27383-87-5

Basic information

• Product Name: 2-BENZOXAZOLECARBOXYLIC ACID, ETHYL ESTER
• Synonyms: 2-BENZOXAZOLECARBOXYLIC ACID, ETHYL ESTER;Benzooxazole-2-carboxylic acid ethyl ester;Ethyl benzo[d]oxazole-2-carboxylate
• CAS NO: 27383-87-5
• Molecular Formula: C10H9NO3
• Molecular Weight: 191.19
• Mol File: 27383-87-5.mol

Chemical Properties

• Melting Point: 101 °C(Solv: ethanol (64-17-5))
• Boiling Point: 285.2°C at 760 mmHg
• Flash Point: 126.3°C
• Appearance: /
• Density: 1.241g/cm³
• Vapor Pressure: 0.00284mmHg at 25°C
• Refractive Index: 1.575
• Storage Temp.: 2-8°C
• PKA: 0.19±0.10(Predicted)
• CAS DataBase Reference: 2-BENZOXAZOLECARBOXYLIC ACID, ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BENZOXAZOLECARBOXYLIC ACID, ETHYL ESTER(27383-87-5)
• EPA Substance Registry System: 2-BENZOXAZOLECARBOXYLIC ACID, ETHYL ESTER(27383-87-5)

Safety Data

• Hazardous Substances Data: 27383-87-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Benzoxazolecarboxylic acid, ethyl ester is used as a synthetic intermediate for the development of various pharmaceuticals. Its unique chemical structure allows it to be a key component in the synthesis of drugs with diverse therapeutic applications, including treatments for infectious diseases, neurological disorders, and other health conditions.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Benzoxazolecarboxylic acid, ethyl ester serves as a crucial intermediate in the synthesis of various agrochemicals. It contributes to the development of pesticides, herbicides, and other agricultural chemicals that help protect crops from pests and diseases, ensuring increased agricultural productivity and food security.
Used in Flavoring Agent for Food Industry:
2-Benzoxazolecarboxylic acid, ethyl ester is used as a flavoring agent in the food industry. Its fruity odor and taste enhance the sensory experience of food products, making them more appealing to consumers. It is an essential component in the creation of flavor profiles for various food items, including beverages, confectionery, and savory products.
Safety Precautions:
Given its flammable nature and potential harmful effects if ingested or inhaled, it is imperative to exercise proper safety precautions when handling and storing 2-Benzoxazolecarboxylic acid, ethyl ester. This includes using appropriate personal protective equipment, ensuring proper ventilation, and adhering to established safety protocols to minimize risks associated with its use.

InChI:InChI=1/C10H9NO3/c1-2-13-10(12)9-11-7-5-3-4-6-8(7)14-9/h3-6H,2H2,1H3

Upstream product

• 99450-18-7 N-(2-hydroxyphenyl)glycine ethyl ester 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 667-27-6 Ethyl bromodifluoroacetate 
• 95-55-6 2-amino-phenol 
• 273-53-0 benzoxazole 
• 124-38-9 carbon dioxide 
• 75-03-6 ethyl iodide 

Downstream Products

• 408538-63-6 benzo[d]oxazole-2-carbonyl chloride 

Relevant articles and documents

Copper-catalyzed oxidative cyclization of glycine derivatives toward 2-substituted benzoxazoles

A novel and straightforward intramolecular cyclization of glycine derivatives to 2-substituted benzoxazoles through copper-catalyzed oxidative C-H/O-H cross-coupling was described. A variety of glycine derivatives involving short peptides underwent cross-dehydrogenative-coupling readily to afford diverse 2-substituted benzoxazoles. The synthetic method has the advantages of simple operation, broad substrate scope and mild reaction conditions, thus providing an alternative effective approach for benzoxazole construction.

2-substituted benzoxazole compound

The invention discloses a 2-substituted benzoxazole compound which is characterized in that the structural formula of the 2-substituted benzoxazole compound is shown as a formula (I), in the formula,R1 is a hydrogen atom, an electron donating group or an electron withdrawing group, R1 is connected with phenyl, and R2 is an alkoxy group or a substituted amino group. The synthesis method comprisesthe following steps: in the presence of a photosensitizer and a transition metal salt, irradiating an N-arylglycine derivative (I) at room temperature through visible light in an organic solvent, performing stirring and reacting for 12-16 hours until TLC (Thin Layer Chromatography) detection reaction is complete, concentrating the reaction solution, and carrying out column chromatography separation to obtain the product 2-substituted benzoxazole (II).

Visible-Light-Induced Aerobic Oxidative Csp3?H Functionalization of Glycine Derivatives for 2-Substituted Benzoxazoles

We report a simple oxidative Csp3?H functionalization reaction of glycine derivatives by visible-light photoredox catalysis. A wide range of glycine derivatives readily undergo the oxidative cyclization to afford various 2-substituted benzoxazoles. Importantly, this photocatalytic intramolecular dehydrogenative coupling reaction allows for the C?H functionalization of glycine derivatives involving short peptides under mild conditions, which may have value in preparing peptide-derived pharmacologically active molecules. (Figure presented.).

S8-Catalyzed triple cleavage of bromodifluoro compounds for the assembly of N-containing heterocycles

An unprecedented S8-catalyzed selective triple-cleavage of bromodifluoroacetamides is disclosed for the first time. Valuable 2-amido substituted benzimidazoles, benzoxazoles and benzothiazoles were obtained in good to excellent yields in a casc

Method of synthesizing heteroaromatic formic ether compound

The invention discloses a method of synthesizing a heteroaromatic formic ether compound. By taking midazolium chloride salt of which the molecular formula is [(ArN=C(CH3)NCH2CH2NCH2C6H5)CH]Cl (wherein Ar is equal to 2,6-bi-CH(CH3)2-C6H3) as a catalyst, the heteroaromatic formic ether compound is synthesized through carboxylation reaction of a heteroaromatic compound and carbon dioxide at atmospheric pressure. The heteroaromatic formic ether compound is a first example that is catalyzed by imidazolium salt and prepared through the carboxylation reaction of the heteroaromatic compound and carbon dioxide. Compared with the prior art, the catalyst is green, the synthesis is easier, reaction conditions are mild, and the heteroaromatic formic ether compound has equivalent or better catalytic activity and functional group tolerance.

Base-Free Selective O-Arylation and Sequential [3,3]-Rearrangement of Amidoximes with Diaryliodonium Salts: Synthesis of 2-Substituted Benzoxazoles

A variety of functionalized 2-substituted benzoxazoles can be prepared in good yields from amidoximes and diaryliodonium salts by selective O-arylation and sequential [3,3]-rearrangement under metal-free conditions. O-arylation of amidoximes was promoted by 3 ? molecule sieves in the absence of a base and a sequential TFA-mediated [3,3]-rearrangement was used to synthesize 2-substituted benzoxazoles. Both of the O-aryl products and rearrangement products were compatible with a broad range of sensitive functional groups such as ester, aldehyde, nitro, vinyl, amine, and amide groups in addition to halides. A bidentate N-ligand with double benzoxazoles was prepared at gram-scale in two steps. (Figure presented.).

Copper-catalyzed direct carboxylation of C-H bonds with carbon dioxide

Cooking with gas: Copper complexes serve as excellent catalysts for the direct carboxylation of aromatic heterocyclic C-H bonds with CO2, thereby offering an economical and environmentally benign process for the synthesis of heterocyclic carbox