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Usage

Uses

Used in Pharmaceutical Industry:
Bis(2-methylphenyl)methanone is used as a building block for the synthesis of various pharmaceutical compounds. Its unique structure allows for the creation of new molecules with potential therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical industry, bis(2-methylphenyl)methanone serves as a key intermediate in the production of various agrochemicals, contributing to the development of effective pest control agents and crop protection products.
Used in Fragrance Industry:
Bis(2-methylphenyl)methanone is used as a fragrance ingredient in perfumes. Its unique scent profile adds depth and complexity to fragrance formulations, enhancing the overall olfactory experience.
Used in Flavor Industry:
As a flavoring agent, bis(2-methylphenyl)methanone is incorporated into food products to impart specific taste profiles or to enhance existing flavors, contributing to the overall sensory appeal of the product.
Safety Precautions:
It is important to handle bis(2-methylphenyl)methanone with care, as it may be harmful if ingested, inhaled, or comes into contact with the skin. Proper safety measures, such as wearing protective gear and working in a well-ventilated area, should be taken to minimize potential health risks.

InChI:InChI=1/C15H14O/c1-11-7-3-5-9-13(11)15(16)14-10-6-4-8-12(14)2/h3-10H,1-2H3

Upstream product

• 932-31-0 ortho-tolylmagnesium bromide 
• 87-24-1 ethyl 2-methylbenzoate 
• 39994-18-8 2,2'-dimethyl<α-(2)H>diphenylmethanol 
• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 23822-15-3 tri(o-tolyl)antimony 
• 62093-69-0 N-aniline 
• 529-19-1 2-Methylbenzonitrile 
• 615-37-2 ortho-methylphenyl iodide 
• 13939-06-5 molybdenum hexacarbonyl 
• 506-77-4 cyanogen chloride 
• 933-88-0 ortho-toluoyl chloride 
• 22627-01-6 bis(2-methylphenyl)methanimine 
• 89-71-4 2-Methyl-benzoic acid methyl ester 

Downstream Products

• 2919-19-9 1-methyl-2-[1-(2-methylphenyl)vinyl]benzene 
• 6922-86-7 tris(o-methylphenyl)methanol 
• 120-12-7 anthracene 
• 1634-74-8 di-o-tolylmethane 
• 2845-91-2 bis(2-methylphenyl)methanol 
• 108714-78-9 bis-o-tolyl N-hydroxyoxime 
• 1026724-45-7 3,3-bis(2-methylphenyl)-2-oxiranecarboxylic acid 
• 131029-58-8 ethyl (3R)-1-[2-[[2,2-bis(2-methylphenyl)ethenyl]oxy]ethyl]-3-piperidine carboxylate 
• 1211804-45-3 C₁₈H₂₄OSi 
• 1356835-88-5 2-(bis(2-methylphenyl)methyl)-2-methyl-1H-indene-1,3(2H)-dione 
• 1356835-91-0 C₂₅H₂₆O₂ 
• 1619936-50-3 1,1-bis(2-methylphenyl)-3-(trimethylsilyl)prop-2-yn-1-ol 
• 245421-32-3 2,2-bis(2-methylphenyl)ethenyl 2-bromoethyl ether 
• 245421-31-2 3,3-bis(2-methylphenyl)acetaldehyde 

Relevant academic research and scientific papers

Synthesis of Symmetrical Diaryl Ketones by Cobalt-Catalyzed Reaction of Arylzinc Reagents with Ethyl Chloroformate

Symmetrical diaryl ketones were prepared by a cross-coupling reaction between aryl bromides and ethyl chloroformate. This new method, which uses a catalyst composed of CoBr2and a bipyridine ligand along with readily available starting materials, allows for the synthesis of a variety of symmetrical diaryl ketones in moderate to excellent yields (37–99 %) under mild conditions. This reaction, in which ethyl chloroformate acts as a surrogate of carbon monoxide in the presence of cobalt and zinc, represents an interesting alternative to previously known approaches for the synthesis of diarylmethanones.

Metal-free efficient cross coupling of aromatic aldehydes with aryldiazonium tetrafluoroborates using DTBP as a radical initiator

A highly efficient, metal-free, one-pot radical route to access diaryl ketones from aromatic aldehydes is reported. The protocol renders cross coupling of aromatic aldehydes with aryl diazonium tetrafluoroborates using inexpensive di-tert-butylperoxide (DTBP) as a radical initiator under mild conditions. The reaction offers a convenient alternative to the Friedel-Crafts acylation for the synthesis of diaryl ketones.

Palladium imine-pyridine-imine complex immobilized on graphene oxide as a recyclable catalyst for the carbonylative homo-coupling of aryl halides

A heterogeneous 3-N,N,N-(II) Pd(OAc)2 catalyst was prepared from the reaction of Pd(OAc)2 with Si-Prn-N = C-Py-C = N-Prn-Si immobilized on graphene oxide (GO-Si-Prn-N = C-Py-C = N-Prn-Si-GO). The prepared catalyst was characterized by inductively coupled plasma optical emission spectroscopy, Fourier transform infrared (FT-IR) spectroscopy, Raman spectroscopy, energy dispersive X-ray spectroscopy, X-ray diffraction, UV-vis spectroscopy, BET surface area, scanning electron microscopy, transmission electron microscopy, and thermogravimetric analysis. The catalyst was employed as a heterogeneous catalyst for carbonylative homo-coupling of aryl iodides and bromides under carbon monoxide gas-free condition. Cr(CO)6 was used as the carbon monoxide source and the desired symmetrical diaryl ketones were achieved in good to excellent yields. Moreover, the catalyst was reused up to five consecutive cycles without significant loss of activity.

Simple preparation of aryltributylstannanes and its application to one-pot synthesis of diaryl ketones

Transfer of aryl group from boron to tin can be achieved by simple treatment of arylboronic acids with tributyltin methoxide at 100 °C for 1 h under neat conditions. The resulting aryltributylstannanes are applicable to one-pot synthesis of diaryl ketones. Thus, Pd-catalyzed cross-coupling reaction with aroyl chlorides is allowed to proceed without isolation step to produce the corresponding diaryl ketones in good to high yields.

Sterically Hindered Ketones via Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling of Amides by N-C(O) Activation

Herein, we report a new protocol for the synthesis of sterically hindered ketones that proceeds via palladium-catalyzed Suzuki-Miyaura cross-coupling of unconventional amide electrophiles by selective N-C(O) activation. Mechanistic studies demonstrate that steric bulk on the amide has a major impact, which is opposite to the traditional Suzuki-Miyaura cross-coupling of sterically hindered aryl halides. Structural and computational studies provide insight into ground-state distortion of sterically hindered amides and show that ortho-substitution alleviates the N-C(O) bond twist.

Palladium-catalyzed oxidative carbonylation for the synthesis of symmetrical diaryl ketones at atmospheric co pressure

A mild and efficient synthesis of symmetrical diaryl ketones by palladium-catalyzed oxidative carbonylation of arylboronic acids with carbon monoxide at atmospheric pressure is reported. Georg Thieme Verlag Stuttgart New York.

Ultrafast Chemistry: Cobalt Carbonyl-Mediated Synthesis of Diaryl Ketones under Microwave Irradiation

(Equation Presented) By combining the advantages of metal activation, in situ carbon monoxide delivery, and microwave heating, benzophenones were efficiently synthesized in 6-10 s. These ultrafast carbonylation reactions occur under air by flash heating o

Nickel-Catalyzed Molybdenum-Promoted Carbonylative Synthesis of Benzophenones

A nickel-catalyzed molybdenum-promoted carbonylative coupling reaction for the synthesis of benzophenones from aryl iodides has been developed. Various substituted diaryl ketones were synthesized in moderate to excellent yields under CO-gas-free conditions. A synergetic effect of both nickel and molybdenum has been observed, which is also responsible for the success of this transformation.

Unsymmetrical Ketone Synthesis via Palladium Catalyzed Carbonylation of Organic Halides

Aryl alkyl (or benzyl) ketones are selectively prepared by the reaction of aryl iodides and alkyl iodides (or benzyl chlorides) in the presence of a stoichiometric amount of zinc-copper couple and a catalytic amount of palladium(O) complex under an atmospheric pressure of carbon monoxide.

Phosphine ligand triggered oxidative decarbonylative homocoupling of aromatic aldehydes: Selectively generating biaryls and diarylketones

A novel rhodium-catalyzed oxidative decarbonylative homocoupling of aromatic aldehydes to generate biaryls and diarylketones selectively and efficiently, triggered by the choice of different phosphine ligands.