3637-01-2

Usage

Uses

Used in Pharmaceutical Industry:
3',4'-Dimethylacetophenone is used as a starting reagent for the synthesis of various pharmaceutical compounds. Specifically, it is employed in the creation of 4-[5-(3,4-dimethylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenecarboxyamide, which is a complex molecule with potential applications in the development of new drugs.
Used in Chemical Synthesis:
In the field of chemical synthesis, 3',4'-Dimethylacetophenone serves as an important intermediate compound. Its unique structure allows it to be a valuable building block for the creation of more complex molecules, which can be used in various applications, including the development of new materials, dyes, and other specialty chemicals.
Used in Flavor and Fragrance Industry:
Due to its distinct chemical properties, 3',4'-Dimethylacetophenone can also be used in the flavor and fragrance industry. It can contribute to the development of unique scents and flavors, adding depth and complexity to various products such as perfumes, colognes, and even the food and beverage industry.

Upstream product

• 1195-79-5 1,3,3-trimethyl-2-norbornanone 
• 2142-73-6 1-(2,5-dimethylphenyl)-1-ethanone 
• 76-22-2 Camphor 
• 64-19-7 acetic acid 
• 619-04-5 3,4-dimethylbenzoic acid 
• 95-47-6 o-xylene 
• 75-36-5 acetyl chloride 
• 506-82-1 dimethylcadmium 
• 21900-23-2 3,4-dimethylbenzoyl chloride 
• 917-64-6 methyl magnesium iodide 
• 22884-95-3 3,4-dimethylbenzonitrile 
• 96258-32-1 3,3-(2,2'-biphenyldiyl)-4-methyl-4-(3,4-dimethylphenyl)-1,2-dioxetane 
• 50690-08-9 2-chloro-1-(3,4-dimethyl-phenyl)-ethanone 
• 121-45-9 phosphorous acid trimethyl ester 

Downstream Products

• 20389-06-4 2-(3,4-dimethyl-phenyl)-quinoline-4-carboxylic acid 
• 22422-23-7 3-chloro-1-(3,4-dimethyl-phenyl)-propan-1-one 
• 104296-00-6 N-(2-hydroxybenzylidene)anthranilic acid 
• 93016-39-8 1-(3,4-dimethyl-phenyl)-ethanone-(2,4-dinitro-phenylhydrazone) 
• 79219-37-7 1-(3,4-dimethyl-phenyl)-3-piperidino-propan-1-one; hydrochloride 
• 412018-89-4 3-(3,4-dimethyl-phenyl)-2-methyl-butyric acid 
• 871896-99-0 δ-oxy-δ-(3.4-dimethyl-phenyl)-α-amylene 
• 112689-10-8 (3,4-dimethyl-phenyl)-glyoxal-2-oxime 
• 15089-82-4 1-(4,5-dimethyl-2-nitrophenyl)ethanone 
• 49666-83-3 1-(3,4-dimethyl-2-nitro-phenyl)-ethanone 
• 934-80-5 1,2-dimethyl-4-ethylbenzene 
• 91817-69-5 3',4'-dimethylacetophenone oxime 
• 17283-16-8 3,4-dimethylphenylacetic acid 
• 95-64-7 4-amino-o-xylene 

Relevant academic research and scientific papers

Selective Activation of Unstrained C(O)-C Bond in Ketone Suzuki-Miyaura Coupling Reaction Enabled by Hydride-Transfer Strategy

A Rh(I)-catalyzed ketone Suzuki-Miyaura coupling reaction of benzylacetone with arylboronic acid is developed. Selective C(O)-C bond activation, which employs aminopyridine as a temporary directing group and ethyl vinyl ketone as a hydride acceptor, occurs on the alkyl chain containing a β-position hydrogen. A series of acetophenone products were obtained in yields up to 75%.

Photoinduced Acetylation of Anilines under Aqueous and Catalyst-Free Conditions

A green and efficient visible-light induced functionalization of anilines under mild conditions has been reported. Utilizing nontoxic, cost-effective, and water-soluble diacetyl as photosensitizer and acetylating reagent, and water as the solvent, a variety of anilines were converted into the corresponding aryl ketones, iodides, and bromides. With advantages of environmentally friendly conditions, simple operation, broad substrate scope, and functional group tolerance, this reaction represents a valuable method in organic synthesis.

Pyrazoles: 'one-pot' synthesis from arenes and carboxylic acids

A rapid and efficient method for 'one-pot' synthesis of pyrazoles from (hetero)arenes and carboxylic acids via successive formation of ketones and β-diketones followed by heterocyclization with hydrazine has been developed. The utility of the RCOOH/TfOH/TFAA acylation system for intermediate production of ketones and 1,3-diketones is a key feature of this approach. The preliminary evaluation of the anticancer activity of the synthesized pyrazoles is performed.

Metal-Free Photoinduced Transformation of Aryl Halides and Diketones into Aryl Ketones

The acylation of aryl halides to prepare aryl ketones without metal catalyst represents an important yet challenging topic towards more sustainable ketone synthesis. Herein, we describe a simple and efficient metal-free protocol for the acylation of aryl halides with diketone under the irradiation of light utilizing N-methylpiperidine as base under an air atmosphere. This reaction can tolerate a wide range of functional groups and the corresponding ketones can be obtained in modest to good yields.

P -Selective (sp2)-C-H functionalization for an acylation/alkylation reaction using organic photoredox catalysis

p-Selective (sp2)-C-H functionalization of electron rich arenes has been achieved for acylation and alkylation reactions, respectively, with acyl/alkylselenides by organic photoredox catalysis involving an interesting mechanistic pathway.

Zeolite y nanoparticle assemblies with high activity in the direct hydration of terminal alkynes

A strong acidic zeolite Y nanoparticle assembly (HNANO-Y) with a micro-meso-macroporous structure was synthesized and used as a highly efficient heterogeneous catalyst for the hydration of alkynes to prepare ketone compounds, as compared to acidic mesoporous zeolite ZSM-5 and Beta catalysts. This feature should be assigned to the fact that the micro-meso-macroporous structure in the HNANO-Y benefits mass transfer and the strongly acidic sites on HNANO-Y facilitate alkyne hydration activity. The catalyst can be reused six times without loss of activity.

The micro-flow field reactor Friedel-Crafts application of the catalyst in the reaction

The invention discloses an application of a micro-flow field reactor in Friedel-Crafts reaction. An immobilized microchannel reactor is filled with nano iron oxide particles for catalysis of Friedel-Crafts acylation reaction of aromatic hydrocarbon and acetyl chloride, wherein the nano iron oxide particles are prepared by the following methods: dissolving an iron-containing inorganic matter with distilled water, respectively and simultaneously pumping a water solution of inorganic alkali and a water solution of the iron-containing inorganic matter into the immobilized microchannel reaction device; standing for 30 seconds to 1 minute, reacting at a room temperature, and centrifuging the reaction product; and washing and drying sediments, and then sintering in a muffle furnace at 500 DEG C for 2 hours. The immobilized microchannel reactor is filled with the nano iron oxide particles prepared by the method for catalysis of Friedel-Crafts acylation reaction of the aromatic hydrocarbon and acetyl chloride.

METHOD OF ACYLATING AN AROMATIC COMPOUND

The present invention relates to a method of acylating a substituted aromatic compound. The substituted aromatic compound is reacted with an acylating agent in the presence of a macroreticular sulfonic acid ion exchange resin having a water-to-phenol shrinkage between 25 % and 40 %. The method is very advantageous in that the resin is deactivated much less than other resins without a fast drop in conversion and selectivity in the reaction.

N-Functionalized Amino Acids Promoted Aerobic Copper-Catalyzed Oxidation of Benzylic Alcohols in Water

Instead of traditional N,N-bidentate ligands, N-functionlized amino acids were used as powerful N,O-bidentate ligands in aerobic copper/TEMPO-catalyzed system for promoting oxidation of benzylic alcohols. Under the optimized reaction conditions, a wide range of primary and secondary benzylic alcohols have been efficiently converted into aldehydes and ketones with good to excellent yields in water.

5-Aryl-1H-pyrazole-3-carboxylic acids as selective inhibitors of human carbonic anhydrases IX and XII

Inhibitory activity of a congeneric set of 23 phenyl-substituted 5-phenyl-pyrazole-3-carboxylic acids toward human carbonic anhydrase (hCA, EC 4.2.1.1) isoforms I, II, IX and XII was evaluated by a stopped-flow CO2 hydrase assay. These compounds exerted a clear, selective inhibition of hCA IX and XII over hCAI and II, with Ki in two to one digit micromolar concentrations (4-50 μM). Derivatives bearing bulkier substituents in para-position of the phenyl ring inhibited hCA XII at one-digit micromolar concentrations, while derivatives having alkyl substituents in both ortho- and meta-positions inhibited hCA IX with Kis ranging between 5 and 25 μM. Results of docking experiments offered a rational explanation on the selectivity of these compounds toward CA IX and XII, as well as on the substitution patterns leading to best CA IX or CA XII inhibitors. By examining the active sites of these four isoforms with GRID generated molecular-interaction fields, striking differences between hCA XII and the other three isoforms were observed. The field of hydrophobic probe (DRY) appeared significantly different in CA XII active site, comparing to other three isoforms studied. To the best of our knowledge such an observation was not reported in literature so far. Considering the selectivity of these carboxylates towards membrane-associated over cytosolic CA isoforms, the title compounds could be useful for the development of isoform-specific non-sulfonamide CA inhibitors.