21169-71-1

Basic information

• Product Name: ISOXAZOLE-5-CARBOXYLIC ACID
• Synonyms: TIMTEC-BB SBB004319;AKOS PAO-1371;ISOXAZOLE-5-CARBOXYLIC ACID;BUTTPARK 27\08-41;5-Isoxazolecarboxylic acid;Isoxazole-5-carboxylic acid 98%;Isoxazole-5-carboxylic acid ,98%;5-Carboxyisoxazole, 1,2-Oxazole-5-carboxylic acid, 5-Carboxy-1,2-oxazole
• CAS NO: 21169-71-1
• Molecular Formula: C₄H₃NO₃
• Molecular Weight: 113.07
• Product Categories: Oxazole&Isoxazole;Building Blocks;Heterocyclic Building Blocks;Isoxazoles;carboxylic acid
• Mol File: 21169-71-1.mol
• Article Data: 5

Chemical Properties

• Melting Point: 144-148 °C(lit.)
• Boiling Point: 211.74°C (rough estimate)
• Flash Point: 148.1 °C
• Appearance: Slightly yellow/Powder
• Density: 1.5808 (rough estimate)
• Vapor Pressure: 0.000125mmHg at 25°C
• Refractive Index: 1.4543 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 2.29±0.10(Predicted)
• Water Solubility: Slightly soluble in water.
• Sensitive: Moisture Sensitive
• CAS DataBase Reference: ISOXAZOLE-5-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: ISOXAZOLE-5-CARBOXYLIC ACID(21169-71-1)
• EPA Substance Registry System: ISOXAZOLE-5-CARBOXYLIC ACID(21169-71-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-25-24-36-26
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 21169-71-1(Hazardous Substances Data)

Usage

Chemical Properties

slightly yellow powder

Uses

Reaction conditions were found to allow the exclusive formation of isoxazole-5-carboxylic acid derivatives by conjugate addition, in acidic medium, of hydroxylamine to β-alkoxyvinyl trichloromethyl ketone in synthesis and reactivity of isoxazoles. Isoxazole-5-carboxylic acid participates in the Synthesis and evaluation of acylguanidine FXa inhibitors. 1, 1, 1-trichloro-4-methoxy-3-penten-2-one postulated in the preparation of isoxazole-5-carboxylic acid from trichloroacetyl chloride, ethyl vinyl ether and hydroxylamine is developed in a fully saturated nitrogen atom theerefore there is no possibility of conjugation with 4- substituents.

General Description

Isoxazole-5-carboxylic acid can be obtained via dehydration of 5-trichloromethylisoxazole.

InChI:InChI=1/C4H3NO3/c6-4(7)3-1-2-5-8-3/h1-2H,(H,6,7)

Upstream product

• 98019-60-4 5-(hydroxymethyl)isoxazole 
• 88511-38-0 1-(isoxazole-5-yl)ethanone 
• 30192-57-5 isoxazole-5-carbaldehyde oxime 
• 288-14-2 ISOXAZOLE 
• 124-38-9 carbon dioxide 
• 88283-10-7 5-trichloromethyl isoxazole 
• 59938-07-7 (3E)-1,1,1-trichloro-4-ethoxybut-3-en-2-one 
• 5765-44-6 5-methylisoxazole 
• 34648-11-8 5-hydroxy-5-trichloromethyl-4,5-dihydroisoxazole 

Downstream Products

• 89032-77-9 isoxazole-5-carboxamide 
• 62348-13-4 isooxazole-5-carbonyl chloride 

Relevant articles and documents

A simple synthesis of isoxazole-5-carboxylic acid

-

Carboxylation of C-H bonds using N -heterocyclic carbene gold(I) complexes

A highly efficient [(NHC)AuI]-based (NHC = N-heterocyclic carbene) catalytic system for the carboxylation of aromatic and heteroaromatic C-H bonds was developed. The significant base strength of the Au-OH species is at the origin of the activation process and permits the facile functionalization of C-H bonds without the use of other organometallic reagents.

Chemical oxidation of an anticonvulsant N-(5'-methylisoxazol-3-yl) 2,6- dimethylbenzamide (D2916)

The new anticonvulsant N-(5'-methylisoxazol-3-yl)-2,6-dimethylbeazamide (D2916), which presents two kinds of methyl groups which could be oxidized, was submitted to various chemical oxidizing agents. Several sites and degrees of oxidation were observed. The main oxidized site was the arylmethyl group without cleavage of the isoxazole ring, leading via carboxylic acid and primary alcohol intermediates to phthalimide and lactame derivatives. In no case was the methyl group of the isoxazole moiety hydroxylated.