Benzenesulfonylazide

Benzenesulfonylazide Structure
CAS No.
938-10-3
Chemical Name:
Benzenesulfonylazide
Synonyms
Benzenesulfonylazide;(Phenylsulfonyl) azide;N-diazobenzenesulfonamide;Benzenesulfonic acid azide
CBNumber:
CB91075554
Molecular Formula:
C6H5N3O2S
Molecular Weight:
183.1878
MOL File:
938-10-3.mol
Modify Date:
2024/12/25 15:26:54

Benzenesulfonylazide 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

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P264-P270-P301+P310-P321-P330-P405-P501

Benzenesulfonylazide Chemical Properties,Uses,Production

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.

Benzenesulfonylazide (Phenylsulfonyl) azide Benzenesulfonic acid azide N-diazobenzenesulfonamide 938-10-3