5868-58-6

Basic information

• Product Name: 5-Isoxazolol, 4,5-dihydro-3-phenyl-
• CAS NO: 5868-58-6
• Molecular Formula: C9H9NO2
• Molecular Weight: 163.176
• Mol File: 5868-58-6.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 5-Isoxazolol, 4,5-dihydro-3-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Isoxazolol, 4,5-dihydro-3-phenyl-(5868-58-6)
• EPA Substance Registry System: 5-Isoxazolol, 4,5-dihydro-3-phenyl-(5868-58-6)

Safety Data

• Hazardous Substances Data: 5868-58-6(Hazardous Substances Data)

Upstream product

• 7064-07-5 3-phenyl-5-acetoxy-4,5-dihydroisoxazole 
• 873-67-6 benzonitrile oxide 
• 75-07-0 acetaldehyde 
• 64723-93-9 acetaldehyde enolate 
• 1131-80-2 (E)-3-(N,N-dimethylamino)-1-phenyl-2-propen-1-one 
• 109-99-9 tetrahydrofuran 
• 104-55-2 3-phenyl-propenal 
• 2157-50-8 propiophenone oxime 
• 93-55-0 1-phenyl-propan-1-one 
• 698-16-8 benzohydroximoyl chloride 
• 698-16-8 benzhydroximic acid chloride 

Downstream Products

• 14593-04-5 3-amino-3-phenyl-1-propanol 
• 1213268-55-3 (E)-4'-hydroxymethylacetophenone oxime 
• 5585-14-8 3,4-diphenyl-furazan 2-oxide 
• 1006-65-1 3-phenylisoxazole 

Relevant articles and documents

TEMPO-Mediated Selective Synthesis of Isoxazolines, 5-Hydroxy-2-isoxazolines, and Isoxazoles via Aliphatic δ-C(sp3)-H Bond Oxidation of Oximes

Selective synthesis of three different bioactive heterocycles; isoxazolines, 5-hydroxy-2-isoxazolines and isoxazoles from the same starting material using TEMPO (2,2,6,6-Tetramethylpiperidin-1-oxyl) as a radical initiator is reported. Selectivity was achi

Efficient and regioselective one-pot synthesis of 3-substituted and 3,5-disubstituted isoxazoles

(Figure Presented) A series of 3-substituted and 3,5-disubstituted isoxazoles have been efficiently synthesized in moderate to excellent yields by the reaction of N-hydroxyl-4-toluenesulfonamide with α,β-unsaturated aldehydes/ketones. This novel strategy is associated with readily available starting materials, mild conditions, high regioselectivity, and wide scope.

Effect of the aryl group substituent in the dimerization of 3-arylisoxazoles to syn 2,6-diaryl-3,7-diazatricyclo[4.2.0.02,5]octan-4,8-diones induced by LDA

3-Arylisoxazoles react with LDA in THF at 0 °C affording syn-2,6-diaryl-3,7-diazatricyclo[4.2.0.02,5]octan-4,8-diones (bis-azetidinones), via stereoselective dimerization of an azetinone anion intermediate. A?fragmentation reaction affording arylnitriles may compete with electronic and steric effects of the substituent present in the aryl group being pivotal in determining the outcome of this reaction. An interesting behaviour with LDA of arylnitriles arising from the fragmentation reaction of some 3-arylisoxazoles was also observed. N,N-Diisopropylaminobenzonitriles were in fact formed (plausibly via a benzyne mechanism) from 3-(4-chlorophenyl)isoxazole and 3-(2-chlorophenyl)isoxazole, whereas 3-(2-methylphenyl)isoquinolin-1-amine was isolated starting from 3-(2-methylphenyl)isoxazole and LDA.