1709-50-8

Basic information

• Product Name: N,N-Diethylbenzenesulfonamide
• Synonyms: N,N-Diethylbenzenesulfonamide
• CAS NO: 1709-50-8
• Molecular Formula: C₁₀H₁₅NO₂S
• Molecular Weight: 213.32
• Mol File: 1709-50-8.mol
• Article Data: 40

Chemical Properties

• Melting Point: 38.5-40 °C(Solv: ethyl ether (60-29-7); hexane (110-54-3))
• Boiling Point: 314°C (rough estimate)
• Flash Point: 144°C
• Appearance: /
• Density: 1.1764 (rough estimate)
• Vapor Pressure: 0.000462mmHg at 25°C
• Refractive Index: 1.5060 (estimate)
• PKA: -4.91±0.70(Predicted)
• CAS DataBase Reference: N,N-Diethylbenzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Diethylbenzenesulfonamide(1709-50-8)
• EPA Substance Registry System: N,N-Diethylbenzenesulfonamide(1709-50-8)

Safety Data

• Hazardous Substances Data: 1709-50-8(Hazardous Substances Data)

Usage

General Description

N,N-Diethylbenzenesulfonamide is a chemical compound consisting of a benzene ring with a sulfonamide functional group and two ethyl groups attached. It is widely used as a plasticizer in the production of polymers and resins, and as a corrosion inhibitor in metalworking fluids. It is also utilized as an intermediate in the synthesis of pharmaceuticals, dyes, and rubber chemicals. N,N-Diethylbenzenesulfonamide is known for its ability to act as a UV stabilizer, providing protection against degradation caused by exposure to sunlight. Additionally, N,N-Diethylbenzenesulfonamide is used as an insect repellent, particularly in plastic and rubber products. Despite its industrial applications, this chemical must be handled with caution due to its potential hazards to human health and the environment.

InChI:InChI=1/C10H15NO2S/c1-3-11(4-2)14(12,13)10-8-6-5-7-9-10/h5-9H,3-4H2,1-2H3

Upstream product

• 109-89-7 diethylamine 
• 660-68-4 diethyl amine hydrochloride 
• 80-17-1 benzenesufonyl hydrazide 
• 6419-71-2 4-chloro-N,N-diethylbenzenesulfonamide 
• 1068-55-9 isopropylmagnesium chloride 
• 873-55-2 sodium benzenesulfonate 
• 121-44-8 triethylamine 
• 98-09-9 benzenesulfonyl chloride 
• 13056-98-9 3,3-diethyl-1-phenyltriaz-1-ene 
• 36719-71-8 1-phenyl-3,3-tetramethylenetriazene 
• 62-53-3 aniline 
• 1229516-64-6 N-benzenesulfonyl-2,4-dibromopyrrole 
• 1246187-73-4 N-benzenesulfonyl-2,5-dibromopyrrole 
• 16851-82-4 N-phenylsulfonylpyrrole 

Downstream Products

• 1450829-76-1 diisopropyl (2-(N,N-diethylsulfamoyl)phenyl)phosphonate 
• 1450829-75-0 dimethyl (2-(N,N-diethylsulfamoyl)phenyl)phosphonate 
• 201340-83-2 ((2-(N,N-diethylsulfoamoyl)phenyl)2Bi)2C₆H₃SO₂NEt₂ 
• 201340-87-6 (2-(N,N-diethylsulfoamoyl)phenyl)2Bi(C₆H₃(SO₂NEt₂)Bi(p-Tol)2) 
• 201340-82-1 bis[2-(N,N-diethylsulfoamoyl)phenyl]bismuth iodide 
• 680183-39-5 N,N-diethyl-4'-methoxy-[1,1'-biphenyl]-2-sulfonamide 
• 1312206-46-4 N,N-diethyl-2-(1-(phenylsulfonyl)-1H-indol-3-yl)benzenesulfonamide 
• 1312206-43-1 N,N-diethyl-2-(pyridin-2-yl)benzenesulfonamide 
• 1312206-66-8 N,N-diethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6-trimethylsilyl-benzenesulfonamide 
• 1312206-59-9 N,N-diethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide 
• 166967-37-9 tris[2-(N,N-diethylsulfoamoyl)phenyl]bismuthane 

Relevant articles and documents

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Nanosized CdS as a Reusable Photocatalyst: The Study of Different Reaction Pathways between Tertiary Amines and Aryl Sulfonyl Chlorides through Visible-Light-Induced N-Dealkylation and C-H Activation Processes

It has been found that the final products of the reaction of sulfonyl chlorides and tertiary amines in the presence of cadmium sulfide nanoparticles under visible light irradiation are highly dependent on the applied reaction conditions. Interestingly, with the change of a reaction condition, different pathways were conducted (visible-light-induced N-dealkylation or sp3 and sp2 C-H activation) that lead to different products such as secondary amines and various sulfonyl compounds. Remarkably, all of these reactions were performed under visible light irradiation and an air atmosphere without any additive or oxidant in benign solvents or under solvent-free conditions. During this study, the CdS nanoparticles as affordable, heterogeneous, and recyclable photocatalysts were designed, successfully synthesized, and fully characterized and applied for these protocols. During these studies, intermediates resulting from the oxidation of tertiary amines are trapped during the photoinduced electron transfer (PET) process. The reaction was carried out efficiently with a variety of substrates to give the corresponding products at relatively short times in good to excellent yields in parallel with the use of the visible light irradiation as a renewable energy source. Most of these processes are novel or are superior in terms of cost-effectiveness, safety, and simplicity to published reports.

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.