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| | 3-Phenyl-2-(phenylsulfonyl)-1,2-oxaziridine Basic information |
| | 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 | | InChI | InChI=1S/C13H11NO3S/c15-18(16,12-9-5-2-6-10-12)14-13(17-14)11-7-3-1-4-8-11/h1-10,13H | | InChIKey | MKHGVMIXRPGHOO-UHFFFAOYSA-N | | SMILES | O1C(C2=CC=CC=C2)N1S(C1=CC=CC=C1)(=O)=O |
| | 3-Phenyl-2-(phenylsulfonyl)-1,2-oxaziridine Usage And Synthesis |
| Uses | 3-Phenyl-2-(phenylsulfonyl)-1,2-oxaziridine, is an oxidizing agent used in the preparation of wide variety of pharmaceutical compounds. | | Uses | Davis 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 Preparation Products And Raw materials |
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