3672-52-4

Basic information

• Product Name: 5-Phenyl-3-(4-methoxyphenyl)isoxazole
• Synonyms: 3-(4-Methoxyphenyl)-5-phenylisoxazole;5-Phenyl-3-(4-methoxyphenyl)isoxazole
• CAS NO: 3672-52-4
• Molecular Formula: C₁₆H₁₃NO₂
• Molecular Weight: 251.2799
• Mol File: 3672-52-4.mol
• Article Data: 38

Chemical Properties

• Boiling Point: 429.3°Cat760mmHg
• Flash Point: 213.4°C
• Appearance: /
• Density: 1.142g/cm³
• Vapor Pressure: 3.55E-07mmHg at 25°C
• Refractive Index: 1.573
• CAS DataBase Reference: 5-Phenyl-3-(4-methoxyphenyl)isoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Phenyl-3-(4-methoxyphenyl)isoxazole(3672-52-4)
• EPA Substance Registry System: 5-Phenyl-3-(4-methoxyphenyl)isoxazole(3672-52-4)

Safety Data

• Hazardous Substances Data: 3672-52-4(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthetic Communications, 20, p. 3161, 1990 DOI: 10.1080/00397919008051541

InChI:InChI=1/C16H13NO2/c1-18-14-9-7-12(8-10-14)15-11-16(19-17-15)13-5-3-2-4-6-13/h2-11H,1H3

Upstream product

• 186581-53-3 diazomethane 
• 60-29-7 diethyl ether 
• 6327-79-3 1-(4-methoxyphenyl)-3-phenylpropane-1,3-dione 
• 20080-08-4 3-(4-methoxyphenyl)-5-phenyl-4,5-dihydroisoxazole 
• 132971-99-4 (Z)-2-bromo-1-(4-methoxyphenyl)-3-phenylprop-2-en-1-one 
• 67-56-1 methanol 
• 64-19-7 acetic acid 
• 20442-66-4 3-(4-methoxyphenyl)-1-phenylprop-2-yn-1-one 
• 64-17-5 ethanol 
• 7803-49-8 hydroxylamine 
• 16616-43-6 1-(4-methoxy-phenyl)-3-phenyl-propynone 
• 959-33-1 3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one 
• 2196-99-8 2-chloro-1-(4-methoxyphenyl)ethanone 
• 98-88-4 benzoyl chloride 

Downstream Products

• 70312-74-2 1-(2,2-diphenyl-ethenesulfonyl)-4-methyl-benzene 

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

Complementary and Regioselective Synthesis of Isomeric 3-[Isoxazol-3(or 5)-yl]indoles from β-Ethylthio-β-indolyl-α,β-unsaturated Ketones

A simple and efficient method for the complementary and regioselective synthesis of isomeric 3-(isoxazol-5-yl)indoles and 3-(isoxazol-3-yl)indoles has been developed by the regioselective cyclocondensation reaction of β-ethylthio-β-indolyl-α,β-unsaturated ketones and hydroxylamine hydrochloride. It was found that the cyclocondensation reaction in the presence of excess NaOEt in refluxing EtOH gives 3-(isoxazol-5-yl)indoles in good yields, whereas using NaOAc in boiling AcOH gives 3-(isoxazol-3-yl)indoles in good yields.

Reaction of 1,3-Bis(het)arylmonothio-1,3-diketones with Sodium Azide: Regioselective Synthesis of 3,5-Bis(het)arylisoxazoles via Intramolecular N-O Bond Formation

An efficient new synthesis of 3,5-bis(het)arylisoxazoles, involving the reaction of 1,3-bis(het)arylmonothio-1,3-diketones with sodium azide in the presence of IBX catalyst, has been reported. The reaction proceeds at room temperature in high yields and is applicable to a broad range of substrates including the synthesis of 5-methyl-3-arylisoxazoles, a key subunit present in several β-lactamase-resistant antibiotics. A probable mechanism for the formation of isoxazoles has been suggested. A few of the 5-styryl/arylbutadienyl-3-(het)arylisoxazoles have also been synthesized by reacting the corresponding 1-(het)aryl-1-(methylthio)-4-(het)arylidene-but-1-en-3-ones with sodium azide at higher temperatures. The reaction of β-ketodithioesters with sodium azide is shown to furnish β-ketonitriles in good yields.