2142-79-2

Usage

Uses

Used in Fragrance Industry:
2,3,5,6-Tetramethylacetophenone is used as a fragrance ingredient for its sweet, floral scent, contributing to the creation of perfumes, soaps, and other personal care products. Its aromatic properties enhance the sensory experience of these products, making them more appealing to consumers.
Used in Flavor Industry:
In the food industry, 2,3,5,6-Tetramethylacetophenone serves as a flavoring agent, adding a unique taste and aroma to various food products. Its ability to impart a pleasant flavor makes it a valuable component in the development of food and beverage formulations.
Used in Pharmaceutical Production:
2,3,5,6-Tetramethylacetophenone is utilized as an intermediate in the synthesis of pharmaceuticals, playing a crucial role in the development of new drugs and medicinal compounds. Its chemical properties allow for its use in various chemical reactions, facilitating the production of a range of pharmaceutical products.
Used in Organic Compound Synthesis:
As a versatile chemical intermediate, 2,3,5,6-Tetramethylacetophenone is employed in the synthesis of various organic compounds. Its reactivity and stability make it a valuable component in the production of a wide array of chemical products, including dyes, plastics, and other specialty chemicals.
It is essential to handle 2,3,5,6-Tetramethylacetophenone with care and adhere to proper safety protocols to minimize the risk of skin and eye irritation, ensuring the safe and effective use of this chemical compound in various applications.

InChI:InChI=1/C12H16O/c1-7-6-8(2)10(4)12(9(7)3)11(5)13/h6H,1-5H3

Upstream product

• 95-93-2 1,2,4,5-tetramethylbenzene 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 
• 15517-58-5 1,1′-(2,3,5,6-tetramethyl-1,4-phenylene)bis(ethan-1-one) 
• 527-53-7 1,2,3,5-Tetramethylbenzene 
• 488-23-3 1,2,3,4-Tetramethylbenzene 
• 34764-71-1 2',3',4',5'-tetramethylacetophenone 
• 95-63-6 1,2,4-Trimethylbenzene 

Downstream Products

• 53546-80-8 4-[oxo-(2,3,5,6-tetramethyl-phenyl)-thioacetyl]-morpholine 
• 91390-74-8 1,1-didurylethene 
• 95-93-2 1,2,4,5-tetramethylbenzene 
• 527-53-7 1,2,3,5-Tetramethylbenzene 
• 700-12-9 pentamethylbenzene, 
• 15517-57-4 diacetylmesitylene 
• 1667-01-2 2,4,6-Trimethylacetophenone 
• 64853-55-0 1-(2,3,5,6-tetramethyl-4-nitrophenyl) ethan-1-one 
• 64853-58-3 2,3,5,6-tetramethylphenylglyoxal 
• 35928-56-4 2,2-Dibromo-1-(2,3,5,6-tetramethyl-4-nitro-phenyl)-ethanone 
• 64853-67-4 4-[1-Ethoxy-2-oxo-2-(2,3,5,6-tetramethyl-phenyl)-ethylamino]-benzoic acid 
• 64853-88-9 1.2-bis-Duryl-glyoxyliden-aminobenzol 
• 2529-39-7 2,3,4,5-tetramethylbenzoic acid 
• 34701-88-7 2-iodo-3,4,5,6-tetramethylbenzoic acid 

Relevant academic research and scientific papers

Manganese complex-catalysed α-alkylation of ketones with secondary alcohols enables the synthesis of β-branched carbonyl compounds

Herein, β-branched carbonyl compounds were synthesised via the α-alkylation of ketones with secondary alcohols under "borrowing hydrogen"catalysis. A wide range of secondary alcohols, including various cyclic, acyclic, symmetrical, and unsymmetrical alcohols, have been successfully applied under the developed reaction conditions. A manganese(i) complex bearing a phosphine-free multifunctional ligand catalysed the reaction and produced water as the sole byproduct.

Design, synthesis and biological evaluation of novel aryldiketo acids with enhanced antibacterial activity against multidrug resistant bacterial strains

Antimicrobial resistance (AMR) is a major health problem worldwide, because of ability of bacteria, fungi and viruses to evade known therapeutic agents used in treatment of infections. Aryldiketo acids (ADK) have shown antimicrobial activity against several resistant strains including Gram-positive Staphylococcus aureus bacteria. Our previous studies revealed that ADK analogues having bulky alkyl group in ortho position on a phenyl ring have up to ten times better activity than norfloxacin against the same strains. Rational modifications of analogues by introduction of hydrophobic substituents on the aromatic ring has led to more than tenfold increase in antibacterial activity against multidrug resistant Gram positive strains. To elucidate a potential mechanism of action for this potentially novel class of antimicrobials, several bacterial enzymes were identified as putative targets according to literature data and pharmacophoric similarity searches for potent ADK analogues. Among the seven bacterial targets chosen, the strongest favorable binding interactions were observed between most active analogue and S. aureus dehydrosqualene synthase and DNA gyrase. Furthermore, the docking results in combination with literature data suggest that these novel molecules could also target several other bacterial enzymes, including prenyl-transferases and methionine aminopeptidase. These results and our statistically significant 3D QSAR model could be used to guide the further design of more potent derivatives as well as in virtual screening for novel antibacterial agents.

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.

Twist does a twist to the reactivity: Stoichiometric and catalytic oxidations with twisted tetramethyl-IBX

The methyl groups in TetMe-IBX lower the activation energy corresponding to the rate-determining hypervalent twisting (theoretical calculations), and the steric relay between successive methyl groups twists the structure, which manifests in significant solubility in common organic solvents. Consequently, oxidations of alcohols and sulfides occur at room temperature in common organic solvents. In situ generation of the reactive TetMe-IBX from its precursor iodo-acid, i.e., 3,4,5,6-tetramethyl-2-iodobenzoic acid, in the presence of oxone as a co-oxidant facilitates the oxidation of diverse alcohols at room temperature.

Isolation, X-ray structures, and electronic spectra of reactive intermediates in Friedel-Crafts acylations

Reactive intermediates in the Friedel-Crafts acylation of aromatic donors are scrutinized upon their successful isolation and X-ray crystallography at very low temperatures. Detailed analyses of the X-ray parameters for the [1:1] complexes of different al