22679-40-9

Usage

Uses

Used in Organic Synthesis:
Methanone, bis(3,5-dimethylphenyl)is used as a key intermediate in the synthesis of complex organic molecules. Its unique structure allows for versatile chemical reactions, facilitating the creation of a wide range of compounds with diverse applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Methanone, bis(3,5-dimethylphenyl)is utilized as a precursor for the development of various drugs. Its chemical properties make it suitable for the synthesis of active pharmaceutical ingredients, contributing to the discovery and production of new medications.
Used in Chemical Research:
Methanone, bis(3,5-dimethylphenyl)is also employed in chemical research for studying reaction mechanisms and exploring new synthetic pathways. Its reactivity and structural features provide valuable insights into the behavior of similar compounds, advancing the understanding of organic chemistry.
It is crucial to handle Methanone, bis(3,5-dimethylphenyl)with care and adhere to proper safety protocols, as exposure to high concentrations may pose health risks.

Upstream product

• 34696-73-6 3,5-dimethyphenylmagnesium bromide 
• 6613-44-1 3,5-dimethylbenzoyl chloride 
• 5779-95-3 3,5-dimethylbenzaldehyde 
• 556-96-7 5-bromo-1,3-xylene 
• 530-62-1 1,1'-carbonyldiimidazole 
• 98-86-2 acetophenone 
• 201230-82-2 carbon monoxide 
• 172975-69-8 3,5-dimethylphenyl boronic acid 
• 21945-78-8 bis(3,5-dimethylphenyl)methanol 
• 22445-42-7 3,5-dimethylbenzonitrile 
• 1285695-66-0 1,1-bis(3,5-dimethylphenyl)but-3-en-1-amine 
• 1285695-94-4 (R)-N-(bis(3,5-dimethylphenyl)methylene)hept-1-en-4-amine 
• 499-06-9 3,5-dimethylbenzoic acid 
• 5325-94-0 N-Ethoxycarbonylpiperidine 

Downstream Products

• 21945-78-8 bis(3,5-dimethylphenyl)methanol 
• 1285695-79-5 (R)-N-(bis(3,5-dimethylphenyl)methylene)-1-(p-tolyl)but-3-en-1-amine 
• 1285695-78-4 (S)-N-(bis(3,5-dimethylphenyl)methylene)-1-(p-tolyl)but-3-en-1-amine 
• 1285695-81-9 (R)-N-(bis(3,5-dimethylphenyl)methylene)-1-(4-methoxyphenyl)but-3-en-1-amine 
• 1285695-80-8 (S)-N-(bis(3,5-dimethylphenyl)methylene)-1-(4-methoxyphenyl)but-3-en-1-amine 
• 1285695-82-0 (S)-N-(bis(3,5-dimethylphenyl)methylene)-1-(naphthalen-1-yl)but-3-en-1-amine 
• 1285695-83-1 (R)-N-(bis(3,5-dimethylphenyl)methylene)-1-(naphthalen-1-yl)but-3-en-1-amine 
• 1285695-85-3 (R)-N-(bis(3,5-dimethylphenyl)methylene)-1-(naphthalen-2-yl)but-3-en-1-amine 
• 1285695-84-2 (S)-N-(bis(3,5-dimethylphenyl)methylene)-1-(naphthalen-2-yl)but-3-en-1-amine 
• 1285695-86-4 (S)-N-(bis(3,5-dimethylphenyl)methylene)-1-(4-bromo-2-fluorophenyl)but-3-en-1-amine 
• 1285695-88-6 (S)-N-(bis(3,5-dimethylphenyl)methylene)-1-(3-bromophenyl)but-3-en-1-amine 
• 1285695-90-0 (S)-N-(bis(3,5-dimethylphenyl)methylene)-1-(2-chlorophenyl)but-3-en-1-amine 
• 1285695-93-3 (R)-N-(bis(3,5-dimethylphenyl)methylene)-1-(o-tolyl)but-3-en-1-amine 
• 1285695-92-2 (S)-N-(bis(3,5-dimethylphenyl)methylene)-1-(o-tolyl)but-3-en-1-amine 

Relevant academic research and scientific papers

Preparation method of diaryl ketone

The invention relates to the field of organic compound preparation chemistry, and particularly discloses a preparation method of diaryl ketone. The preparation method comprises the following steps: reacting tartrate with an aryl Grignard reagent to prepare 1,1,4,4-tetraaryl butantetraol; the method comprises the following steps: in the presence of an organic alkali and under a specific temperature condition, carrying out a highly regioselective 2, 3-cyclic sulfite esterification reaction on the 1,1,4,4-tetraaryl butantetraol and thionyl chloride to generate dichloro aryl cyclic sulfite; and reacting the dichloro aryl cyclic sulfite with inorganic alkali liquor at a certain temperature in a certain organic solvent to generate the diaryl ketone. The preparation method avoids the use of an expensive heavy metal-containing catalyst, and has the remarkable characteristics of easily available raw materials, simplicity and convenience in operation, excellent reaction region selectivity, easiness in treatment, high yield and the like.

Divergent Synthesis of Trifluoromethyl Sulfoxides and β-SCF3Carbonyl Compounds by Tandem Trifluoromethylthiolation/Rearrangement of Allylic and Propargylic Alcohols

A selenium-catalyzed trifluoromethylthiolation/[2,3]-sigmatropic rearrangement of tertiary allylic and propargylic alcohols which could provide straightforward and facile access to trifluoromethyl sulfoxides was developed. Various allylic and allenic trifluoromethyl sulfoxides were obtained with moderate to excellent yields. Meanwhile, a Lewis acid mediated trifluoromethylthiolation/1,2-rearrangement to synthesize β-SCF3 carbonyl compounds was also accomplished. These two tandem reactions feature with mild reaction conditions and metal-free. During these two reactions, the chemoselectivity of electrophilic trifluoromethylthiolation was revealed.

Catalysts, ligands and use thereof

According to the present invention, there is provided a catalytic complex comprising a metal, one or more ligands and one or more counterions, wherein said one or more ligands include a non-racemic chiral ligand and wherein said one or more counterions include a triflimide counterion. Also provided are methods of making said catalytic complex and processes for producing chiral compounds which involve the use of said catalytic complex. In addition, the present invention provides compounds of the formula (2) as defined herein. The compounds of formula (2) may be useful as ligands in catalytic complexes.

Palladium-catalyzed coupling of benzoyl halides with aryltrifluorosilanes leading to diaryl ketones

Acyl-aryl Hiyama coupling of acyl halides with arylsilanes has been achieved by employing a palladium/phosphine catalyst system. A variety of acyl chlorides and fluorides can be applied for coupling with arylsilicon reagents, and unsymmetrical benzophenone derivatives can be prepared using this protocol.

Ligand-Free Palladium-Catalyzed Oxidative Carbonylative Homocoupling of Arylboron Reagents at Ambient Pressure

Arylboronic acids or potassium aryltrifluoroborates were readily oxidatively carbonylated to their corresponding diaryl ketones in high yields with high selectivities by ligand-free palladium-catalyzed homocoupling at atmospheric pressure. This novel method employs molecular oxygen or iodine as the oxidant and offers an attractive alternative to transition-metal-based oxidant systems.

Synthesis and reactions of PdII complexes with aryl, aroyl, and iminoaroyl ligands - Insertion of CO and RNC into the Pd-Ar bond and intermolecular coupling of the ligands

The arylpalladium(II) complexes [PdIAr(bpy)] (Ar = Ph, C6H3-3,5-Me2, C6H4-4-OMe, C6H4-2-OMe, C6H4-4-C6H4-4-I, 1-naphthyl; bpy = 2,2′-bipyridine) undergo insertion of CO and CNR (R = tBu, C6H3-2,6-Me2) into the Pd-aryl bond to produce [PdI(COAr)(bpy)] and [PdI{C(=N-R)Ar}(bpy)]. The dinuclear complex [C6H3-3,5-{(OCH2CH2)2C6H4-3-PdI(bpy)}2] is synthesized by the oxidative addition reaction of 1,3-bis[(3-iodophenyl)-1,4,7-trioxaheptyl]benzene to [Pd(dba)2] (dba = dibenzylideneacetone). The addition of AgBF4 to the arylpalladium(II) complexes [PdIAr(bpy)] (Ar = C6H4-4-OMe, C6H4-2-OMe, 1-naphthyl) produces the intermolecular coupling products of the aryl ligands, Ar-Ar. The reactions of AgBF4 with the aroylpalladium(II) complexes [PdI(COAr)-(bpy)] (Ar = C6H3-3,5-Me2, C6H4-2-OMe) result in decarbonylation and intermolecular coupling of the ligands to yield the diarylketones. The iminoaroylpalladium(II) complex [PdI{C(=NtBu)C6H3-3,5-Me2}(bpy)] undergoes hydrolysis of the ligand to yield tBuNHCO(C6H3-3,5-Me2). The addition of AgBF4 to the dinuclear complex [C6H3-3,5-{(OCH2CH2)2C6H4-3-PdI(bpy)}2] yields a mixture of the cyclic oligomers cyclo-[C6H3-3,5-{(OCH2CH2)2C6H4-3-}2]n (n = 1-4) by inter- and intramolecular coupling of the aryl ligands.

One-pot synthesis of diarylmethanones through palladium-catalyzed sequential coupling and aerobic oxidation of aryl bromides with acetophenone as a latent carbonyl donor

A one-pot palladium-catalyzed synthesis of symmetrical and unsymmetrical diarylmethanones using acetophenone and aryl bromides as raw materials has been developed. In this reaction, acetophenone acts as a latent carbonyl donor and two pathways of palladium-catalyzed sequential coupling and aerobic oxidation are identified. The reaction is applicable to a spectrum of substrates and delivers the products in moderate to good yields. This method can be used for the synthesis of ketoprofen, a nonsteroidal anti-inflammatory drug, in a two-step procedure and 45% overall yield.

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.

Direct catalytic asymmetric aminoallylation of aldehydes: Synergism of chiral and nonchiral Bronsted acids

The development of a catalytic asymmetric method for the direct aminoallylation of aldehydes is described that gives high asymmetric inductions for a broad range of substrates including both aromatic and aliphatic aldehydes. This method allows for direct isolation of unprotected analytically pure homoallylic amines without chromatography. The unique catalyst system developed for this process involves the synergistic interaction between a chiral and a nonchiral Bronsted acid.

N-CARBOETHOXYPIPERIDINE, A CONVENIENT REAGENT FOR THE PREPARATION OF SYMMETRICAL KETONES FROM ORGANOLITHIUMS

N-Carboethoxypiperidine on reaction with organolithium reagents, RLi, followed by acidic work-up gave excellent yields of the corresponding symmetrical ketones, R2CO.