80-39-7

Basic information

• Product Name: N-Ethyl-p-toluenesulfonamide
• Synonyms: Benzenesulfonamide, N-ethyl-4-methyl-;Ethyl toluenesulfonamide;Ethylp-toluenesulfonamide;n-ethyl-4-methyl-benzenesulfonamid;n-ethyl-4-methylbenzenesulfonamide;N-Ethyl-4-methyl-benzenesulfonamide;n-ethyl-4-toluenesulfonamide;N-Ethyl-p-methylbenzenesulfonamide
• CAS NO: 80-39-7
• Molecular Formula: C₉H₁₃NO₂S
• Molecular Weight: 199.27
• EINECS: 201-275-1
• Product Categories: Nitrogen Compounds;Organic Building Blocks;Protected Amines
• Mol File: 80-39-7.mol
• Article Data: 28

Chemical Properties

• Melting Point: 63-65 °C(lit.)
• Boiling Point: 208 °C745 mm Hg(lit.)
• Flash Point: 141.9 °C
• Appearance: off-white crystalline solid
• Density: 1.26 g/cm3
• Refractive Index: 1.5270 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 11.86±0.50(Predicted)
• Water Solubility: <0.01 g/100 mL at 18℃
• Stability: Stable. Incompatible with strong oxidizing agents.
• CAS DataBase Reference: N-Ethyl-p-toluenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Ethyl-p-toluenesulfonamide(80-39-7)
• EPA Substance Registry System: N-Ethyl-p-toluenesulfonamide(80-39-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 80-39-7(Hazardous Substances Data)

Usage

Chemical Properties

off-white crystalline solid

Uses

Different sources of media describe the Uses of 80-39-7 differently. You can refer to the following data:
1. N-Ethyl-4-toluene sulfonamide is a resin carrier in dental materials used for isolating cavities below restorations; plasticizer in polyvinyl alcohollacquers, polyamides, cellulose acetate, etc.
2. N-?Ethyl-?p-?toluenesulfonamide is a reagent used in the sulfonamidation of imidazopyridines.

General Description

Platelets (from dilute alcohol or ligroin) or off-white solid.

Air & Water Reactions

Insoluble in water.

Fire Hazard

Flash point data for N-Ethyl-p-toluenesulfonamide are not available; however, N-Ethyl-p-toluenesulfonamide is probably combustible.

InChI:InChI=1/C9H13NO2S/c1-3-8-6-7(2)4-5-9(8)10-13(11)12/h4-6,13H,3H2,1-2H3,(H,10,11,12)

Upstream product

• 70-55-3 toluene-4-sulfonamide 
• 80-40-0 ethyl ester of p-toluenesulfonic acid 
• 75-04-7 ethylamine 
• 98-59-9 p-toluenesulfonyl chloride 
• 155164-58-2 2-(4-methylbenzenesulfonyl)-4,5-dichloropyridazin-3-one 
• 941-55-9 4-toluenesulfonyl azide 
• 557-66-4 ethanamine hydrochloride 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 74-85-1 ethene 
• 109-63-7 boron trifluoride diethyl etherate 
• 64-17-5 ethanol 
• 349098-36-8 N-ethyl cyclohexylbenzene sulfonamide 
• 21567-23-7 N-ethyl-N-(2-hydroxy-ethyl)-4-methyl-benzenesulfonamide 
• 29981-92-8 1-tosyl-3-methyl-imidazolium chloride 

Downstream Products

• 71173-13-2 N-ethyl-N-p-toluenesulfonylacetamide 
• 5228-67-1 N-Aethyl-N--formamid-diaethylacetal 
• 257953-14-3 N-ethyl-2,4-dimethylbenzenesulfonamide 
• 25566-56-7 N-benzyl-N-ethyl-4-methylbenzenesulfonamide 
• 57186-68-2 N-ethyl-N-methyltoluene-4-sulphonamide 
• 1312206-56-6 N-ethyl-4-methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide 
• 4703-19-9 N,N-diphenyl-p-toluenesulfonamide 
• 10285-92-4 N-ethyl-N-butyl-toluene-4-sulfonamide 

Relevant articles and documents

Chemoselective Cleavage of Acylsulfonamides and Sulfonamides by Aluminum Halides

The chemoselective cleavage of C-N bonds of amides, sulfonamides, and acylsulfonamides by aluminum halides is described. AlCl3and AlI3display complementary reactivities toward N-alkyl and N-acyl moieties. N-Alkylacylsulfonamides, sec

Manganese-Catalyzed N-F Bond Activation for Hydroamination and Carboamination of Alkenes

A visible-light-promoted method for generating amidyl radicals from N-fluorosulfonamides via a manganese-catalyzed N-F bond activation strategy is reported. This protocol employs a simple manganese complex, Mn2(CO)10, as the precatalyst and a cheap silane, (MeO)3SiH, as both the hydrogen-atom donor and the F-atom acceptor, enabling intramolecular/intermolecular hydroaminations of alkenes, two-component carboamination of alkenes, and even three-component carboamination of alkenes. A wide range of valuable aliphatic sulfonamides can be readily prepared using these practical reactions.

Transition-Metal-Free One-Step Synthesis of Ynamides

A robust transition-metal-free one-step strategy for the synthesis of ynamides from sulfonamides and (Z)-1,2-dichloroalkenes or alkynyl chlorides is presented. This method is not only effective for internal ynamides but also amenable for terminal ynamides. Various functional groups, even the vinyl moiety, are compatible, and thus, this strategy offers the opportunity for further functionalization.