68-34-8

Basic information

• Product Name: P-TOLUENESULFONANILIDE
• Synonyms: N(1)-Phenyl-4-toluenesulfonamide;Nsc24629;p-Toluenesulfonanilide,N-phenyl-p-toluenesulfonaMide;p-Toluenesulfonanilide;P-TOLUENESULFONANILIDE;4-methyl-n-phenyl-benzenesulfonamid;4-methyl-n-phenylbenzenesulfonamide;n-phenyl-p-toluenesulfonamide
• CAS NO: 68-34-8
• Molecular Formula: C₁₃H₁₃NO₂S
• Molecular Weight: 247.31
• EINECS: 200-684-2
• Mol File: 68-34-8.mol
• Article Data: 234

Chemical Properties

• Melting Point: 102°C
• Boiling Point: 425.5°C at 760 mmHg
• Flash Point: 211.1°C
• Appearance: /
• Density: 1.2217 (rough estimate)
• Vapor Pressure: 5.35E-08mmHg at 25°C
• Refractive Index: 1.6800 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 8.60±0.10(Predicted)
• CAS DataBase Reference: P-TOLUENESULFONANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: P-TOLUENESULFONANILIDE(68-34-8)
• EPA Substance Registry System: P-TOLUENESULFONANILIDE(68-34-8)

Safety Data

• Statements: 20/21/22
• Safety Statements: 36/37/39
• RTECS: XT6100000
• TSCA: Yes
• Hazardous Substances Data: 68-34-8(Hazardous Substances Data)

Usage

Description

P-Toluenesulfonanilide is an organic compound that serves as a versatile reagent in the synthesis of various organic compounds, including alkynyl-gold(I) complexes with anti-cancer properties and α,β-unsaturated N-sulfonyl imides.

Uses

Used in Pharmaceutical Industry:
P-Toluenesulfonanilide is used as a reagent in the synthesis of new alkynyl-gold(I) complexes, which exhibit anti-cancer activity towards several cancer cell lines, such as HT29, IGROV1, HL60, and I407.
Used in Chemical Industry:
P-Toluenesulfonanilide is used as a reagent in the synthesis of α,β-unsaturated N-sulfonyl imides via the oxidation of sulfonyl ynamides catalyzed by zinc catalysts.
Used in Textile Industry:
P-Toluenesulfonanilide is used as a softener for acetylcellulose in proportions up to 50%.
Used in Dye Industry:
P-Toluenesulfonanilide is used as a dyestuff intermediate.

InChI:InChI=1/C13H13NO2S/c1-11-7-9-13(10-8-11)17(15,16)14-12-5-3-2-4-6-12/h2-10H,1H3,(H,14,15,16)

Upstream product

• 734-25-8 N-(4-nitrophenyl)-4-methylbenzenesulfonamide 
• 142-04-1 aniline hydrochloride 
• 55305-43-6 N-cyano-N-phenyl-p-toluenesulfonamide 
• 108-24-7 acetic anhydride 
• 62-53-3 aniline 
• 98-59-9 p-toluenesulfonyl chloride 
• 70717-27-0 1-[(4-methylphenyl)sulfonyl]-1H-azepine 
• 5504-03-0 N¹-tosyl-N¹,N²-diphenylacetamidine 
• 109774-61-0 tert-butyl phenyl(tosyl)carbamate 
• 138711-60-1 C₁₆H₁₇NOS 
• 75-03-6 ethyl iodide 
• 630-19-3 pivalaldehyde 
• 5504-03-0 4-Methyl-N-phenyl-N-{1-[(Z)-phenylimino]-ethyl}-benzenesulfonamide 
• 100-01-6 4-nitro-aniline 

Downstream Products

• 599-62-2 N-methyl-N-phenyltoluenesulfonamide 
• 124119-54-6 N,N'-butanediyl-bis-toluene-4-sulfonanilide 
• 108975-51-5 N-butyl-4-methyl-N-phenylbenzenesulfonamide 
• 65148-06-3 N-((4-methylphenyl)sulfonyl)-N-phenyl-beta-alanine 
• 1109-54-2 N,N'-methanediyl-bis-toluene-4-sulfonanilide 
• 1821-40-5 N-ethyl-toluene-4-sulfonanilide 
• 101582-56-3 N-sec-butyl-toluene-4-sulfonanilide 
• 102011-03-0 4-[N-(toluene-4-sulfonyl)-anilino]-butyric acid ethyl ester 
• 104-23-4 4'-aminoazobenzene-4-sulfonic acid 
• 115486-65-2 N-dodecyl-toluene-4-sulfonanilide 
• 734-25-8 N-(4-nitrophenyl)-4-methylbenzenesulfonamide 
• 2903-38-0 N-chloro-N-phenyl-toluene-4-sulfonamide 
• 6314-72-3 4-(N-phenyl)sulfamoylbenzoic acid 
• 301359-12-6 N-(2,4-dichlorophenyl)-4-methylbenzenesulfonamide 

Relevant articles and documents

Intermolecular iodofunctionalization of allenamides with indoles, pyrroles, and furans: Synthesis of iodine-substituted: Z -enamides

A new method was developed to synthesize iodine-substituted Z-enamides through N-iodosuccinimide-mediated intermolecular iodofunctionalization of allenamides with indoles, pyrroles, and furans. These reactions proceed rapidly and tolerate a broad scope of substrates. The conjugated sulfimide ion species probably acts as the key intermediate.

Pressure-induced Synthesis of an N-Sulphonyl-1H-azepine by Sulphonyl-nitrene Insertion into Benzene

The thermal decomposition of toluene-p-sulphonyl azide (1) in an excess of benzene under a nitrogen atmosphere gave p-tosyl-1H-azepine (2), the yield of which increased with an increase in N2 pressure.

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.

A ligand-free copper-catalyzed strategy to the N-arylation of indazole using aryl bromides

A simple and efficient strategy for the C–N cross-coupling of indazole with a variety of substituted aryl bromides is reported. Under the optimized conditions, a broad scope of N-arylated products were obtained in good to excellent yields (up to 87%) under the ligand-free conditions.