24262-66-6

Usage

Uses

Used in Food and Beverage Industry:
METHYL 4-ACETOXYBENZOATE is used as a flavoring agent for its distinctive sweet and floral scent, enhancing the taste and aroma of food and beverage products.
Used in Pharmaceutical Industry:
METHYL 4-ACETOXYBENZOATE is used as a fragrance and flavoring agent in pharmaceutical products, contributing to the sensory appeal of medications and improving patient compliance.
Used in Cosmetic Industry:
METHYL 4-ACETOXYBENZOATE is used as a fragrance and flavoring agent in cosmetic products, adding a pleasant scent and enhancing the overall sensory experience of the products.
It is synthesized through the esterification of 4-acetoxybenzoic acid and methanol, ensuring a controlled and efficient production process. However, it is important to handle METHYL 4-ACETOXYBENZOATE with care due to its potential to cause skin and eye irritation. Safe use in various applications is maintained when adhering to regulations and guidelines.

InChI:InChI=1/C10H10O4/c1-7(11)14-9-5-3-8(4-6-9)10(12)13-2/h3-6H,1-2H3

Upstream product

• 108-24-7 acetic anhydride 
• 99-76-3 methyl 4-hydroxylbenzoate 
• 186581-53-3 diazomethane 
• 2345-34-8 4-acetyloxy-benzoic acid 
• 74-88-4 methyl iodide 
• 506-96-7 Acetyl bromide 
• 99-96-7 4-hydroxy-benzoic acid 
• 75-36-5 acetyl chloride 
• 32122-11-5 4-benzyloxy-benzoic acid methyl ester 
• 65695-90-1 C₁₀H₉ClO₄ 
• 1201468-73-6 C₁₀H₉IO₄ 
• 67-56-1 methanol 
• 120-47-8 Ethyl 4-hydroxybenzoate 
• 94-13-3 nipasol 

Downstream Products

• 57009-12-8 methyl 3-acetyl-4-hydroxybenzoate 
• 99-76-3 methyl 4-hydroxylbenzoate 
• 2345-34-8 4-acetyloxy-benzoic acid 
• 16357-40-7 3-acetyl-4-hydroxybenzoic acid 
• 105211-75-4 3-ethyl-4-hydroxybenzoic acid 
• 27914-73-4 4-acetoxybenzoyl chloride 
• 520-36-5 5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 

Relevant academic research and scientific papers

Free-radical chain generation of ketene during the synthesis of liquid crystalline aromatic polyesters

At the high temperatures used for the preparation of liquid crystalline aromatic polyesters (LCPs), ketene cleavage occurred from acetoxyarenes. Ketene is known to oligomerize to colored oligomers which may be responsible for an undesirable yellow color i

Aerobic oxidative cleavage and esterification of C[dbnd]C bonds catalyzed by iron-based nanocatalyst

Functionalization of C[dbnd]C bonds by oxidative cleavage plays an important role in organic synthesis. However, the traditional functionalized products are mainly aldehydes, ketones and carboxylic acids, and the substrates are limited to examples of active aromatic olefins with very scarce inactive olefins. Herein we disclose an efficient protocol for the direct formation of esters by oxidative cleavage of C[dbnd]C bonds using heterogeneous iron nanocomposite catalyst supported on nitrogen-doped carbon materials with molecular oxygen and tert-butylhydroperoxide (TBHP) as the oxidants. The results show that molecular oxygen as the terminal oxidant is mainly responsible for the cleavage process, and that the auxiliary oxidant TBHP promotes the formation of the intermediate epoxide, thus increasing the selectivity of the product. The catalytic system has a wide range of substrate compatibility involving the challenging inactive aliphatic and long-chain alkyl aryl olefins. The catalyst was reused seven times with no loss in catalytic activity. Characterization and control experiments uncover that the core-shell Fe and Fe3C nanoparticles encapsulated by graphitic carbon play a predominant role in catalyzing the oxidative cleavage of olefins to esters. Preliminary mechanistic studies disclose that this process involves both free radical reactions and tandem sequential reactions.

Discovery of new chalone adamantyl arotinoids having RXRα-modulating and anticancer activities

In the present study, a new series of chalcone adamantly arotinoids (chalcone AdArs) derived from RAR antagonist MX781, are synthesized, characterized, and evaluated for the biological activities in vitro. The studies of antiproliferative activity and RXR

7,10-Dibromo-2,3-dicyanopyrazinophenanthrene Aggregates as a Photosensitizer for Nickel-Catalyzed Aryl Esterification

Self-assembled aggregates of 7,10-dibromo-2,3-dicyanopyrazinophenanthrene which act as a new organophotocatalyst in combination with Ni catalyst for the C aryl-O acylcross-coupling reactions of carboxylic acids with aryl halides are described. This visible-light-induced C aryl-O acylbond-formation reaction proceeds smoothly to afford aryl esters with satisfactory to excellent yields.

Energy-Transfer-Mediated Photocatalysis by a Bioinspired Organic Perylenephotosensitizer HiBRCP

Energy transfer plays a special role in photocatalysis by utilizing the potential energy of the excited state through indirect excitation, in which a photosensitizer determines the thermodynamic feasibility of the reaction. Bioinspired by the energy-transfer ability of natural product cercosporin, here we developed a green and highly efficient organic photosensitizer HiBRCP (hexaisobutyryl reduced cercosporin) through structural modification of cercosporin. After structural manipulation, its triplet energy was greatly improved, and then, it could markedly promote the efficient geometrical isomerization of alkenes from the E-isomer to the Z-isomer. Moreover, it was also effective for energy-transfer-mediated organometallic catalysis, which allowed realization of the cross-coupling of aryl bromides and carboxylic acids through efficient energy transfer from HiBRCP to nickel complexes. Thus, the study on the relationship between structural manipulation and their photophysical properties provided guidance for further modification of cercosporin, which could be applied to more meaningful and challenging energy-transfer reactions.

Semi-heterogeneous Dual Nickel/Photocatalysis using Carbon Nitrides: Esterification of Carboxylic Acids with Aryl Halides

Cross-coupling reactions mediated by dual nickel/photocatalysis are synthetically attractive but rely mainly on expensive, non-recyclable noble-metal complexes as photocatalysts. Heterogeneous semiconductors, which are commonly used for artificial photosynthesis and wastewater treatment, are a sustainable alternative. Graphitic carbon nitrides, a class of metal-free polymers that can be easily prepared from bulk chemicals, are heterogeneous semiconductors with high potential for photocatalytic organic transformations. Here, we demonstrate that graphitic carbon nitrides in combination with nickel catalysis can induce selective C?O cross-couplings of carboxylic acids with aryl halides, yielding the respective aryl esters in excellent yield and selectivity. The heterogeneous organic photocatalyst exhibits a broad substrate scope, is able to harvest green light, and can be recycled multiple times. In situ FTIR was used to track the reaction progress to study this transformation at different irradiation wavelengths and reaction scales.

Oxalic acid as the: In situ carbon monoxide generator in palladium-catalyzed hydroxycarbonylation of arylhalides

An efficient palladium-catalyzed hydroxycarbonylation reaction of arylhalides using oxalic acid as a CO source has been developed. The reaction features high safety, low catalyst loading, and a broad substrate scope, and provides a safe and tractable approach to access a variety of aromatic carboxylic acid compounds. Mechanistic studies revealed the decomposition pattern of oxalic acid.

Synthesis of (3-(2-aminopyrimidin-4-yl)-4-hydroxyphenyl)phenyl methanone analogues as inhibitors of vascular endothelial growth factor receptor-2 kinase

Angiogenesis is critical for tumor growth and mediated mainly by vascular endothelial growth factor (VEGF) signaling. Inhibition of the VEGF signaling pathway has emerged as one of the promising approaches for cancer therapy. VEGF receptor 2 (VEGFR-2) is

Imidazole-containing condensed tricyclic compound and application thereof

The invention discloses an imidazole-containing condensed tricyclic compound adopting the structure as shown in the formula (I) or pharmaceutically acceptable salts, stereisomers or prodrug molecules thereof. The imidazole-containing condensed tricyclic compound has the IDO1 activity regulation function, can enhance T-cell activation through blocking immune checkpoints IDO1, is used for treating IDO1-mediated immunosuppression, and therefore, can become an effective medicine for treating malignant tumors. When used together with checkpoint protein anti-body drugs or other anti-cancer drugs, the imidazole-containing condensed tricyclic compound can enhance the anti-cancer effect. Meanwhile, the imidazole-containing condensed tricyclic compound has the potential of effectively treating IDO1 abnormity related immunosuppressive diseases and has a high application value.

Silica-supported boric acid catalyzed synthesis of dihydropyrimidin-2-ones, bis(indolyl)methanes, esters and amides

Silica-supported boric acid (H3BO3-SiO2) has been established as a green, efficient and recyclable catalyst for the synthesis of dihydropyrimidin-2-ones, bis(indolyl)methanes, and acetylation of alcohols, phenols, amines and thiols under solvent free conditions. The main features of the present method include clean reaction, mild conditions, low loading of environment friendly catalyst and easy workup procedure. The catalyst can be recycled at least five times without any significant loss in activity.