60239-09-0

Basic information

• Product Name: Isoxazole, 4,5-dihydro-3-methyl-4-phenyl-, 2-oxide
• CAS NO: 60239-09-0
• Molecular Formula: C10H11NO2
• Molecular Weight: 177.203
• Mol File: 60239-09-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Isoxazole, 4,5-dihydro-3-methyl-4-phenyl-, 2-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: Isoxazole, 4,5-dihydro-3-methyl-4-phenyl-, 2-oxide(60239-09-0)
• EPA Substance Registry System: Isoxazole, 4,5-dihydro-3-methyl-4-phenyl-, 2-oxide(60239-09-0)

Safety Data

• Hazardous Substances Data: 60239-09-0(Hazardous Substances Data)

Upstream product

• 79-24-3 Nitroethane 
• 36378-98-0 S-(dimethylamino)-S-phenyl(trans-2-phenyleth-1-enyl)oxosulfonium fluoroborate 

Downstream Products

• 1313227-58-5 3-methylene-4-phenyl-2-(trimethylsilyloxy)isoxazolidine 
• 1313227-88-1 C₁₅H₁₇NO₆ 
• 1313227-72-3 C₁₀H₁₀BrNO₂ 
• 25388-20-9 3-methyl-4-phenylisoxazole 

Relevant articles and documents

S-Ethenylsulfoximine Derivatives. Reagents for Ethylenation of Protic Nucleophiles

The preparation of S-vinyl and S-(2-substituted)ethenyl derivatives of sulfoximines is described.Vinyl-, (2-phenylethenyl)-, (2,2-diphenylethenyl)-, (2-methyl-1-propenyl)-, (dimethylamino)phenyloxosulfonium fluoroborates were found to undergo an addition-elimination reaction sequence with protic nitrogen and carbon nucleophiles, resulting in ethylenation of the nucleophile and N,N-dimethylbenzenesulfinamide.Primary amines gave aziridines, enamines gave cyclopropyl derivatives of iminium salts or pyrrolidinium salts, anions of active methylene compounds gave dihydrofurans and/or cyclopropanes, and anions of nitroalkanes gave cyclic nitronic esters and/or nitrocyclopropanes.In several cases vinyl salts were generated in situ from β-methoxyoxosulfonium salts.Treatment of (-)-(S)-dimethylamino)phenyl(trans-2-phenylethenyl)oxosulfonium fluoroborate with methyl cyanoacetate in methanol containing sodium methoxide gave, in 81percent yield, (+)-(1S,2R)-methyl 1-cyano-2-phenylcyclopropanecarboxylate of 25.5percent optical purity.The same salt upon treatment with methyl nitroacetate gave, in 95percent yield, methyl 4-phenyl-3-isoxazolinecarboxylate 2-oxide with 33percent enantiomeric excess.Cyclopropanes were formed upon treatment of S-methyl-S-(trans-2-phenylethenyl)-N-(p-tolylsulfonyl)sulfoximine with anions of active methylene compounds.