21226-34-6

Basic information

• Product Name: Benzenesulfonamide, 4-nitro-N-(4-nitrophenyl)-
• CAS NO: 21226-34-6
• Molecular Formula: C12H9N3O6S
• Molecular Weight: 323.286
• Mol File: 21226-34-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Benzenesulfonamide, 4-nitro-N-(4-nitrophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, 4-nitro-N-(4-nitrophenyl)-(21226-34-6)
• EPA Substance Registry System: Benzenesulfonamide, 4-nitro-N-(4-nitrophenyl)-(21226-34-6)

Safety Data

• Hazardous Substances Data: 21226-34-6(Hazardous Substances Data)

Upstream product

• 62-53-3 aniline 
• 98-74-8 4-Nitrobenzenesulfonyl chloride 
• 1576-44-9 N-nosylaniline 
• 5901-56-4 N-4-nitrophenylguanidine 
• 67-64-1 acetone 
• 100-01-6 4-nitro-aniline 

Downstream Products

• 100-15-2 N-methyl(p-nitroaniline) 
• 900537-31-7 N-methyl-N-nosyl-p-nitroaniline 

Relevant articles and documents

Chemoselective nitration of aromatic sulfonamides with tert-butyl nitrite

A methodology for the efficient conversion of aromatic sulfonamides into their mono-nitro derivatives using tert-butyl nitrite is reported. The reaction exhibits a high degree of chemoselectivity for sulfonamide functionalized aryl systems, even in the presence of other sensitive or potentially reactive functionalities.

Effect of para substitution on dissociation of N-phenylbenzenesulfonamides

The reaction of substituted anilines and benzenesulfonyl chlorides has been used to prepare 49 substituted N-phenylbenzenesulfonamides of general formula 4-X-C6H4SO2NHC6H4-Y- 4′. Their purity was checked by elemental analysis. The substituents X and Y include H, CH3, CH3O, Cl, Br, CN, and NO2. The dissociation constants of all compounds were determined by potentiometric titration in methanol, acetonitrile, N,N-dimethylformamide, and pyridine. The obtained dissociation constants, pKHA, were correlated with various sets of substituent constants. It was found that the effects of substituents X and Y on the dissociation are best described by using the Hammett equation with σp constants and the Yukawa-Tsuno equation with σp- and σp constants, respectively. This result confirms the direct conjugation of Y substituent with the reaction centre. The explained variability using the additive model was above 96% in all the solvents used. The data also provided information about the transmission effect of the SO2 group. The average dissociation constants were further processed by the latent variables methods, principal components and conjugated deviations analyses.