5134-88-3

Basic information

• Product Name: Benzenesulfonic acid, 4-nitro-, sodium salt
• CAS NO: 5134-88-3
• Molecular Formula: C6H5NO5S.Na
• Molecular Weight: 225.157
• Mol File: 5134-88-3.mol

Chemical Properties

• CAS DataBase Reference: Benzenesulfonic acid, 4-nitro-, sodium salt(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonic acid, 4-nitro-, sodium salt(5134-88-3)
• EPA Substance Registry System: Benzenesulfonic acid, 4-nitro-, sodium salt(5134-88-3)

Safety Data

• Hazardous Substances Data: 5134-88-3(Hazardous Substances Data)

Upstream product

• 4028-52-8 n-butyl-4-nitrobenzenesulfonate 
• 31081-12-6 4-Nitro-benzenesulfonic acid toluene-4-sulfonylmethyl ester 
• 6214-20-6 methyl 4-nitrobenzenesulfonate 

Downstream Products

• 76024-75-4 (Co(NH₃)5OH₂)⁽³⁺⁾*NO₂C₆H₄SO₃^(1-)*2ClO₄^(1-)=(Co(NH₃)5OH₂)(NO₂C₆H₄SO₃)(ClO₄)2 
• 38560-30-4 1-(4-nitrophenyl)piperidine-2-one 
• 619-72-7 4-nitrobenzonitrile 
• 3352-82-7 6-Hydroxyphenalenone 
• 6214-20-6 methyl 4-nitrobenzenesulfonate 
• 98-74-8 4-Nitrobenzenesulfonyl chloride 
• 4028-52-8 n-butyl-4-nitrobenzenesulfonate 
• 114820-32-5 4-Nitro-benzenesulfonatephenyl-prop-1-ynyl-iodonium; 

Relevant articles and documents

Kinetics of the reaction of methyl 4-nitrobenzenesulfonate + Br- in ethanol amine based surfactants

The kinetics of the reaction of methyl 4-nitrobenzenesulfonate + Br - ions has been studied in ethanol amine based (alkyldimethylethanolammonium bromide and alkyldiethylethanolammonium bromide) surfactant solutions. The observed first-order rate constants increase monotonically with surfactant concentration, with hydrophobic chain length and with head group bulk in a manner similar to other quaternary ammonium surfactants. The results were analyzed using the pseudophase model of micellar rate effects in conjunction with a Langmuir form to describe micellar binding of bromide ion. An attempt to estimate activation parameters of the reaction from temperature variance of micellar pseudophase rate constants has also been made.

NUCLEOPHILICITY OF AZIDE ION IN THE MICELLAR PSEUDOPHASE

The reaction of azide ion with 2-chloro-3,5-dinitropyridine, n-butyl-4-nitrobenzenesulfonate and n-butyl-4-bromobenzenesulfonate is catalyzed by cationic micelles of cetyltrimethylammonium salt (CTAX, X = Cl-, Br-, 0.5 SO2-, OMes, N3-).The second-order rate constants in the micellar pseudophase is smaller than that in water.

Micellar Effects upon the Rates of SN2 Reactions of Halide Ions

Observed first-order rate constants for reactions of Cl- or Br- with alkyl benzenesulfonate (1a-c) in micelles of cetyltrimethylammonium surfactants (CTAX, X=Cl, Br, OMes, 0.5SO4) increase monotonically with increasing or or halide ion concentration and tend to limiting values.In CTAOMes or (CTA)2SO4, the rate constants go through maxima.The variation of the rate constants with concentrations of surfactant and halide ion can be fitted to an equation that accounts for the distribution of both reactants between water and micelles, i. e., in terms of ion-exchange and mass-action models.The second-order rate constants in the aqueous and micellar pseudophases are similar.

Micellar Effects on the Reaction of (Arylsulfonyl)alkyl Arenesulfonates with Hydroxide Ion. Microenvironmental and Substituent Effects in the Stern Layer of Cationic Micelles

The reaction of the sulfonates p-XC6H4SO2CH(R)OSO2C6H4Y-p 1a-g with hydroxide ion (involving nucleophilic attack at sulfonate sulfur) is accelerated (7-25 times) in the presence of CTAB micelles (32.1 deg C).The kinetic data are analyzed in detail by using the pseudophase ion-exchange (PPIE) model, taking into account partitioning of the reactants between the micellar and aqueous pseudophases and competition between hydroxide ions and detergent counterions for binding to the micelles.Binding constants obtained from the kinetic analysis are compared with those from ultrafiltration experiments.Generally, the PPIE model reproduces the experimental rate constants quite well, except at low detergent concentration (around the cmc).The second-order rate constants for reaction in the micellar pseudophase are 4-12 times smaller than those for reaction in bulk water.Therefore the observed catalysis is purely the result of the high local concentration of both reactants in the micellar pseudophase.The substituent effects for the reaction in the micelles reveal an increased susceptibility for variation of Y.No evidence for orientational effects was found.It is shown that the binding of the sulfonates with the micelles is mainly determined by the presence of the aryl groups.Based on a comparison with kinetic solvent effects on the reaction in 1,4-dioxane-water, it is suggested that the rates in the micellar pseudophase reflect a decrease in micropolarity at the binding sites of the substrate molecules.