63160-15-6

Basic information

• Product Name: Oxaziridine, 2-[(4-nitrophenyl)sulfonyl]-3-phenyl-
• Synonyms: N-(4-nosyl)-3-phenyloxaziridine;2-(4-nitrophenylsulfonyl)-3-phenyl-oxaziridine;N-p-nosyl-3-phenyloxaziridine;2-((4-nitrophenyl)sulfonyl)-3-phenyl-1,2-oxaziridine;2-(4-nitro-benzenesulfonyl)-3-phenyl-oxaziridine;Oxaziridine,2-[(4-nitrophenyl)sulfonyl]-3-phenyl;2-(4-Nitrobenzol)sulphonyl-3-phenyloxaziridin
• CAS NO: 63160-15-6
• Molecular Formula: C13H10N2O5S
• Molecular Weight: 306.299
• Mol File: 63160-15-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 94-95 °C(Solv: ethyl acetate (141-78-6); pentane (109-66-0))
• Boiling Point: 472.2±55.0 °C(Predicted)
• Density: 1.541±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Oxaziridine, 2-[(4-nitrophenyl)sulfonyl]-3-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Oxaziridine, 2-[(4-nitrophenyl)sulfonyl]-3-phenyl-(63160-15-6)
• EPA Substance Registry System: Oxaziridine, 2-[(4-nitrophenyl)sulfonyl]-3-phenyl-(63160-15-6)

Safety Data

• Hazardous Substances Data: 63160-15-6(Hazardous Substances Data)

Upstream product

• 6325-93-5 p-nitrobenzenesulfonamide 
• 774-48-1 (diethoxymethyl)benzene 
• 63160-16-7 4-nitro-N-(phenylmethylene)benzenesulfonamide 
• 63160-16-7 4-nitro-N-[(1E)-phenylmethylidene]benzene-1-sulfonamide 
• 100-52-7 benzaldehyde 
• 68597-89-7 p-nitrobenzenesulphinamide 
• 26760-22-5 methyl p-nitrobenzenesulphinate 
• 100-32-3 di(p-nitrophenyl) disulfide 
• 871939-97-8 (E)-N-(phenylmethylene)-4-nitrobenzenesulfinamide 
• 57272-55-6 benzaldehyde S-(4-nitro-phenyl)-thiooxime 

Relevant articles and documents

Asymmetric Isothiourea-Catalysed Formal [3+2] Cycloadditions of Ammonium Enolates with Oxaziridines

A highly enantioselective Lewis base-catalysed formal [3+2] cycloaddition of ammonium enolates and oxaziridines to give stereodefined oxazolidin-4-ones in high yield is described. Employing an enantioenriched oxaziridine in this process leads to a matched/mis-matched effect with the isothiourea catalyst and allowed the synthesis of either syn- or anti-stereodefined oxazolidin-4-ones in high d.r., yield and ee. Additionally, the oxazolidin-4-one products have been derivatised to afford functionalised enantioenriched building blocks.

Cycloadditions of N-sulfonyl nitrones generated by Lewis acid catalyzed rearrangement of oxaziridines

We have developed cycloaddition reactions of novel, electron-deficient N-nosyl nitrones that arise from the titanium(IV)-catalyzed rearrangement of the corresponding N-nosyl oxaziridines. A diverse range of styrenes and oxaziridines react smoothly in this

Chemistry of Oxaziridines. 1. Synthesis and Structure of 2-Arenesulfonyl-3-aryloxaziridines. A New Class of Oxaziridines

A new class of oxaziridine derivatives, 2-arenesulfonyl-3-aryloxaziridines (2), is prepared by m-CPBA oxidation of sulfonimines (RSO2N=CHAr).These compounds are the first stable examples of this ring system to have a substituent other than carbon attached to nitrogen and are characterized by a highly electrophilic oxaziridine oxygen atom.These oxaziridines have the E configuration as determined by X-ray crystallography.The presence of the powerful electron-attracting sulfonyl group attached to nitrogen apparently has little effect on the structure of the oxaziridine three-membered ring.Of more significance are the observations that the nitrogen lone pair in 2 is opposite to one of the sulfonyl oxygens and that the long S-N bond length implies little if any conjugative interaction between sulfur and nitrogen.Attempts to prepare oxaziridines via oxidation of sulfonimines, 5, derived from acetophenone gave imidoyl ether 14, a novel Baeyer-Villiger oxidation product of a C-N double bond.