139-28-6

Usage

Uses

Used in Pharmaceutical Industry:
M-(Benzoyloxy)acetophenone is used as a key intermediate in the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents. Its unique structure and reactivity allow for the creation of diverse chemical entities with potential medicinal applications.
Used in Dye Industry:
In the dye industry, M-(Benzoyloxy)acetophenone serves as a crucial building block for the synthesis of different types of dyes. Its chemical properties enable the production of dyes with specific color characteristics and stability, catering to various industrial needs.
Used in Fragrance Industry:
M-(Benzoyloxy)acetophenone is utilized as a component in the creation of fragrances, adding unique scents and enhancing the overall olfactory profile of perfumes and other scented products. Its versatility in organic chemistry allows for the development of novel fragrance compounds.
Used in Organic Chemistry Research:
As a building block in organic chemistry, M-(Benzoyloxy)acetophenone is employed in the synthesis of various other compounds, facilitating research and development in the field. Its reactivity and structural features make it an essential tool for exploring new chemical reactions and synthesizing complex molecules.
Used in Biological Research:
M-(Benzoyloxy)acetophenone has demonstrated some biological activity and is studied for its potential pharmacological properties. Researchers investigate its interactions with biological systems to explore its therapeutic potential and possible applications in medicine.
It is important to handle M-(Benzoyloxy)acetophenone with care due to its potential hazards if not properly managed. Proper safety measures should be taken to ensure the safe use of this chemical compound in various applications.

InChI:InChI=1/C15H12O3/c1-11(16)13-8-5-9-14(10-13)18-15(17)12-6-3-2-4-7-12/h2-10H,1H3

Upstream product

• 121-71-1 3-Hydroxyacetophenone 
• 98-88-4 benzoyl chloride 

Downstream Products

• 18938-11-9 3-acetylphenoxide 
• 65-85-0 benzoic acid 
• 93-89-0 benzoic acid ethyl ester 
• 139-27-5 3-benzoyloxy-ω-bromoacetophenone 
• 613-90-1 benzoyl cyanide 
• 121-71-1 3-Hydroxyacetophenone 
• 776-75-0 N-benzoylpiperidine 

Relevant academic research and scientific papers

Aminolysis of 2,4-dinitrophenyl X-substituted benzoates and Y-substituted phenyl benzoates in MeCN: Effect of the reaction medium on rate and mechanism

Second-order rate constants (kN) have been determined spectrophotometrically for the reactions of 2,4-di-nitrophenyl X-substituted benzoates (1a-f) and Y-substituted phenyl benzoates (2a-h) with a series of alicyclic secondary amines in MeCN at

Nucleophilic substitution reactions of Y-Substituted-Phenyl Benzoates with Potassium Ethoxide in Anhydrous Ethanol: Reaction Mechanism and Role of K+ Ion

Pseudo-first-order rate constants (kobsd) have been measured spectrophotometrically for the reactions of Ysubstituted-phenyl benzoates (5a-j) with potassium ethoxide (EtOK) in anhydrous ethanol at 25.0 ± 0.1 °C. The plots of kobsd vs. [EtOK] curve upward regardless of the electronic nature of the substituent Y in the leaving group. Dissection of kobsd into the second-order rate constants for the reactions with the dissociated EtOV and ion-paired EtOK (i.e., kEtO-and kEtOK, respectively) has revealed that the ion-paired EtOK is more reactive than the dissociated Et-V. The Bronsted-type plots for the reactions with the dissociated Et-V and ion-paired EtOK exhibit highly scattered points with βlg = -0.5 ± 0.1. The Hammett plots correlated with ao constants result in excellent linear correlations, indicating that no negative charge develops on the O atom of the leaving Ysubstituted-phenoxide ion in transition state. Thus, it has been concluded that the reactions with the dissociated EtOV and ion-paired EtOK proceed through a stepwise mechanism, in which departure of the leaving group occurs after the RDS, and that K+ ion catalyzes the reactions by increasing the electrophilicity of the reaction center through a four-membered cyclic TS structure.

Kinetics and mechanism of nucleophilic displacement reactions of Y-substituted phenyl benzoates with cyanide Ion

Second-order rate constants (kCN-) have been measured for nucleophilic substitution reactions of Y-substituted phenyl benzoates (1a-r) with CN- ion in 80 mol % H2O/20 mol % DMSO at 25.0 ± 0.1 °C. The Bronsted-type plot is linear with βlg = -0.49, a typical βlg value for reactions reported to proceed through a concerted mechanism. Hammett plots correlated with σo and σ-constants exhibit many scattered points. In contrast, the Yukawa-Tsuno plot for the same reaction exhibits excellent linearity with pY = 1.37 and r = 0.34, indicating that a negative charge develops partially on the oxygen atom of the leaving aryloxide in the rate-determining step (RDS). Although two different mechanisms are plausible (i.e., a concerted mechanism and a stepwise pathway in which expulsion of the leaving group occurs at the RDS), the reaction has been concluded to proceed through a concerted mechanism on the basis of the magnitude of βlg and pY values.

IMIDAZOLE DERIVATIVE

A CB2 receptor modulator comprising an imidazole derivative represented by the general formula (I): [wherein, R1 represents optionally substituted lower alkyl or the like; R2 represents optionally substituted cycloalkyl or the like; R3 represents optionally substituted aryl or the like; and n represents an integer of 0 to 3] or a pharmaceutically acceptable salt thereof as an active ingredient, and the like are provided.

Aminolysis of Y-substituted phenyl X-substituted benzoates with piperidine: Effect of nonleaving group substituent

The title reaction has been suggested to proceed through a zwitterionic tetrahedral intermediate with a change in the rate determining step on the basis of the curved Bronsted-type plots obtained. The curvature center of the curved Bronsted-type plots is at pKa = 6.4 regardless of the electronic nature of the substituent X in the benzoyl moiety.

Structure-reactivity correlations in nucleophilic substitution reactions of Y-substituted phenyl X-substituted benzoates with anionic and neutral nucleophiles

A kinetic study is reported for the reactions of 4-nitrophenyl X-substituted benzoates (1a-l) and Y-substituted phenyl benzoates (2a-l) with two anionic nucleophiles (OH- and CN-) and three amines (piperidine, hydrazine, and glycylglycine) in 80 mol% H2O-20 mol% dimethyl sulfoxide (DMSO) at 25.0 ± 0.1 °C. Each Hammett plot exhibits two intersecting straight lines for the reactions of 1a-l with the anionic nucleophiles and piperidine, while the Yukawa-Tsuno plots for the same reactions are linear. The Hammett plots for the reactions of 2a-l with hydrazine and glycylglycine demonstrate much better linear correlations with σ- constants than with σ° or σ constants, indicating that the leaving group departure occurs at the rate determining step (RDS). On the contrary, σ- constants result in poorer Hammett correlation than σ° constants for the corresponding reactions with OH- and CN-, indicating that the leaving group departure occurs after the RDS for the reactions with the anionic nucleophiles. The large ρX value (1.7 ± 0.1) obtained for the reactions of 1a-l with the anionic nucleophiles supports the proposal that the reactions proceed through an addition intermediate with its formation being the RDS. The Royal Society of Chemistry 2006.