15023-67-3

Upstream product

• 100-02-7 4-nitro-phenol 
• 201230-82-2 carbon monoxide 
• 624-31-7 4-tolyl iodide 
• 874-60-2 4-methyl-benzoyl chloride 
• 824-78-2 4-nitrophenol sodium salt 
• 99-94-5 p-Toluic acid 
• 7693-46-1 4-Nitrophenyl chloroformate 
• 104-87-0 4-methyl-benzaldehyde 
• 830-03-5 4-nitrophenol acetate 
• 589-18-4 4-Methylbenzyl alcohol 

Downstream Products

• 100-02-7 4-nitro-phenol 
• 121106-39-6 N-dodecyl-4-methylbenzamide 
• 99-94-5 p-Toluic acid 
• 38597-13-6 4-Bromomethyl-benzoic acid 4-nitro-phenyl ester 
• 94-08-6 4-methylbenzoic acid ethyl ester 
• 14609-74-6 p-nitrophenolate 
• 15023-58-2 4-chlorophenyl 4-methylbenzoate 
• 1900-85-2 phenyl p-methylbenzoate 
• 5118-31-0 4-methylbenzoate 
• 501660-63-5 [2-(4-methyl-benzoylamino)-acetylamino]-acetic acid 
• 3619-22-5 p-toluic hydrazide 
• 13707-23-8 N-(4-methylbenzoyl)piperidine 
• 63833-44-3 morpholino(p-tolyl)methanone 
• 111752-26-2 piperazin-1-yl(p-tolyl)methanone 

Relevant academic research and scientific papers

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.

The heteropolyacid catalyzed phenol method for synthesizing Arylester

The invention discloses a synthesis method of phenol by aromatic esterification by using heteropoly acid as a catalyst. The method comprises the following steps: adding fatty acid substituted phenol ester I, substituted benzoic acid II, reaction solvent and heteropoly acid into a reaction vessel provided with a thermometer, a water separator and a stirrer, reacting at 110-170 DEG C for 0.5-10 hours, wherein the reaction progress is monitored by TLC (thin layer chromatography) in the reaction process; and after the reaction is finished, centrifuging the reaction solution, taking the supernate, washing to remove the solvent, and carrying out recrystallization or column chromatography on the crude product to obtain the aromatic ester compound III. By using the heteropoly acid as the catalyst, compared with the traditional esterification reaction, the method disclosed by the invention has the advantages of simple after-treatment, and low pollution and environment friendliness due to use of a small amount of acid. The heteropoly acid is a solid acid, and can be recycled by filtration after the reaction is finished. The aromatic esterification reaction of exchanging ester with phenol is adopted to avoid the side reaction caused by high oxidation tendency of the substituted phenol in the reaction, so that the method is simpler to operate and has higher yield.

Study on the aromatic transesterification reaction catalyzed by phosphotungstic acid

A practical phosphotungstic acid-catalyzed aromatic transesterification reaction for the preparation of aryl benzoates has been developed. The transesterification method avoids the oxidation of the corresponding phenols to quinone compounds with easy operations, environmentally benign conditions and high yields of the products. It is noteworthy that in this process phosphotungstic acid can be reused and recycled.

Olefins from biomass feedstocks: Catalytic ester decarbonylation and tandem Heck-type coupling

With the goal of avoiding the need for anhydride additives, the catalytic decarbonylation of p-nitrophenylesters of aliphatic carboxylic acids to their corresponding olefins, including commodity monomers like styrene and acrylates, has been developed. The reaction is catalyzed by palladium complexes in the absence of added ligands and is promoted by alkali/alkaline-earth metal halides. Combination of catalytic decarbonylation and Heck-type coupling with aryl esters in a single pot process demonstrates the viability of employing a carboxylic acid as a "masked olefin" in synthetic processes. This journal is

Montmorillonite K10 and KSF clays as acidic and green catalysts for effective esterification of phenols and alcohols under MWI

Montmorillonite K-10 and KSF clays catalyze esterification of phenols and alcohols under microwave irradiation and solvent-free conditions in high yields within seconds.

Kinetic study on nucleophilic substitution reactions of 4-Nitrophenyl X-Substituted-Benzoates with potassium ethoxide: Reaction mechanism and role of K+ Ion

A kinetic study on nucleophilic substitution reactions of 4-nitrophenyl X-substituted-benzoates (7a-i) with EtOK in anhydrous ethanol at 25.0 ± 0.1 °C is reported. The plots of pseudo-first-order rate constants (kobsd) vs. [EtOK] curve upward. 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 EtOV. Hammett plots for the reactions of 7a-i with the dissociated EtOV and ion-paired EtOK exhibit excellent linear correlations with aX = 3.00 and 2.47, respectively. The reactions have been suggested to proceed through a stepwise mechanism in which departure of the leaving-group occurs after the RDS. The correlation of the kEtOK/kEtO{ ratio with the aX constants exhibits excellent linearity with a slope of V0.53. It is concluded that the ion-paired EtOK catalyzes the reaction by increasing the electrophilicity of the reaction center rather than by enhancing the nucleofugality of the leaving group.

Ruthenium/NHC-catalyzed tandem benzylic oxidation/oxidative esterification of benzylic alcohols with phenols

An efficient methodology to access benzoate derivatives via tandem benzylic oxidation/oxidative esterification of benzylic alcohols with phenols catalyzed by ruthenium/NHC was developed. This operationally simple one-pot process uses O2 as the clean oxidant, producing esters in good to excellent yields.

Palladium/NHC-catalyzed tandem benzylic oxidation/oxidative esterification of benzylic alcohols with phenols

A palladium/NHC-catalyzed tandem benzylic oxidation/oxidative esterification of benzylic alcohols with phenols to access aryl benzoate derivatives is described. The procedure tolerates a series of functional groups, such as methoxy, nitro, cyano, chloro, fluoro and bromo groups. Thus, it represents a practically alternative method to access aryl benzoate derivatives.

Aminolysis of Y-substituted-phenyl 2-methoxybenzoates in acetonitrile: Effect of the o-methoxy group on reactivity and reaction mechanism

Second-order rate constants (kN) were measured for aminolyses of Y-substituted-phenyl 2-methoxybenzoates 2a-i and 4-nitrophenyl X-substituted-benzoates 3a-j in MeCN at 25.0 °C. The Bronsted-type plot for the reactions of 2a-i with piperidine curves downward, indicating that a change in rate-determining step (RDS) occurs. The Hammett plot for the reactions of 3a-j with piperidine consists of two intersecting straight lines, which might be taken as evidence for a change in RDS. However, the nonlinear Hammett plot has been suggested not to be due to a change in RDS but rather to the stabilization of the ground state of substrates possessing an electron-donating group (EDG) (e.g., 3a-c) through a resonance interaction, since the corresponding Yukawa-Tsuno plot exhibits an excellent linear correlation with ρ = 0.54 and r = 1.54. The ρ value found for the reactions of 3a-j in MeCN is much smaller than that reported previously for the corresponding reactions in H2O (i.e., ρ = 0.75). It is proposed that the reactions of 3a-j in MeCN proceed through a forced concerted mechanism due to instability of T± in the aprotic solvent, while the reactions of 2a-i proceed through a stepwise pathway with a stabilized T ± through an intramolecular H-bonding interaction.