340138
4-Carboxybenzenesulfonazide
97%
Synonym(s):
4-(Azidosulfonyl)benzoic acid
About This Item
Recommended Products
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
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
Signal Word
Warning
Hazard Statements
Precautionary 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
Certificates of Analysis (COA)
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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
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