224321-19-1

Usage

Uses

Used in Cosmetic Industry:
2-Hydroxy-2'-Methoxyacetophenone is used as a fragrance ingredient for its pleasant and floral scent, enhancing the sensory experience of various cosmetic and personal care products such as perfumes, lotions, and soaps.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 2-Hydroxy-2'-Methoxyacetophenone is utilized as a preservative due to its antimicrobial properties, helping to maintain the stability and safety of formulations by preventing microbial contamination.
Used in Chemical Industry:
2-Hydroxy-2'-Methoxyacetophenone is employed as a raw material or intermediate in the synthesis of other organic compounds, contributing to the development of new chemical products and processes.
Used in Antimicrobial Applications:
2-Hydroxy-2'-Methoxyacetophenone is used as an antimicrobial agent for its ability to inhibit the growth of microorganisms, making it suitable for use in sanitizing products and as a preservative in various formulations.
Used in Anti-Inflammatory and Antioxidant Applications:
2-HYDROXY-2'-METHOXYACETOPHENONE has been studied for its potential anti-inflammatory and antioxidant properties, suggesting its use in formulations aimed at reducing inflammation and oxidative stress, thereby promoting health and well-being.

InChI:InChI=1/C9H10O3/c1-12-9-5-3-2-4-7(9)8(11)6-10/h2-5,10H,6H2,1H3

Upstream product

• 579-74-8 2-Methoxyacetophenone 
• 1121543-12-1 α,α-dibromo-2'-methoxyacetophenone 
• 135-02-4 ortho-anisaldehyde 
• 298-12-4 Glyoxilic acid 
• 67-56-1 methanol 
• 135339-88-7 ((1-(2-methoxyphenyl)vinyl)oxy)trimethylsilane 
• 31949-21-0 bromomethyl 2-methoxyphenyl ketone 
• 50-00-0 formaldehyd 
• 6706-96-3 2,2'-dimethoxybenzoin 

Downstream Products

• 346666-09-9 (2R,3S)-4-Ethyl-2,3-dihydroxy-1-(2-methoxy-phenyl)-hexan-1-one 
• 346666-25-9 (2R,3R)-4-Benzyloxy-2,3-dihydroxy-1-(2-methoxy-phenyl)-butan-1-one 
• 346666-07-7 (2R,3S)-4-Benzyloxy-2,3-dihydroxy-1-(2-methoxy-phenyl)-butan-1-one 
• 346666-20-4 (2R,3R)-2,3-Dihydroxy-1-(2-methoxy-phenyl)-octan-1-one 
• 346666-02-2 (2R,3S)-2,3-Dihydroxy-1-(2-methoxy-phenyl)-octan-1-one 
• 346666-21-5 (2R,3R)-2,3-Dihydroxy-1-(2-methoxy-phenyl)-nonan-1-one 
• 346666-03-3 (2R,3S)-2,3-Dihydroxy-1-(2-methoxy-phenyl)-nonan-1-one 
• 393796-18-4 (3S)-3-[(R)-(o-anisoyl)hydroxymethyl]-1-indanone 
• 528838-77-9 (2R,3R)-3-(2-furyl)-2-hydroxy-1-(2-methoxyphenyl)-3-(N-diphenylphosphinoylamino)-1-propanone 

Relevant academic research and scientific papers

Chiral Bidentate Phosphoramidite-Pd Catalyzed Asymmetric Decarboxylative Dipolar Cycloaddition for Multistereogenic Tetrahydrofurans with Cyclic N-Sulfonyl Ketimine Moieties

An asymmetric [3 + 2] cycloaddition of vinyl ethylenecarbonates (VECs) and (E)-3-arylvinyl substituted benzo[d] isothiazole 1,1-dioxides has been developed using the Pd complex of a bidentate phosphoramidite (Me-BIPAM) as the catalyst, providing a wide variety of chiral multistereogenic vinyltetrahydrofurans in good yields with excellent diastereo- and enantioselectivities (up to >20:1 dr, 99% ee).

One-Pot Enzymatic-Chemical Cascade Route for Synthesizing Aromatic α-Hydroxy Ketones

2-Hydroxyacetophenone (2-HAP) is an important building block for the production of a series of natural products and pharmaceuticals; however, there is no safe, efficient, and economical method for 2-HAP synthesis. Here, a one-pot enzymatic-chemical cascade route was designed for synthesizing 2-HAP based on retrosynthetic analysis. First, a spontaneous proton-transfer reaction was designed using a computational simulation that enabled 2-HAP synthesis from the isomer 2-hydroxy-2-phenylacetaldehyde. A route for 2-hydroxy-2-phenylacetaldehyde synthesis was then constructed by introducing the unnatural substrate glyoxylic acid into a C-C ligation reaction catalyzed by Candida tropicalis pyruvate decarboxylase. Assembly and optimization of this enzymatic-chemical cascade route resulted in a final yield of 92.7%. Furthermore, stereospecific carbonyl reductases were introduced to construct a synthetic application platform that enabled further transformation of 2-HAP into (S)- and (R)-1-phenyl-1,2-ethanediol. This method of cascading spontaneous chemical and enzymatic reactions to synthesize chemicals offers insight into avenues for synthesizing other valuable chemicals.

Palladium-Catalyzed (3+3) Annulation of Allenylethylene Carbonates with Nitrile Oxides

In this paper, we designed and synthesized a new type of cyclic carbonates, allenylethylene carbonates (AECs). With AECs as reactive precursors, we developed palladium-catalyzed (3+3) annulation of AECs with nitrile oxides. Various AECs worked well in this reaction under mild reaction conditions. A variety of 5,6-dihydro-1,4,2-dioxazine derivatives with allenyl quaternary stereocenters can be accessed in a facile manner in high yields (≤98%).

Palladium-Catalyzed [5 + 2] Annulation of Vinylethylene Carbonates with Barbiturate-Derived Alkenes

A palladium/XantPhos-catalyzed [5 + 2] annulation of VECs with electron-deficient alkenes having an isolated carbon-carbon double bond has been developed to afford spirobarbiturate-tetrahydrooxepines. This study provides an expedient assembly of biologically interesting spirobarbiturate-tetrahydrooxepines. The easy scalability and versatile transformability of the reaction products were also exhibited.

NON-IONIC LOW DIFFUSING PHOTO-ACID GENERATORS

Non-ionic photo-acid generating (PAG) compounds were prepared that contain an aryl ketone group. The disclosed non-polymeric PAGs release a strong sulfonic acid when exposed to high energy radiation such as deep UV or extreme UV light. The photo-generated sulfonic acid has a low diffusion rate in an exposed resist layer subjected to a post-exposure bake (PEB) at 100° C. to 150° C., resulting in formation of good line patterns after development. At higher temperatures, the PAGs undergo a thermal reaction to form a sulfonic acid.

Enantioselective Silver-Catalyzed Cascade Synthesis of Fused Lactone and Lactam Oxazolines

A new and highly stereoselective cascade reaction between isocyanoacetate esters and α-hydroxy and α-amino ketones has been developed. A cinchona alkaloid derived aminophosphine/silver(I) catalyst complex promoted the reaction and enabled the ready synthesis of fused bicyclic γ-lactone and γ-lactam oxazolines with high enantiocontrol (up to 99% ee).

Divergent synthesis of N-heterocycles by Pd-catalyzed controllable cyclization of vinylethylene carbonates

Here, we report a palladium-catalyzed controllable cyclization of vinyl ethylene carbonates that proceeds through formal migration [2+3] and [5+2] cycloadditions, respectively, under mild conditions. The transformation described here affords a series of synthetically versatile 5,7-membered N-heterocycles which are found in natural products and pharmaceuticals with biological and medicinal properties.

Diversity-Orientated Stereoselective Synthesis through Pd-Catalyzed Switchable Decarboxylative C?N/C?S Bond Formation in Allylic Surrogates

Switchable catalytic transformation of reactants can be a powerful approach towards diversity-orientated synthesis from easily available molecular synthons. Herein, an endogenous ligand-controlled, Pd-catalyzed allylic substitution allowing for either selective C?N or C?S bond formation using vinylethylene carbonates (VECs) and N-sulfonylhydrazones as coupling partners has been developed. This versatile methodology provides a facile, divergent route for the highly chemo- and stereoselective synthesis of functional allylic sulfones or sulfonohydrazides. The newly developed protocol features wide substrate scope (nearly 80 examples), broad functional group tolerance, and potential for the late-stage functionalization of bioactive compounds. The isolation and crystallographic analysis of a catalytically competent π-allyl Pd complex suggests that the pathway leading to the allylic products proceeds through a different manifold as previously proposed for the functionalization of VECs with nucleophiles.

NON-IONIC ARYL KETONE BASED POLYMERIC PHOTO-ACID GENERATORS

Non-ionic photo-acid generating (PAG) polymerizable monomers were prepared that contain a side chain sulfonate ester of an alpha-hydroxy aryl ketone. The aryl ketone group has a perfluorinated substituent alpha to the ketone carbonyl. The sulfur of the sulfonate ester is also directly linked to a fluorinated group. PAG polymers prepared from the PAG monomers release a strong sulfonic acid when exposed to high energy radiation such as deep UV or extreme UV light. The photo-generated sulfonic acid has a low diffusion rate in an exposed resist layer subjected to a post-exposure bake (PEB) at 100° C. to 150° C., resulting in formation of good line patterns after development.

Enantioselective [3 + 2] Cycloaddition Reaction of Ethynylethylene Carbonates with Malononitrile Enabled by Organo/Metal Cooperative Catalysis

The first catalytic asymmetric decarboxylative [3 + 2] cycloaddition reaction of ethynylethylene carbonates with malononitrile has been developed successfully by an organo/copper cooperative system. This strategy led to a series of optically active polysu