24447-99-2

Basic information

• Product Name: N-METHYLANILINE-P-SULFONIC ACID
• Synonyms: N-METHYLAMINOBENZENE-P-SULFONIC ACID;N-METHYLANILINE-P-SULFONIC ACID;N-METHYLSULFANILIC ACID;N-METHYLSULPHANILIC ACID;ANILINOMETHANE-P-SULFONIC ACID;4-(methylamino)benzenesulphonic acid;4-methylaminobenzenesulfonic acid;N-Methylsulfanilic acid, 98+%
• CAS NO: 24447-99-2
• Molecular Formula: C₇H₉NO₃S
• Molecular Weight: 187.22
• EINECS: 246-256-9
• Mol File: 24447-99-2.mol
• Article Data: 15

Chemical Properties

• Melting Point: 260°C (dec.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.421g/cm³
• Refractive Index: 1.605
• PKA: -1.17±0.50(Predicted)
• BRN: 2094129
• CAS DataBase Reference: N-METHYLANILINE-P-SULFONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: N-METHYLANILINE-P-SULFONIC ACID(24447-99-2)
• EPA Substance Registry System: N-METHYLANILINE-P-SULFONIC ACID(24447-99-2)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 24447-99-2(Hazardous Substances Data)

Usage

Uses

N-Methylsulphanilic Acid is used in preparation of whole-plastic bicycle frame.

InChI:InChI=1/C7H9NO3S/c1-8-6-2-4-7(5-3-6)12(9,10)11/h2-5,8H,1H3,(H,9,10,11)

Upstream product

• 515-74-2 sodium sulfanilate 
• 579-10-2 N-acetyl-N-methylaniline 
• 50-00-0 formaldehyd 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 10034-85-2 hydrogen iodide 
• 100-61-8 N-methylaniline 
• 29688-78-6 N-methyl-N-phenylammonium sulfate 
• 29688-78-6 N-methylanilinium sulfate 
• 70916-29-9 N-methylorthanilic acid 
• 857954-06-4 N-methyl-N-(toluene-4-sulfonyl)-sulfanilic acid 
• 39169-92-1 4-(N-acetyl-N-methylamino)benzenesulfonyl chloride 

Downstream Products

• 100-61-8 N-methylaniline 
• 71794-43-9 3-(methylamino)benzenesulfonic acid 
• 70916-29-9 N-methylorthanilic acid 

Relevant articles and documents

ISOMERIC TRANSFORMATIONS OF AMINOSULFONIC ACIDS OF THE BENZENE SERIES IN MIXTURES OF SULFURIC AND ACETIC ACIDS

The isomerization rate of aminosulfonic acids in anhydrous binary mixtures of sulfuric and acetic acids is lower than in aqueous sulfuric acid solutions but higher than in 100percent sulfuric acid.This is explained by the differences in the structure and activity of the proton carriers during desulfonation.The rate of transformation of the labile isomers into the meta isomers increases with increase in the acidity of the medium, and this is due to the increase in the resulfonation rate of the protonating molecules of the amines formed during the desulfonation of the aminosulfonic acids.The effect of mercuric sulfate on the isomeric transformations of aminosulfonic acids is explained by the mercuration of the protonated molecules of the amines, which takes place at higher rates than their sulfonation and leads to the formation of the meta-mercury derivatives of the amines.The latter are than converted into the m-aminosulfonic acids by the action of concentrated sulfuric acid.

KINETICS OF SULFONATION OF AMINES OF THE BENZENE SERIES WITH SULFUR TRIOXIDE

The sulfonation of amines of the benzene series with sulfur trioxide in dichloroethane is described by a third-order kinetic equation for an irreversible process, and first order is observed with respect to the compound being sulfonated and second with respect to the sulfur trioxide.The unprotonated molecules of the amines undergo sulfonation, and this leads to the production of the para-aminosulfonic acids with small amounts of the ortho isomers.The reaction mechanism involves electrophilic reaction of the unprotonated amine molecule with the sulfur trioxide dimer S2O6 and subsequent dissociation of the obtained pyrosulfonate with the production of the amino sulfonic acid and sulfur trioxide.

ORIENTATION OF SULFO GROUP DURING SULFONATION OF AMINES OF THE BENZENE SERIES IN THE PRESENCE OF MERCURIC SULFATE

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