15024-08-5

Basic information

• Product Name: Benzoic acid, 4-methyl-, 4-methylphenyl ester
• CAS NO: 15024-08-5
• Molecular Formula: C15H14O2
• Molecular Weight: 226.275
• Mol File: 15024-08-5.mol

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 4-methyl-, 4-methylphenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 4-methyl-, 4-methylphenyl ester(15024-08-5)
• EPA Substance Registry System: Benzoic acid, 4-methyl-, 4-methylphenyl ester(15024-08-5)

Safety Data

• Hazardous Substances Data: 15024-08-5(Hazardous Substances Data)

Upstream product

• 110-86-1 pyridine 
• 106-44-5 p-cresol 
• 106-43-4 para-chlorotoluene 
• 13222-85-0 p-methylbenzoic anhydride 
• 99-94-5 p-Toluic acid 
• 874-60-2 4-methyl-benzoyl chloride 
• 201230-82-2 carbon monoxide 
• 106-42-3 para-xylene 
• 624-31-7 4-tolyl iodide 
• 106-49-0 p-toluidine 
• 15088-74-1 4-methylbenzoic dithioperoxyanhydride 
• 104-87-0 4-methyl-benzaldehyde 
• 25563-06-8 N-methoxy-4-methylbenzamide 

Downstream Products

• 916988-26-6 4-Methyl-benzoic acid 2-benzoyl-4-methyl-phenyl ester 
• 26880-95-5 (4-methylphenyl)(2-hydroxy-5-methylphenyl)methanone 
• 106-44-5 p-cresol 
• 937-21-3 4-methylperbenzoic acid 
• 99-94-5 p-Toluic acid 
• 6947-86-0 6-methyl-3-phenyl-4-p-tolyl-coumarin 
• 116544-55-9 (2-Benzoyl-4-methyl-phenoxy)-p-tolyl-acetic acid ethyl ester 
• 116544-65-1 (2-Benzoyl-4-methyl-phenoxy)-p-tolyl-acetic acid 
• 1470-57-1 2-hydroxy-5-methylbenzophenone 
• 16762-24-6 2-(4-methylphenyl)-3-phenyl-5-methylbenzofuran 
• 126583-40-2 (2-Hydroxy-5-methyl-phenyl)-p-tolyl-methanone oxime 
• 126583-42-4 (2-Hydroxy-5-methyl-phenyl)-p-tolyl-methanone oxime 
• 794513-62-5 4-methyl-benzoic acid 4-methyl-2-(4-methyl-benzoyl)-phenyl ester 

Relevant articles and documents

Electrodimerization of N-Alkoxyamides for Zinc(II) Catalyzed Phenolic Ester Synthesis under Mild Reaction Conditions

An electrochemical On-Off method for phenolic ester synthesis from N-alkoxyamides has been reported. This one-pot protocol begins with rapid and selective electrodimerization of the amide using n-Bu4NI (TBAI) as an electrocatalyst. The reaction proceeds further in the absence of current via Zn catalyzed C?N bond activation of the amide dimer followed by its coupling with phenol to form the ester. The present methodology is ligand-free and takes place under mild reaction conditions. This transformation incorporates a wide variety of phenols and amide substrates leading to the formation of functionalized esters highlighting its versatility. (Figure presented.).

Sodium cyanide-promoted copper-catalysed aerobic oxidative synthesis of esters from aldehydes

A simple and efficient copper-catalysed procedure for oxidative esterification of aldehydes with alcohols and phenols mediated by sodium cyanide, using air as a clean oxidant, is described. A variety of aromatic aldehydes and structurally different alcohols and phenols reacted efficiently, and the product esters were obtained in good to excellent yields under normal atmospheric and solvent-free conditions.

Diacyl Disulfide: A Reagent for Chemoselective Acylation of Phenols Enabled by 4-(N,N-Dimethylamino)pyridine Catalysis

A general and excellent acylation reagent, diacyl disulfide, was uncovered for efficient ester formation enabled by DMAP (4-(N,N-dimethylamino)pyridine) catalysis. This protocol offered a promising synthetic platform on site-selective acylation of phenolic and primary aliphatic hydroxyl groups, which greatly expanded the realm of protecting group chemistry. The importance of the reagent was also reflected by its excellent moisture tolerance, high efficiency, and potential in synthetic chemistry and biologically meaningful natural product modification.

Pd-catalyzed chemoselective carbonylation of aminophenols with iodoarenes: Alkoxycarbonylation vs aminocarbonylation

Palladium-catalyzed chemoselective carbonylation of aminophenols with iodoarenes was realized by changing ligand and base. 3- or 4-Aminophenols afforded esters in high yields and selectivities using 1,3-bis(diphenylphosphino)propane as the ligand and K2CO3 as the base, and gave amides in high yields and selectivities using 1,3-bis(diisobutylphosphino)propane as the ligand and DBU as the base. 2-Aminophenol only gave amides in high yields under both conditions.

Significant promoting effects of Lewis acidity on Au-Pd systems in the selective oxidation of aromatic hydrocarbons

An unprecedented synergistic effect, obtained for rationally designed Au-Pd alloy nanoparticles supported on an acidic metal-organic framework (MOF), in the aerobic oxidation of the primary C-H bonds in toluene and derivates is reported.

A general and efficient palladium-catalyzed alkoxycarbonylation of phenols to form esters through in situ formed aryl nonaflates

Esters made easy! A general and efficient methodology for the palladium-catalyzed alkoxycarbonylation of in situ formed aryl nonaflates has been developed (see scheme). Both homo- and cross-esterifications are possible. DPPF=1,1′-bis(diphenylphosphino)ferrocene. Copyright

Crystal and molecular structure analysis of (2-((6-Chloro pyridin-3-yl)methoxy)-5-methylphenyl)(p-tolyl)Methanone

The title compound, (2-((6-chloropyridin-3-yl)methoxy)-5-methylphenyl)(p- tolyl) methanone, was synthesized and characterized spectroscopically and finally confirmed by (XRD) study. The title compound crystallizes in the monoclinic space group P21/c with

A convenient procedure for the esterification of benzoic acids with phenols: a new application for the Mitsunobu reaction

The Mitsunobu reaction was found to be a convenient and effective method for the esterification of various benzoic acids with differentially functionalized phenols producing the corresponding phenyl esters in good to excellent yields.

Evidence of substituent-induced electronic interplay. Effect of the remote aromatic ring substituent of phenyl benzoates on the sensitivity of the carbonyl unit to electronic effects of phenyl or benzoyl ring substituents

Carbonyl carbon 13C NMR chemical shifts δC(C=O) measured in this work for a wide set of substituted phenyl benzoates p-Y-C 6H4CO2C6H4-p-X (X = NO2, CN, Cl, Br, H, Me, or MeO; Y = NO2, Cl, H, Me, MeO, or NMe2) have been used as a tool to study substituent effects on the carbonyl unit. The goal of the work was to study the cross-interaction between X and Y in that respect. Both the phenyl substituents X and the benzoyl substituents Y have a reverse effect on δC(C=O). Electron-withdrawing substituents cause shielding while electron-donating ones have an opposite influence, with both inductive and resonance effects being significant. The presence of cross-interaction between X and Y could be clearly verified. Electronic effects of the remote aromatic ring substituents systematically modify the sensitivity of the C=O group to the electronic effects of the phenyl or benzoyl ring substituents. Electron-withdrawing substituents in one ring decrease the sensitivity of δC(C=O) to the substitution of another ring, while electron-donating substituents inversely affect the sensitivity. It is suggested that the results can be explained by substituent-sensitive balance of the contributions of different resonance structures (electron delocalization, Scheme 1).

Dehydration induced by intramolecular redox character of a stable allylidenetributylphosphorane

An air and moisture stable P-ylide, dimethyl fluorenylidenetributylphosphoranylidenesuccinate acts as a new type of dehydrating agent for synthesizing acid anhydride, ester, and amide. The ylide is most suitable for inducing these reactions in analogous P-ylides. The reaction is considered to be caused by internal reductive and oxidative nature of the P-ylide.