70916-29-9

Basic information

• Product Name: Benzenesulfonic acid, 2-(methylamino)-
• CAS NO: 70916-29-9
• Molecular Formula: C7H9NO3S
• Molecular Weight: 187.219
• Mol File: 70916-29-9.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Benzenesulfonic acid, 2-(methylamino)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonic acid, 2-(methylamino)-(70916-29-9)
• EPA Substance Registry System: Benzenesulfonic acid, 2-(methylamino)-(70916-29-9)

Safety Data

• Hazardous Substances Data: 70916-29-9(Hazardous Substances Data)

Upstream product

• 579-10-2 N-acetyl-N-methylaniline 
• 88-21-1 2-amino-1-benzenesulfonic acid 
• 74-88-4 methyl iodide 
• 100-61-8 N-methylaniline 
• 77-78-1 dimethyl sulfate 
• 29688-78-6 N-methyl-N-phenylammonium sulfate 
• 29688-78-6 N-methylanilinium sulfate 
• 24447-99-2 N-methylsulphanilic acid 

Downstream Products

• 24447-99-2 N-methylsulphanilic acid 
• 71794-43-9 3-(methylamino)benzenesulfonic acid 
• 100-61-8 N-methylaniline 

Relevant articles and documents

KINETICS OF SULFONATION OF AMINES OF THE BENZENE SERIES IN APROTIC SOLVENTS

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KINETICS OF THE SULFONATION OF AMINES OF THE BENZENE SERIES BY CHLOROSULFONIC ACID

The kinetics of the sulfonation of amines of the benzene series by an equimolar amount of chlorosulfonic acid in o-dichlorobenzene were studied.It was shown that the sulfonation of aniline and N-alkylanilines is described by a second-order kinetic equation for irreversible reactions.The sulfonation of N,N-dialkylanilines by chlorosulfonic acid is described by a first-order kinetic equation for irreversible reactions.The observed relationships are explained by different mechanism for the sulfonation of amines of the benzene series by chlorosulfonic acid.The sulfonation of aniline and N-alkalynilines takes place by direct reaction between the unprotonated molecules of the amines and the HSO3(1+) ion, whereas in the reaction of chlorosulfonic acid with N,N-dialkylanilines complexes of the N,N-dialkylanilines with sulfur trioxide (dialkylanilinesulfotrioxides) are formed initially and then rearrange to the corresponding para-aminosulfonic acids.

REARRANGEMENT OF PHENYL- AND N-ALKYLPHENYLAMMONIUM HYDROGEN SULFATES IN ORGANIC SOLVENTS

The kinetics of the rearrangement of phenyl- and N-alkylphenylammonium hydrogen sulfates in halogen-containing organic solvents were investigated in closed systems and with the removal of the water produced in the reaction.The isomeric composition of the obtained aminobenzenesulfonic acids was also studied.The rearrangement is described by a second-order kinetic equation.The reaction mechanism involves thermal dissociation of the phenyl- and N-alkylphenylammonium hydrogen sulfates at high temperatures to amines (bases) and sulfuric acid, followed by direct sulfonation of the amines (bases) by the sulfuric acid with the formation mostly of para-aminosulfonic acids of the benzene series.