6380-05-8

Basic information

• Product Name: N-(2-Chlorophenyl)-p-toluenesulfonamide
• Synonyms: N-(2-Chlorophenyl)-4-methylbenzenesulfonamide;N-(2-Chlorophenyl)-p-toluenesulfonamide;N-(o-Chlorophenyl)-4-methylbenzenesulfonamide;Nsc25015
• CAS NO: 6380-05-8
• Molecular Formula: C₁₃H₁₂ClNO₂S
• Molecular Weight: 281.76
• EINECS: 228-960-8
• Mol File: 6380-05-8.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 450.6°C at 760 mmHg
• Flash Point: 226.3°C
• Appearance: /
• Density: 1.51g/cm³
• Vapor Pressure: 2.6E-08mmHg at 25°C
• Refractive Index: 1.637
• CAS DataBase Reference: N-(2-Chlorophenyl)-p-toluenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-Chlorophenyl)-p-toluenesulfonamide(6380-05-8)
• EPA Substance Registry System: N-(2-Chlorophenyl)-p-toluenesulfonamide(6380-05-8)

Safety Data

• Hazardous Substances Data: 6380-05-8(Hazardous Substances Data)

Usage

General Description

N-(2-Chlorophenyl)-p-toluenesulfonamide is a chemical compound with the molecular formula C14H13ClNO2S. It is a white to off-white crystalline powder and is used as an intermediate in the synthesis of pharmaceuticals, pesticides, and dyes. N-(2-Chlorophenyl)-p-toluenesulfonamide is known for its antimicrobial and antifungal properties and is used in various industries for its broad-spectrum activity against a wide range of microorganisms. It is also used as a reagent in organometallic chemistry and as a precursor in the preparation of other organic compounds. Additionally, it is utilized in the manufacture of rubber chemicals and as a corrosion inhibitor in the petroleum industry. This chemical is harmful if swallowed, inhaled, or absorbed through the skin and proper safety precautions should be taken when handling it.

InChI:InChI=1/C15H17BrN2O3S/c1-4-21-14(19)12-8(2)17-15(22)18-13(12)10-7-9(20-3)5-6-11(10)16/h5-7,13H,4H2,1-3H3,(H2,17,18,22)

Upstream product

• 95-51-2 o-chloroaniline 
• 98-59-9 p-toluenesulfonyl chloride 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 
• 108-90-7 chlorobenzene 
• 106-45-6 para-thiocresol 
• 615-41-8 2-iodochlorobenzene 
• 70-55-3 toluene-4-sulfonamide 
• 103-19-5 di(p-tolyl) disulfide 
• 68-34-8 phenyl toluenesulfonamide 
• 3900-89-8 2-Chlorobenzeneboronic acid 
• 88-73-3 2-Chloronitrobenzene 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 824-79-3 sodium 4-methylbenzenesulfinate 

Downstream Products

• 32622-69-8 toluene-4-sulfonic acid-(2-chloro-4,6-dinitro-anilide) 
• 7230-61-7 N-(2-chloro-4-nitrophenyl)-4-methylbenzenesulfonamide 
• 98187-75-8 toluene-4-sulfonic acid-(4-amino-2-chloro-anilide) 
• 1213-33-8 o-aminophenyl p-tolyl sulfone 
• 95-51-2 o-chloroaniline 
• 620604-38-8 4-(4-methylphenylsulphonyl)-2-chloroaniline 
• 28163-00-0 4-nitro-2-chlorobenzonitrile 
• 873378-23-5 2-chloro-4-p-tolylsulfanyl-benzonitrile 
• 873414-66-5 2-chloro-4-(toluene-4-sulfonyl)-benzonitrile 
• 855290-54-9 4-nitro-2-p-tolylsulfanyl-benzonitrile 
• 836610-99-2 4-nitro-2-(toluene-4-sulfonyl)-benzonitrile 
• 121-87-9 2-Chloro-4-nitroaniline 
• 6625-10-1 C₁₃H₁₀Cl₃NO₂S 
• 301359-12-6 N-(2,4-dichlorophenyl)-4-methylbenzenesulfonamide 

Relevant articles and documents

Ligand-Controlled Regiodivergence for Catalytic Stereoselective Semireduction of Allenamides

Ligand-controlled regiodivergence has been developed for catalytic semireduction of allenamides with excellent chemo- and stereocontrol. This system also provides an example of catalytic regiodivergent semireduction of allenes for the first time. The divergence of the semireduction is enabled by ligand switch with the same palladium pre-catalyst under operationally simple and mild conditions. Monodentate ligand XPhos exclusively promotes selective 1,2-semireduction to afford allylic amides, while bidentate ligand BINAP completely switched the regioselectivity to 2,3-semireduction, producing (E)-enamide derivatives.

Synthesis of: N -arylsulfonamides via Fe-promoted reaction of sulfonyl halides with nitroarenes in an aqueous medium

A fascinating Fe-promoted protocol for the synthesis of N-arylsulfonamides has been developed. Starting from commercially available nitroarenes and sulfonyl chlorides, moderate to excellent yields of the corresponding N-arylsulfonamides can be obtained. In particular, Fe dust serves as the sole reductant in the transformation and it can be easily performed on a large scale.

Differentiation of isomeric haloanilines by tosylation in combination with electrospray ionization mass spectrometry

Differentiation of the isomeric haloanilines still remains a challenging and?necessary?analytic task due to their identical retention time in chromatography and similar mass spectra. In this work, p-tosylation of haloanilines by reaction of haloanilines with p-toluenesulfonyl chloride resulted in the corresponding N-tosyl haloanilines. Fragmentation of protonated N-tosyl haloanilines in electrospray ionization tandem mass spectrometry (ESI-MS/MS) mainly resulted in tosyl cation, haloaniline radical cation, and halohydroxyaniline radical cation. The MS/MS of the three group isomeric derivatives showed significant difference in abundance distribution of these product ions, respectively. Theoretical calculations showed that the stability of the ion-neutral complex (INC) is a key factor influencing the relative intensity of the product ions. The three group isomeric derivatives were also separated by high performance liquid chromatograph (HPLC) at conventional conditions. p-Tosylation combined tandem MS (or HPLC) technique were carried out to realize the differentiation of isomeric haloanilines.