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22236-45-9 - S,S-Dimethyl-N-(p-toluenesulfonyl)sulfoximine, 98% - N-(p-Toluenesulfonyl)dimethylsulfoximine - L00577 - Alfa Aesar

L00577 S,S-Dimethyl-N-(p-toluenesulfonyl)sulfoximine, 98%

CAS Number
22236-45-9
Synonyms
N-(p-Toluenesulfonyl)dimethylsulfoximine

Size Price ($) Quantity Availability
5g 30.40
25g 90.00
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S,S-Dimethyl-N-(p-toluenesulfonyl)sulfoximine, 98%

MDL
MFCD00013922
EINECS
244-861-2

Chemical Properties

Formula
C9H13NO3S2
Formula Weight
247.34
Melting point
167-169°
Solubility
Soluble in EtOH, THF, DMSO.

Applications

S,S-Dimethyl-N-(p-toluenesulfonyl)sulfoximine, is used as methylene-transfer agent. The anion adds to carbonyl compounds to give epoxides which can react with a further mole of reagent with ring expansion to give 2,2-disubstituted oxetanes. It is also used as a pharmaceutical intermediate.

Notes

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Keep away from oxidizing agents.

Literature References

CR Johnson.; RA Kirchhoff.; RJ Reischer. Chemistry of sulfoxides and related compounds. XLII. Nucleophilic alkylidene transfer reagents. Anions of N-(p-tolylsulfonyl) sulfoximines. J. Am. Chem. Soc. 197395 (13), 4287-4291.

SL Huang.; D Swern. Oxidation of N-acyl-, N-sulfonyl-, and N-arylsulfilimines to sulfoximines by m-chloroperoxybenzoate anion. The Journal of Organic Chemistry. 197944 (14), 2510-2513.

Methylene-transfer agent. For reviews, see: Acc. Chem. Res., 6, 341 (1973); Chem. Soc. Rev., 4, 189 (1975). The anion adds to carbonyl compounds to give epoxides which can react with a further mole of reagent with ring expansion to give 2,2-disubstituted oxetanes: J. Am. Chem. Soc., 101, 6135 (1979); 105, 252 (1983):

Other References

Beilstein
2119329
Harmonized Tariff Code
2930.90
TSCA
No

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