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

Chemical Properties

White to pink crystalline solid. Soluble in most lacquer solvents. Combustible.

Uses

Different sources of media describe the Uses of 68-34-8 differently. You can refer to the following data:
1. p-Toluenesulfonanilide is used as a reagent in the synthesis of several organic compounds including that of new alkynyl-gold(I) complexes which display anti-cancer activity towards several cancer cell lines particularly HT29, IGROV1, HL60 and I407. it was also used in the synthesis of α,β-unsaturated N-sulfonyl imides via oxidation of sulfonyl ynamides catalyzed by zinc catalyst.
2. Softener for acetylcellulose in proportions up to 50%, 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

• 941-55-9 4-toluenesulfonyl azide 
• 62-53-3 aniline 
• 71-43-2 benzene 
• 73341-21-6 2-cyano-2-propyl tosylate 
• 1153-45-3 4-nitrophenyl 4-methylbenzenesulfonate 
• 64-17-5 ethanol 
• 55305-43-6 N-cyano-N-phenyl-p-toluenesulfonamide 
• 7664-41-7 ammonia 
• 7664-93-9 sulfuric acid 
• 56-23-5 tetrachloromethane 
• 15148-69-3 4-methyl-N-phenyl-N-vinylbenzenesulfonamide 
• 7726-95-6 bromine 
• 91902-16-8 4-(toluene-4-sulfonylamino)-benzenediazonium-betaine 
• 74542-54-4 N,N-phenyl-p-toluenesulfonylbenzamide 

Downstream Products

• 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 
• 70249-63-7 N-(2-bromoethyl)-4-methyl-N-phenylbenzenesulfonamide 
• 87929-22-4 4-methyl-N-(2-methylallyl)-N-phenylbenzenesulfonamide 
• 101574-89-4 4-[N-(toluene-4-sulfonyl)-anilino]-butyronitrile 
• 1109-54-2 N,N'-methanediyl-bis-toluene-4-sulfonanilide 
• 27238-03-5 N-(4-Pentenyl)-N-phenyl-p-toluolsulfonamid 
• 599-62-2 N-methyl-N-phenyltoluenesulfonamide 
• 75953-71-8 N,N'-diphenyl-1,5-diamino-3-oxapentane 
• 116043-27-7 4-Methyl-N-((E)-octa-2,7-dienyl)-N-phenyl-benzenesulfonamide 
• 109774-61-0 tert-butyl phenyl(tosyl)carbamate 
• 89902-36-3 C₁₆H₂₁NO₂SSi 
• 4703-20-2 N-benzyl-N-phenyl-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 Strategy for Amide C-N Bond Activation with Ruthenium Catalyst: Selective Aromatic Acylation

A strategy for amide C-N bond activation with ruthenium catalyst is described for the first time. The in situ formed bis-cycloruthenated complexes were demonstrated to be the key active species with superior oxidative addition ability to an inert amide C-N bond. The direct C-H bond activation of 2-arylpyridines followed by the amide C-N bond activation took place in the presence of a ruthenium precatalyst to produce monoacylation products in moderate to good yields. Synthetically useful functional groups, such as halogen atoms (F and Cl), ester, acetyl, and vinyl, remained intact during tandem C-H/C-N bond activation reactions.