Skip to Content
Merck
All Photos(1)

Documents

340138

Sigma-Aldrich

4-Carboxybenzenesulfonazide

97%

Synonym(s):

4-(Azidosulfonyl)benzoic acid

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
HO2CC6H4SO2N3
CAS Number:
Molecular Weight:
227.20
MDL number:
UNSPSC Code:
12352125
PubChem Substance ID:
NACRES:
NA.22

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Articles

The chemistry of organoazides is exceedingly rich, since the azide functionality reacts with electrophiles, nucleophiles, and dipolarophiles, with or without the extrusion of dinitrogen. Common place transformation such as Staudinger reductions or ligations, Cu(I)-catalyzed Huisgen cycloadditions (of the “click” reaction family), Curtius or Schmidt rearrangents, nitrene reactions, or imine formation via aza-Wittig reactions all necessitate organoazide precursors or intermediates

Organic Azides and Azide Sources

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service