59985-82-9

Basic information

• Product Name: 5-PHENYLISOXAZOLE-3-CARBALDEHYDE
• Synonyms: 5-PHENYLISOXAZOLE-3-CARBALDEHYDE;5-PHENYLISOXAZOLE-3-CARBOXALDEHYDE;5-Phenylisoxazole-3-carboxaldehyde 97%;3-isoxazolecarboxaldehyde, 5-phenyl-;5-phenyl-1,2-oxazole-3-carbaldehyde
• CAS NO: 59985-82-9
• Molecular Formula: C₁₀H₇NO₂
• Molecular Weight: 173.17
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Isoxazoles
• Mol File: 59985-82-9.mol
• Article Data: 6

Chemical Properties

• Melting Point: 58-62 °C(lit.)
• Boiling Point: 361.5°C at 760 mmHg
• Flash Point: 172.4°C
• Appearance: /
• Density: 1.216g/cm³
• Vapor Pressure: 2.06E-05mmHg at 25°C
• Refractive Index: 1.588
• CAS DataBase Reference: 5-PHENYLISOXAZOLE-3-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-PHENYLISOXAZOLE-3-CARBALDEHYDE(59985-82-9)
• EPA Substance Registry System: 5-PHENYLISOXAZOLE-3-CARBALDEHYDE(59985-82-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38-42/43
• Safety Statements: 26-36-45
• WGK Germany: 2
• HazardClass: IRRITANT
• Hazardous Substances Data: 59985-82-9(Hazardous Substances Data)

Usage

General Description

5-Phenylisoxazole-3-carbaldehyde is a chemical compound with the molecular formula C10H7NO2. It is an aromatic aldehyde with a phenyl group and an isoxazole ring. 5-PHENYLISOXAZOLE-3-CARBALDEHYDE has applications in organic synthesis and medicinal chemistry, where it can be used as a building block for the synthesis of various pharmaceuticals and agrochemicals. It is also used as a precursor for the preparation of heterocyclic compounds and coordination complexes. The presence of the isoxazole ring makes it a versatile intermediate for the development of new drugs and molecules with potential biological activities. Additionally, it has been studied for its potential use as a fluorescent probe for bioimaging and monitoring biological processes.

InChI:InChI=1/C10H7NO2/c12-7-9-6-10(13-11-9)8-4-2-1-3-5-8/h1-7H

Upstream product

• 1619-37-0 (5-phenylisoxazol-3-yl)methanol 
• 51677-09-9 methyl 5-phenylisoxazole-3-carboxylate 
• 144537-05-3 5-phenylisoxazole-3-(N-methyl)carboxamide 
• 6296-54-4 ethyl 2,4-dioxo-4-phenylbutyrate 
• 7063-99-2 ethyl 5-phenylisoxazole-3-carboxylate 
• 20577-73-5 methyl 4-phenyl-2,4-dioxobutanoate 
• 98-86-2 acetophenone 
• 90770-96-0 5-phenyl-isoxazole-3-carbaldehyde oxime 

Downstream Products

• 1391626-75-7 (3S,6S)-3,6-diisobutyl-4-((5-phenylisoxazol-3-yl)methyl)piperazin-2-one 
• 852431-02-8 N-methyl-1-(5-phenylisoxazol-3-yl)methylamine 
• 640292-08-6 2-[hydroxy-(5-phenylisoxazol-3-yl)methyl]acrylic acid methyl ester 
• 344337-66-2 {[1-(5-Phenyl-isoxazol-3-yl)-meth-(Z)-ylidene]-amino}-acetic acid ethyl ester 
• 345933-54-2 6-{[1-(5-Phenyl-isoxazol-3-yl)-meth-(Z)-ylidene]-amino}-hexanoic acid ethyl ester 
• 344318-35-0 3-{[1-(5-Phenyl-isoxazol-3-yl)-meth-(Z)-ylidene]-amino}-propionic acid ethyl ester 
• 60640-76-8 hydroxy-(5-phenyl-isoxazol-3-yl)-acetonitrile 

Relevant articles and documents

Development of variously functionalized nitrile oxides

N-Methylated amides (N,4-dimethylbenzamide and N-methylcyclohexanecarboxamide) were systematically subjected to chemical transformations, namely, N-tosylation followed by nucleophilic substitution. The amide function was converted to the corresponding carboxylic acid, esters, amides, aldehyde, and ketone upon treatment with hydroxide, alkoxide, amine, diisobutylaluminium hydride and Grignard reagent, respectively. In these transformations, N-methyl-N-tosylcarboxamides behave like a Weinreb amide. Similarly, N-methyl-5-phenylisoxazole-3-carboxamide was converted into 3-functionalized isoxazole derivatives. Since the amide was prepared by the cycloaddition reaction of ethynylbenzene and N-methylcarbamoylnitrile oxide, the nitrile oxide served as the equivalent of the nitrile oxides bearing a variety of functional groups such as carboxy, alkoxycarbonyl, carbamoyl, acyl and formyl moieties.

Facile Baylis-Hillman Reaction of Substituted 3-Isoxazolecarbaldehydes: The Impact of a Proximal Heteroatom Within a Heterocycle on the Acceleration of the Reaction

The fast and facile Baylis-Hillman reaction in substituted 3-isoxazolecarbaldehydes confirms the impact of the proximal heteroatom within a heterocycle towards enhanced reactivity of the formyl group for this reaction.

Synthesis of 2-(5'-Substituted Isoxazol-3'-yl)-4-oxo-3-thiazolidinylalkanoic Acids

A series of 2-substituted 4-oxo-3-thiazolidinylalkanoic acids bearing an isoxazole nucleus in the 2-position have been prepared.None of the compounds synthesised showed antibacterial activity in vitro.