106918-32-5

Basic information

• Product Name: methyl 4-(2-oxoethyl)benzoate
• Synonyms: methyl 4-(2-oxoethyl)benzoate;(4-methoxycarbonylphenyl)acetaldehyde
• CAS NO: 106918-32-5
• Molecular Formula: C₁₀H₁₀O₃
• Molecular Weight: 178.1846
• Mol File: 106918-32-5.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• Storage Temp.: Inert atmosphere,under -40°C
• CAS DataBase Reference: methyl 4-(2-oxoethyl)benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4-(2-oxoethyl)benzoate(106918-32-5)
• EPA Substance Registry System: methyl 4-(2-oxoethyl)benzoate(106918-32-5)

Safety Data

• Hazardous Substances Data: 106918-32-5(Hazardous Substances Data)

Usage

General Description

Methyl 4-(2-oxoethyl)benzoate, also known as methyl 2-acetylbenzoate, is an organic compound commonly used as a flavor and fragrance ingredient in various consumer products. It is a clear, colorless liquid with a sweet, fruity aroma and is often used to add a berry-like note to perfumes, soaps, and other personal care products. In addition, it is also utilized in the manufacturing of pharmaceuticals and as a flavoring agent in food products. Methyl 4-(2-oxoethyl)benzoate has also been studied for its potential anti-inflammatory and antioxidant properties, making it a versatile and multifunctional chemical compound.

Upstream product

• 106918-31-4 1-methoxy-2-(4-carbomethoxyphenyl)ethylene 
• 1076-96-6 methyl 4-vinylbenzoate 
• 1571-08-0 methyl 4-formylbenzoate 
• 20849-84-7 methyl 4-allylbenzoate 
• 119770-38-6 cis-1-methoxy-2-(4-carbomethoxyphenyl)ethylene 
• 46112-46-3 4-(2-((tert-butyldimethylsilyl)oxy)ethyl)benzoic acid 
• 46190-45-8 4-(2-hydroxyethyl)benzoic acid methyl ester 
• 119770-37-5 methyl 4-[(E)-2-methoxyethenyl]benzoate 
• 109-92-2 ethyl vinyl ether 
• 619-45-4 4-methoxycarbonyl aniline 

Downstream Products

• 119770-39-7 5-(p-carbomethoxyphenyl)-1-phthalimido-4-penten-2-one 
• 119770-40-0 5-(p-carbomethoxyphenyl)-1-phthalimido-3-penten-2-one 
• 199456-58-1 4-[2-(Dimethyl-hydrazono)-ethyl]-benzoic acid methyl ester 
• 615581-44-7 methyl 4-(2-hydroxypropyl)benzoate 
• 648908-76-3 methyl 4-[2-(1,3-benzoxazol-2-yl)-2-hydroxyethyl]benzoate 
• 648908-77-4 methyl 4-[2-(1,3-benzoxazol-2-yl)-2-oxoethyl]benzoate 
• 648908-84-3 di-tert-butyl N-(4-{1-[(1,3-benzoxazol-2-yl)carbonyl]-4-(2,4-diamino-6-oxo-1,6-dihydropyrimidin-5-yl)butyl}benzoyl)-L-glutamate 
• 22744-50-9 1-(4-carbomethoxyphenyl)-propan-2-one 
• 182217-65-8 6-[2'-Formyl-2'-(4-carbomethoxy phenyl)-ethyl]-2-amino-4(3H)-oxoquinazoline 
• 199456-60-5 4-[2-(2-Amino-4-oxo-3,4-dihydro-quinazolin-6-yl)-1-(dimethyl-hydrazonomethyl)-ethyl]-benzoic acid 
• 199456-65-0 4-[2-(2-Amino-4-oxo-3,4-dihydro-quinazolin-6-yl)-1-(dimethyl-hydrazonomethyl)-ethyl]-benzoic acid methyl ester 

Relevant articles and documents

One-carbon homologation of pyrrole carboxaldehyde via wittig reaction and mild hydrolysis of vinyl ether - Toward the synthesis of a sterically locked phytochrome chromophore

Mild hydrolysis of vinyl ether derived from a pyrrole carboxaldehyde corresponding to the B,C-ring component of phytochromobilin chromophore was achieved by treatment with oxalyl chloride in chloroform in the presence of water and ethanol to afford a one-carbon homologated aldehyde. This aldehyde was applied to the synthesis of the sterically locked 15E-anti CD-ring component of the chromophore. Furthermore, the aldehyde could be converted to the intermediate for the sterically locked 5Z-anti AB-ring component.

Selective N1/N4 1,4-Cycloaddition of 1,2,4,5-Tetrazines Enabled by Solvent Hydrogen Bonding

An unprecedented 1,4-cycloaddition (vs 3,6-cycloaddition) of 1,2,4,5-tetrazines is described with preformed or in situ generated aryl-conjugated enamines promoted by the solvent hydrogen bonding of hexafluoroisopropanol (HFIP) that is conducted under mild reaction conditions (0.1 M HFIP, 25 °C, 12 h). The reaction constitutes a formal [4 + 2] cycloaddition across the two nitrogen atoms (N1/N4) of the 1,2,4,5-tetrazine followed by a formal retro [4 + 2] cycloaddition loss of a nitrile and aromatization to generate a 1,2,4-triazine derivative. The factors that impact the remarkable change in the reaction mode, optimization of reaction parameters, the scope and simplification of its implementation through in situ enamine generation from aldehydes and ketones, the reaction scope for 3,6-bis(thiomethyl)-1,2,4,5-tetrazine, a survey of participating 1,2,4,5-tetrazines, and key mechanistic insights into this reaction are detailed. Given its simplicity and breath, the study establishes a novel method for the simple and efficient one-step synthesis of 1,2,4-triazines under mild conditions from readily accessible starting materials. Whereas alternative protic solvents (e.g., MeOH vs HFIP) provide products of the conventional 3,6-cycoladdition, the enhanced hydrogen bonding capability of HFIP uniquely results in promotion of the unprecedented formal 1,4-cycloaddition. As such, the studies represent an example of not just an enhancement in the rate or efficiency of a heterocyclic azadiene cycloaddition by hydrogen bonding catalysis but also the first to alter the mode (N1/N4 vs C3/C6) of cycloaddition.

CHEMICAL COMPOUNDS

The present invention provides a compound of a formula (I): or a pharmaceutically acceptable salt thereof; a process for preparing such a compound; and to the use of such a compound in the treatment of an ENaC mediated disease state (such as asthma, CF or COPD).