25116-90-9

Basic information

• Product Name: 2',4'-DIMETHYLBENZENESULFONANILIDE
• Synonyms: 2',4'-DIMETHYLBENZENESULFONANILIDE;N-(2,4-Dimethylphenyl)benzenesulfonamide;N-(2,4-Xylyl)benzenesulfonamide
• CAS NO: 25116-90-9
• Molecular Formula: C₁₄H₁₅NO₂S
• Molecular Weight: 261.3394
• Mol File: 25116-90-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 399.5°Cat760mmHg
• Flash Point: 195.4°C
• Appearance: /
• Density: 1.237g/cm³
• Vapor Pressure: 1.36E-06mmHg at 25°C
• Refractive Index: 1.609
• CAS DataBase Reference: 2',4'-DIMETHYLBENZENESULFONANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2',4'-DIMETHYLBENZENESULFONANILIDE(25116-90-9)
• EPA Substance Registry System: 2',4'-DIMETHYLBENZENESULFONANILIDE(25116-90-9)

Safety Data

• Hazardous Substances Data: 25116-90-9(Hazardous Substances Data)

Usage

General Description

2',4'-DIMETHYLBENZENESULFONANILIDE is a chemical compound commonly used as an intermediate in the production of various dyes, pigments, and pharmaceuticals. It is a sulfonamide derivative with two methyl groups attached to the benzene ring. 2',4'-DIMETHYLBENZENESULFONANILIDE is often utilized as a building block in organic synthesis and is known for its high reactivity and versatility in creating complex molecular structures. It is also used as an additive in industrial processes and as a component in some corrosion inhibitors. Additionally, 2',4'-DIMETHYLBENZENESULFONANILIDE has potential applications in the development of new materials and chemical products. However, it is important to handle this chemical with care due to its potential hazards and toxicity.

InChI:InChI=1/C14H15NO2S/c1-11-8-9-14(12(2)10-11)15-18(16,17)13-6-4-3-5-7-13/h3-10,15H,1-2H3

Upstream product

• 98-09-9 benzenesulfonyl chloride 
• 95-68-1 2,4-Xylidine 

Downstream Products

• 16735-55-0 2,4-dimethyl-5-[methyl(phenylsulfonyl)amino]-benzenesulfonyl chloride 
• 1097201-74-5 N-(2,4-dimethylphenyl)-N-(phenylsulfonyl)benzamide 
• 63133-82-4 2-chloro-4,6-dimethylaniline 
• 500900-19-6 benzenesulfonic acid-(2,4-dimethyl-6-nitro-anilide) 
• 710290-95-2 benzenesulfonic acid-(2-chloro-4,6-dimethyl-anilide) 
• 1635-84-3 2,4-Dimethyl-6-nitroanilin 

Relevant articles and documents

Hypervalent Iodine Mediated Sulfonamide Synthesis

A new metal-free sulfonylation reaction is described. The method takes advantage of the Umpolung reactivity and group-transfer properties of iodine(III) compounds, combining hypervalent iodine reagents and sulfinate salts to deliver a clean and mild transfer of sulfonyl groups to amines and anilines. A total of 25 sulfonamides was synthesised in up to 99 % yield, even on gram-scale. The reaction mechanism was investigated by ESI-MS and DFT calculations.

Synthetic N-aralkylated-N-(2,4-dimethylphenyl)benzenesulfonamides: As potent anti-bacterial agents

The current research effort embodies the assessment of anti-bacterial potential of some N-substituted sulfonamides. The synthetic methodology was triggered by reaction of 2,4-dimethylaniline (1) with benzenesulfonyl chloride (2) at pH 9-10 in aqueous sodium carbonate (10 %) to generate N-(2,4-dimethylphenyl)benzenesulfonamide (3) which was further treated with different aralkylated halides (4a-e) in polar aprotic medium; N, N-dimethylformamide (DMF) and lithium hydride (LiH) which acts as base under stirring at room temperature for 3 hours to afford N-aralkylated-N-(2,4-dimethylphenyl)benzenesulfonamides (5a-e). The proposed structures of sulfonamides were explicated via contemporary spectral methods e.g. IR, 1H-NMR, 13C-NMR and EIMS. Moreover, they were analyzed against different Gram (-) and (+) bacterial strains to unravel their inhibitory potential. The amalgamation of sulfonamide moiety with different aralkyl halides resulted in good anti-bacterial activity compared to standard; Ciprofloxacin. N-2-bromobenzyl-N-(2,4-dimethylphenyl)benzenesulfonamide (5d) and N-2-phenylpropyl-N-(2,4-dimethylphenyl)benzenesulfonamide (5b) contributed significantly which may be attributed to the successful and fruitful N-insertion of 2-bromobenzyl and 2-phenylpropyl moieties on parent sulfonamide.