity for carbonylative cross-coupling reactions than the Pd0 catalyst. According to the catalytic activities of a variety of arylboronic acids and aryl iodides catalyzed by two kinds of Pd catalysts, the proposed reaction mechanism of Suzuki carbonylative cross-coupling reactions using the Pd catalyst was also inferred. More importantly, agglomeration of Pd0 nanoparticles was obviously observed in the TEM images of the catalysts after reactions. Therefore, agglomeration of Pd0 nanoparticles should be considered as a significant reason for different catalytic activities of the reactions catalyzed by immobilized PdII and Pd0 catalysts. Furthermore, the PdII catalyst revealed high efficiency and stability during recycling stages.

N-Acylsuccinimides: Efficient acylative coupling reagents in palladium-catalyzed Suzuki coupling via C–N cleavage

An acylative Suzuki coupling of activated amides with aryl boronic acids has been reported via palladium-catalyzed C–N bond cleavage. This protocol demonstrate amides can be activated by an atom-economic and cheap succinimide, which can be efficiently utilized to synthesize broad array of diaryl ketones in moderate to good yields.