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938-10-3

938-10-3 Structure

938-10-3 Structure
IdentificationBack Directory
[Name]

Benzenesulfonylazide
[CAS]

938-10-3
[Synonyms]

Benzenesulfonylazide
(Phenylsulfonyl) azide
N-diazobenzenesulfonamide
Benzenesulfonic acid azide
[Molecular Formula]

C6H5N3O2S
[MDL Number]

MFCD11632117
[MOL File]

938-10-3.mol
[Molecular Weight]

183.188
Chemical PropertiesBack Directory
[Melting point ]

153-155 °C
[Boiling point ]

72-73 °C(Press: 0.1 Torr)
[density ]

1.491 (estimate)
[refractive index ]

1.6740 (estimate)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

1-Azido-2,4-dinitrobenzene-->Propanoyl chloride, 2-amino--->Phenol, 2,4-dinitro-, 1-benzenesulfonate-->N-Fluorobenzenesulfonimide-->2,4-Dinitrophenol-->BENZENESULFONYL FLUORIDE-->NITROUS ACID-->Ethyl acetate-->Benzenesulfonic acid-->Benzenesulfonyl hydrazide
[Preparation Products]

Tributyltin azide
Hazard InformationBack Directory
[Chemical Properties]

It decomposes rapidly at 105°C and explodes when heated.
[Synthesis Reference(s)]

Tetrahedron Letters, 25, p. 4651, 1984 DOI: 10.1016/S0040-4039(01)91224-9
[Synthesis]

Benzenesulfonylazide 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.
[storage]

Crude benzenesulfonyl azide when heated detonates violently. Use in a fume hood.
[Purification Methods]

recrystallization from ethanol.
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