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340138

Sigma-Aldrich

4-Carboxybenzenesulfonazide

97%

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Synonym(s):
4-(Azidosulfonyl)benzoic acid
Linear Formula:
HO2CC6H4SO2N3
CAS Number:
Molecular Weight:
227.20
MDL number:
UNSPSC Code:
12352125
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

reaction suitability

reaction type: click chemistry

mp

180 °C (dec.) (lit.)

storage temp.

2-8°C

SMILES string

OC(=O)c1ccc(cc1)S(=O)(=O)N=[N+]=[N-]

InChI

1S/C7H5N3O4S/c8-9-10-15(13,14)6-3-1-5(2-4-6)7(11)12/h1-4H,(H,11,12)

InChI key

OWULJVXJAZBQLL-UHFFFAOYSA-N

Application

Reactant for:
Synthesis of anti-inflammatory agents
Azide amidation
Reactions of thio acids with azides
Chemoselective sodium borohydride reduction of azides in water

Reagent for:
Photo-Stevens rearrangement
Cobalt-catalyzed synthesis of tertiary azides

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Articles

Since the preparation of the first organic azide, phenyl azide, by Peter Griess in 1864 this energy-rich and versatile class of compounds has enjoyed considerable interest.

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