2491-34-1

Usage

Uses

Used in Fragrance Industry:
1-(2-hydroxy-4-methylphenyl)-2-phenylethanone is used as a fragrance ingredient for its sweet, floral, and slightly fruity scent. It is a popular choice in the creation of perfumes and colognes, adding depth and complexity to the overall aroma.
Used in Flavor Industry:
In addition to its application in the fragrance industry, 1-(2-hydroxy-4-methylphenyl)-2-phenylethanone is also utilized as a flavoring agent in the food products sector. Its unique scent profile contributes to the enhancement of various flavors in the culinary world.
Used in Chemical Synthesis:
Furthermore, 1-(2-hydroxy-4-methylphenyl)-2-phenylethanone serves as a valuable chemical intermediate in the synthesis of other organic compounds. Its versatile molecular structure allows it to be a key component in the production of a wide range of chemical products.

Upstream product

• 122-27-0 3-methylphenyl phenylacetate 
• 103-82-2 phenylacetic acid 
• 108-39-4 3-methyl-phenol 
• 101-94-0 p-tolyl phenylacetate 

Downstream Products

• 122-27-0 3-methylphenyl phenylacetate 

Relevant academic research and scientific papers

Synthesis of 7-hydroxy-6H-naphtho[2,3-c]coumarinviaa TsOH-mediated tandem reaction

A concise and efficient method for the synthesis of 7-hydroxy-6H-naphtho[2,3-c]coumarin using available 1-(2-hydroxyphenyl)-2-phenylethanone and Meldrum's acid has been developed. This transformation involved a tandem aldol reaction/lactonization/Friedel-Crafts reaction to form a lactone ring and a benzene ring. It showed high atom economy with water and acetone as the byproducts. Mechanism studies demonstrated two roles of Meldrum's acid: (i) as the reagent for the tandem reaction, and (ii) as the catalyst for the Friedel-Crafts reaction. Moreover, the hydroxyl group of 7-hydroxy-6H-naphtho[2,3-c]coumarin was further functionalized efficiently by arylethynyl, aryl, and cyano groups to furnish D-π-A compounds with excellent fluorescence emissions (ΦF= 0.14-0.78).

Direct acylation of phenol and naphthol derivatives in a mixture of graphite and methanesulfonic acid

Graphite in methanesulfonic acid is used to prepare o-hydroxyketones by direct acylation of phenol and naphthol derivatives with carboxylic acids. Georg Thieme Verlag Stuttgart.

Selectivity in the photo-Fries reaction of phenyl phenylacetates included in a nation membrane

Photoirradiation of phenyl phenylacetates included within a Nafion membrane exclusively resulted in ortho-hydroxyphenones, thus achieving high selectivity in the photo-Fries reaction.

Alumina in Methanesulfonic Acid (AMA) as a New Efficient Reagent for Direct Acylation of Phenol Derivatives and Fries Rearrangement. A Convenient Synthesis of o-Hydroxyarylketones

Alumina in methanesulfonic acid (AMA) is used to prepare o-hydroxyaryl ketones by acylation of phenol and naphthol derivatives with carboxylic acids and the Fries rearrangement of phenolic esters. Mechanistic studies show that the acylation reaction in AMA occurred through an esterification followed by a Fries rearrangement of the phenolic ester by an intermolecular mechanism.

Photochemistry of phenyl phenylacetates adsorbed on pentasil and faujasite zeolites

The photochemistry of phenyl phenylacetate 1, p-tolyl phenylacetate 2, o-tolyl phenylacetate 3 and phenyl o-tolylacetate 4 was investigated both in homogeneous solution and adsorbed on ZSM-5 and NaY zeolites.Photolyses of these esters in acetonitrile result in photo-Fries rearrangement products, phenols and diphenylethane as well as phenyl benzyl ethers.In contrast, photolyses of these esters adsorbed on NaY zeolite only give the ortho Fries rearrangemnt products.On the other hand, the photochemical reaction of 1 and 2 adsorbed on ZSM-5 zeolite only produces toluene and phenols, while under identical conditions the photochemical products for 3 and 4 are the Fries rearrangement and decarbonylation products. the product distributions for these esters adsorbed both on ZSM-5 and NaY zeolites are different from those for dibenzyl ketones as reported in the literature.All of these observations are interpreted in terms of (a) the size and shape sorption selectivity of ZSM-5 zeolite, (b) restriction of duffusional and rotational mobility of the radical pair imposed by the zeolite surface and (c) the multiplicity of the excited state responsible for the homolytic bond cleavage.