65143-37-5

Usage

Uses

Used in Fragrance Industry:
2-(4-Methylphenyl)-2-oxoethyl acetate is used as a fragrance ingredient for its fruity, sweet aroma, contributing to the formulation of perfumes and cosmetic products.
Used in Flavor Industry:
In the flavor industry, 2-(4-Methylphenyl)-2-oxoethyl acetate is used as a flavoring agent to enhance the taste and aroma of food products and beverages, providing a pleasant and appealing flavor profile.
Used in Consumer Products:
2-(4-Methylphenyl)-2-oxoethyl acetate is used in various consumer products, such as perfumes, cosmetics, food products, and beverages, for its ability to impart a pleasant fragrance and flavor. It is considered safe for use when adhering to regulatory guidelines, ensuring the safety and quality of the final products.

InChI:InChI=1/C11H12O3/c1-8-3-5-10(6-4-8)11(13)7-14-9(2)12/h3-6H,7H2,1-2H3

Upstream product

• 64-19-7 acetic acid 
• 17263-64-8 2-diazo-1-(4-methylphenyl)ethanone 
• 127-08-2 potassium acetate 
• 619-41-0 4-(bromoacetyl)toluene 
• 4209-24-9 p-methylphenacyl chloride 
• 67-56-1 methanol 
• 54731-27-0 1-p-methylphenyl-1-trimethylsiloxyethene 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 127-09-3 sodium acetate 
• 120445-91-2 1-p-tolyl-ethanone-E-semicarbazone 
• 127-19-5 N,N-dimethyl acetamide 
• 122-00-9 para-methylacetophenone 
• 108-88-3 toluene 
• 104-87-0 4-methyl-benzaldehyde 

Downstream Products

• 88416-64-2 2-(4-methylphenyl)-1,2-propanediol 
• 670-91-7 4⁽⁵⁾-(4-tolyl)-1H-imidazole 
• 98775-10-1 4-(4-methylphenyl)furan-2(5H)-one 
• 115-10-6 Dimethyl ether 
• 79-20-9 acetic acid methyl ester 
• 17264-54-9 sodium p-methylbenzoate 
• 22532-47-4 4-methylphenethyl acetate 
• 647026-46-8 (R)-2-hydroxy-2-(4-methylphenyl)ethyl acetate 
• 647026-51-5 (S)-2-methylcarbonyloxy-1-(4-methylphenyl)ethyl acetate 
• 13603-62-8 1-(4-methylphenyl)-1,2-ethanediol 
• 122-00-9 para-methylacetophenone 
• 1376770-94-3 4-hydroxy-4-phenyl-1-(p-tolyl)butan-1-one 
• 1629234-06-5 3-acetoxy-6-bromo-2-(4-methylphenyl)quinoline-4-carboxylic acid 
• 122262-57-1 3-hydroxy-6-methyl-2-(4-methylphenyl)quinoline-4-carboxylic acid 

Relevant academic research and scientific papers

Decarboxylative Oxyacyloxylation of Propiolic Acids: Construction of Alkynyl-Containing α-Acyloxy Ketones

Novel decarboxylative oxyacyloxylation of propiolic acids has been developed. This reaction provides an efficient access to alkynyl-containing α-acyloxy ketones from readily available starting materials and exhibits significant functional group tolerance. Furthermore, oxyacyloxylation of terminal alkynes and aliphatic propiolic acids was also developed. A possible reaction mechanism is proposed based on mechanistic studies.

Sulfur-mediated difunctionalization of internal and terminal alkynes for the synthesis of α-acetoxy ketones

The sulfur-mediated difunctionalization of alkynes is reported to give α-acetoxy ketones in a one-pot operation under mild conditions with 19–92% yield. By using wet potassium acetate as both the aqueous base and nucleophilic reagent, both terminal alkynes and internal alkynes could be converted into the α-acetoxy ketone products.

Metal-Free Amidation Reactions of Terminal Alkynes with Benzenesulfonamide

A novel and efficient approach has been developed to synthesize α-sulfonylamino ketones through the reaction between terminal alkynes and sulfonamides under ambient air using PIDA (diacetoxy iodobenzene). A library of α-sulfonylamino ketone derivatives having a variety of substituents has been synthesized. A plausible reaction pathway has been predicted. This reaction offers a broad substrate scope, metal-free synthesis, excellent regioselectivity, easily accessible reactants, and room temperature reaction conditions under ambient air and is operationally simple. A gram-scale synthesis demonstrates the potential applications of the present method. In addition, we have also synthesized α-acetoxy ketones in the case of absence of sulfonamide.

Oxidative α-Acetoxylation of a β-Oxime Ester with (Diacetoxyiodo)benzene Catalyzed by ScIII Salts: An Approach to the Docetaxel Side Chain

Hypervalent iodine(III) compounds have emerged as reagents of choice for α-oxidation of various ketones under mild reaction conditions. We report herein a simple method for α-hydroxylation of a β-oxime ester, which involves an oxidative α-acetoxylation us

Natural products as sources of new fungicides (V): Design and synthesis of acetophenone derivatives against phytopathogenic fungi in vitro and in vivo

A series of acetophenone derivatives (10a–10i, 11, 12a–12g, 13a–13g, 14a–14d and 15a–15l) were designed, synthesized and evaluated for antifungal activities in vitro and in vivo. The antifungal activities of 53 compounds were tested against several plant pathogens, and their structure–activity relationship was summarized. Compounds 10a–10f displayed better antifungal effects than two reference fungicides. Interestingly, the most potent compound 10d exhibited antifungal properties against Cytospora sp., Botrytis cinerea, Magnaporthe grisea, with IC50 values of 6.0–22.6 μg/mL, especially Cytospora sp. (IC50 = 6.0 μg/mL). In the in vivo antifungal assays, 10d displayed the significant protective efficacy of 55.3% to Botrytis cinerea and 73.1% to Cytospora sp. The findings indicated that 10d may act as a potential pesticide lead compound that merits further investigation.

PhI(OAc)2-promoted umpolung acetoxylation of enamides for the synthesis of α-acetoxy ketones

Umpolung is a fundamental concept in organic chemistry, which provides an alternative strategy for the synthesis of target compounds which were not easily accessible by conventional methods. Herein, a mild and efficient PhI(OAc)2-promoted umpolung acetoxylation reactions of enamides was developed for the synthesis of α-acetoxy ketones. The reaction tolerates a wide range of functional groups and affords α-acetoxy ketones in good to excellent yields. PhI(OAc)2 serves as a source of acetoxy in the reaction.

Novel and efficient transformation of enamides into α-acyloxy ketones via an acyl intramolecular migration process

Hydrogen peroxide and anhydride mediated transformation of enamides to afford substituted α-acyloxy ketones is described. This transition-metal-free cascade reaction has a broad substrate scope and high efficiency. The acyl intramolecular migration procedure successfully achieved this acyloxylation process under mild conditions and increased the atom efficiency.

Iron-Catalyzed Dioxygenation of Alkenes and Terminal Alkynes by using (Diacetoxyiodo)benzene as Oxidant

An iron-catalyzed syn-diacetoxylation of alkenes and 1,2-oxyacetoxylation of terminal alkynes has been developed using (diacetoxyiodo)benzene as oxidant. A broad range of internal and terminal alkenes, including electron-rich as well as electron-deficient alkenes, gave the desired products in good to excellent yields with high diastereoselectivity (up to >99:1 dr). In addition the high catalytic activity of iron catalysis for the 1,2-oxyacetoxylation of terminal alkynes is also reported. The roles of catalyst, oxidant and other reaction parameters were evaluated for activation of the unsaturated bond.

Silver(I)-catalyzed reaction of terminal alkynes with (diacetoxyiodo) benzene: A convenient, efficient and clean preparation of α-acetoxy ketones

Silver(I)-catalyzed reaction of terminal alkynes with (diacetoxyiodo) benzene in wet acetonitrile at room temperature afforded the corresponding α-acetoxy ketones in 55-93% yields. The salient features of this reaction are the effective utilization of PhI

Straightforward and highly efficient synthesis of α-acetoxy ketones through gold-catalyzed intermolecular oxidation of terminal alkynes

A variety of terminal alkynes were efficiently converted into the corresponding α-acetoxy ketones through gold-catalyzed intermolecular oxidation in the presence of 8-methylquinoline 1-oxide as the oxidant. The reaction probably proceeds through an α-oxo gold carbene intermolecular O-H insertion.