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Usage

Uses

Used in Perfume Production:
Ethanone, 2-hydroxy-2-(4-methoxyphenyl)-1-phenylis used as a fragrance ingredient in perfumes for its pleasant and distinctive scent, contributing to the overall aroma profile of the product.
Used in Pharmaceutical Industry:
Ethanone, 2-hydroxy-2-(4-methoxyphenyl)-1-phenylis used as a key component in the production of pharmaceuticals, leveraging its pharmacological properties to develop medicinal and therapeutic products.
Used in UV Absorbers:
Ethanone, 2-hydroxy-2-(4-methoxyphenyl)-1-phenylis used as a UV absorber, protecting materials from the harmful effects of ultraviolet radiation, which can cause degradation and discoloration.
Used in Cosmetics and Personal Care Products:
Ethanone, 2-hydroxy-2-(4-methoxyphenyl)-1-phenylis used as a fragrance ingredient in cosmetics and personal care products, enhancing the sensory experience and providing a pleasant scent to the consumer.
Used in Medicinal and Therapeutic Product Development:
Ethanone, 2-hydroxy-2-(4-methoxyphenyl)-1-phenylis used in the development of medicinal and therapeutic products, owing to its potential pharmacological properties that can be harnessed for various health applications.

Upstream product

• 56913-16-7 2-bromo-1-phenyl-2-(4'-methoxyphenyl)-1-ethanone 
• 141-52-6 sodium ethanolate 
• 33646-40-1 4-methoxymandelonitrile 
• 1074-12-0 phenylglyoxal hydrate 
• 100-66-3 methoxybenzene 
• 613-90-1 benzoyl cyanide 
• 123-11-5 4-methoxy-benzaldehyde 
• 66985-48-6 2-(4-methoxyphenyl)-2-(trimethylsilyloxy)acetonitrile 
• 4842-39-1 R-(-)-1-(4-methoxyphenyl)-2-hydroxy-2-phenylethanone 
• 7664-93-9 sulfuric acid 
• 952018-01-8 α-amino-4'-methoxy-deoxybenzoin 
• 3277-27-8 diethyl benzoylphosphonate 
• 100-47-0 benzonitrile 
• 4254-17-5 4-methoxybenzoin 

Downstream Products

• 108791-38-4 2-acetoxy-1-(4-methoxyphenyl)-2-phenylethanone 
• 122803-37-6 1-(4-Methoxy-phenyl)-2-phenyl-naphtho[2,1-b]furan 
• 16841-83-1 6-methoxy-3-(4-methoxyphenyl)-2-phenylbenzofuran 
• 55681-26-0 α,α-bis(4-methoxyphenyl)acetophenone 
• 144758-80-5 Bis(2-cyanoethyl) 1-(4-methoxyphenyl)-2-oxo-2-phenylethyl phosphate 
• 88648-94-6 1-phenyl-2-p-methoxyphenyl-2-chloroethanone 
• 38828-30-7 4-Methoxybenzoin benzoate 
• 24866-71-5 4-Methoxybenzoin-4-methoxybenzoate 
• 25433-74-3 3-(4-methoxy-phenyl)-2-phenyl-benzofuran-6-ol 
• 4254-17-5 4-methoxybenzoin 
• 100-09-4 4-methoxybenzoic acid 
• 65-85-0 benzoic acid 
• 1213264-79-9 (6R,7S,8S)-2-(4-methoxyphenyl)-3-phenyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-6,7,8-triol 
• 1213264-71-1 (5S,6R,7S,8S)-5-hydroxymethyl-2-(4-methoxyphenyl)-3-phenyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-6,7,8-triol 

Relevant academic research and scientific papers

Cross silyl benzoin additions catalyzed by lanthanum tricyanide

From a screen of (cyanide)metal complexes, an improved catalyst for the cross silyl benzoin addition was discovered. Several M(CN)3 complexes (M = Ce, Er, Sm, Y, Yb, La) were evaluated and lanthanum tricyanide was identified as the optimal cata

Catalytic Reductive Cross-Coupling between Aromatic Aldehydes and Arylnitriles

A reductive cross-coupling reaction between aromatic aldehydes and arylnitriles using a copper catalyst and a silylboronate as a reductant is reported. This protocol represents an unprecedented approach to the chemoselective synthesis of α-hydroxy ketones by electrophile–electrophile cross-coupling.

De Novo Synthesis of α-Hydroxy Ketones by Gallic Acid-Promoted Aerobic Coupling of Terminal Alkynes with Diazonium Salts

An unprecedented metal-free direct preparation of unprotected α-hydroxy ketones from terminal alkynes under mild conditions with diazonium salts as the arene source and without the requirement of irradiation is described. The process is general and fully compatible with a wide variety of substitution in both reactants. Experimental and computational evidence strongly suggest the involvement of radical species in the transformation.

Mechanism of α-ketol-type rearrangement of benzoin derivatives under basic conditions

The mechanism of base-catalyzed rearrangement of ring-substituted benzoins in aqueous methanol was examined by kinetic and product analyses. Substituent effects on the rate and equilibrium constants revealed that the kinetic process has a different electron demand compared to the equilibrium process. Reactions in deuterated solvents showed that the rate of H/D exchange of the α-hydrogen is similar to the overall rate toward the equilibrium state. A proton-inventory experiment using partially deuterated solvents showed a linear dependence of the rate on the deuterium fraction of the solvent, indicating that only one deuterium isotope effect contributes to the overall rate process. All these results point to a mechanism in which the rearrangement is initiated by the rate-determining α-hydrogen abstraction rather than a mechanism with initial hydroxyl hydrogen abstraction as in the general α-ketol rearrangement.

Synthesis and SAR study of 4,5-diaryl-1H-imidazole-2(3H)-thione derivatives, as potent 15-lipoxygenase inhibitors

A series of 4,5-diaryl-1H-imidazole-2(3H)-thione was synthesized and their inhibitory potency against soybean 15-lipoxygenase and free radical scavenging activities were determined. Compound 11 showed the best IC50 for 15-LOX inhibition (IC50 = 4.7 μM) and free radical scavenging activity (IC50 = 14 μM). Methylation of SH at C2 position of imidazole has dramatically decreased the 15-LOX inhibition and radical scavenging activity as it can be observed in the inactive compound 14 (IC50 >250 μM). Structure activity similarity (SAS) showed that the most important chemical modification in this series was methylation of SH group and Docking studies revealed a proper orientation for SH group towards Fe core of the 15-LOX active site. Therefore it was concluded that iron chelating could be a possible mechanism for enzyme inhibition in this series of compounds.

Silicon and silicon oxide surface modification using thiamine-catalyzed benzoin condensations

The benzoin condensation that involves the umpolung coupling of two aldehyde groups has been applied to the formation of functionalized silicon and silicon oxide surfaces using thiamine and other N-heterocyclic carbene (NHC) catalysis in water. This bioorthogonal conjugation of an aldehyde to a modified silicon or silicon oxide surface has been monitored and characterized using X-ray photoelectron spectroscopy and IR spectroscopy. NHC catalysis was found to be efficient in water mediating full conversion of the aldehyde functionalized silicon oxide surfaces at the interface.

Cyanide-catalyzed additions of acyl phosphonates to aldehydes: A new acyl donor for benzoin-type reactions

Acyl phosphonates have been utilized as new acyl donors for cyanide-catalyzed benzoin-type reactions. Cyanation of acyl phosphonates, followed by a [1,2]-phosphoryl migration generates the active acyl anion intermediate. The presumed (cyano)phosphate anion reacts with a variety of aryl aldehydes to yield phosphate ester-protected, unsymmetrical benzoins in good to excellent yields. The unsymmetrical benzoin product can be obtained after deprotection of the phosphate ester with an aqueous amine solution.

Mechanism and scope of the cyanide-catalyzed cross silyl benzoin reaction

In this work, cross silyl benzoin addition reactions between acylsilanes (1) and aldehydes (2) catalyzed by metal cyanides are described. Unsymmetrical aryl-, heteroaryl-, and alkyl-substituted benzoin adducts can be generated in moderate to excellent yie

Efficient synthesis of photolabile alkoxy benzoin protecting groups

An effective implementation of the Corey-Seebach dithiane addition for the synthesis of photolabile alkoxy benzoin adducts is reported. The method allows for the facile synthesis of photolabile 3',5'-dimethoxybenzoin protected compounds in near quantitati

Reductive Coupling of Benzoyl Cyanide and Carbonyl Compounds by Aqueous Ti(III) Ions. A New Convenient and Selective Access to the Less Stable Mixed Benzoins

The reactive species formed by the Ti(III) ion reduction of benzoyl cyanide (1) adds to the C-atom of carbonyl compounds 2 under simple experimental conditions.The intermediate 1,2-diols 3 are smoothly converted, without isolation, into the less thermodynamically stable mixed benzoins 4, which are not accessible by the classical benzoin condensation.The possible mechanisms involved in the reaction are discussed.