Benzenesulfonylazide

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Benzenesulfonylazide Basic information
Product Name:Benzenesulfonylazide
Synonyms:Benzenesulfonylazide;(Phenylsulfonyl) azide;Benzenesulfonic acid azide;N-diazobenzenesulfonamide
CAS:938-10-3
MF:C6H5N3O2S
MW:183.1878
EINECS:
Product Categories:
Mol File:938-10-3.mol
Benzenesulfonylazide Structure
Benzenesulfonylazide Chemical Properties
Melting point 153-155 °C
Boiling point 72-73 °C(Press: 0.1 Torr)
density 1.491 (estimate)
refractive index 1.6740 (estimate)
Safety Information
MSDS Information
Benzenesulfonylazide Usage And Synthesis
Chemical PropertiesIt decomposes rapidly at 105°C and explodes when heated.
UsesBenzenesulfonylazide is used in synthetic reactions.
Synthesis Reference(s)Tetrahedron Letters, 25, p. 4651, 1984 DOI: 10.1016/S0040-4039(01)91224-9
SynthesisBenzenesulfonylazide is prepared by the reaction of Benzenesulfonyl Chloride with excess Sodium Azide in a water-ethanol mixture. The formation of ethyl benzenesulfonate as a byproduct may be avoided by addition of neat benzenesulfonyl chloride to an ethanolic solution of sodium azide. A preparation of benzenesulfonyl azide by oxidation of phenylsulfonylhydrazine in the presence of clay-supported iron(III) nitrate (clayfen) has been reported.
storageCrude benzenesulfonyl azide when heated detonates violently. Use in a fume hood.
Purification Methodsrecrystallization from ethanol.
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