139-28-6

Basic information

• Product Name: M-(BENZOYLOXY)ACETOPHENONE
• Synonyms: M-(BENZOYLOXY)ACETOPHENONE;1-[3-(Benzoyloxy)phenyl]ethanone;CCDOBBGYSDWGKY-UHFFFAOYSA-N
• CAS NO: 139-28-6
• Molecular Formula: C₁₅H₁₂O₃
• Molecular Weight: 240.25398
• Mol File: 139-28-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 392 °C at 760 mmHg
• Flash Point: 174.8 °C
• Appearance: light yellow to dark yellow liquid
• Density: 1.175 g/cm³
• Vapor Pressure: 2.37E-06mmHg at 25°C
• Refractive Index: 1.579
• CAS DataBase Reference: M-(BENZOYLOXY)ACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: M-(BENZOYLOXY)ACETOPHENONE(139-28-6)
• EPA Substance Registry System: M-(BENZOYLOXY)ACETOPHENONE(139-28-6)

Safety Data

• Hazardous Substances Data: 139-28-6(Hazardous Substances Data)

Usage

General Description

M-(Benzoyloxy)acetophenone is a chemical compound with the molecular formula C15H12O3. It is a derivative of acetophenone, with a benzoyloxy group attached to the meta position of the phenyl ring. M-(BENZOYLOXY)ACETOPHENONE is often used as an intermediate in the synthesis of pharmaceuticals, dyes, and fragrances. It is also utilized in organic chemistry as a building block for the synthesis of various other compounds due to its versatile reactivity. Additionally, m-(benzoyloxy)acetophenone is known to exhibit some biological activity and has been studied for its potential pharmacological properties. Despite its potential usefulness, it is important to handle this chemical with caution as it can be hazardous if not properly managed.

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

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

Relevant articles and documents

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

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.

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.