3-PHENYL-2-(PHENYLSULFONYL)-1,2-OXAZIRIDINE Chemical Properties

Melting point:

96-97 °C

Boiling point:

394.4±45.0 °C(Predicted)

Density 

1.398±0.06 g/cm3(Predicted)

storage temp. 

-20°C Freezer

solubility 

Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Sonicated)

form 

Solid

pka

-13.47±0.40(Predicted)

color 

White to Off-White

Safety Information

HS Code 

2935909099

3-PHENYL-2-(PHENYLSULFONYL)-1,2-OXAZIRIDINE Usage And Synthesis

Uses

Davis Oxaziridine is an oxidizing agent used in the preparation of wide variety of pharmaceutical compounds.

Uses

3-Phenyl-2-(phenylsulfonyl)-1,2-oxaziridine, is an oxidizing agent used in the preparation of wide variety of pharmaceutical compounds.

Preparation

3-PHENYL-2-(PHENYLSULFONYL)-1,2-OXAZIRIDINE can be readily prepared on a 100 g scale in 88% yield via oxidation of N-benzylidenebenzenesulfonamide with buffered m-Chloroperbenzoic Acid or more conveniently with Potassium Monoperoxysulfate (Oxone). This Baeyer-Villiger type of oxidation of sulfonimine affords only the trans-oxaziridine. A number of other (±)-trans-2-(arylsulfonyl)-3- aryloxaziridines (2) can also be prepared by these methods.

General Description

3-PHENYL-2-(PHENYLSULFONYL)-1,2-OXAZIRIDINE is a neutral, aprotic, electrophilic oxidizing agent for the chemoselective oxidation of many nucleophilic substrates^[1].

storage

3-Phenyl-2-(phenylsulfonyl)-1,2-oxaziridine can be stored in a brown bottle in the refrigerator for years without noticeable decomposition. Storage at rt for long periods of time, however, is potentially hazardous.^[2] The nitro-substituted oxaziridines (2) are more thermally stable and are recommended for reactions at elevated temperatures.

References

1. (a) Davis, F. A.; Sherppard, A. C. T 1989, 45, 5703. (b) Davis, F. A.; Chen, B.-C. CRV 1992, 92, 912.
2. Vishwakarma, L. C.; Stringer, O. D.; Davis, F. A. OS 1988, 66, 203.

3-PHENYL-2-(PHENYLSULFONYL)-1,2-OXAZIRIDINE(63160-13-4)Related Product Information

• BENZENESULFOHYDROXAMIC ACID
• 3-PHENYL-2-(PHENYLSULFONYL)-1,2-OXAZIRIDINE