599-69-9

Basic information

• Product Name: N,N-DIMETHYL-P-TOLUENESULFONAMIDE
• Synonyms: AKOS 227-82;4,N,N-TRIMETHYL-BENZENESULFONAMIDE;N,N-DIMETHYL-P-TOLUENESULFONAMIDE;TIMTEC-BB SBB006277;n,n,4-trimethyl-benzenesulfonamid;N,N,4-Trimethyl-benzenesulfonamide;n,n-dimethyl-4-methyl-benzenesulfonamid;n,n-dimethyl-p-toluenesulfonamid
• CAS NO: 599-69-9
• Molecular Formula: C₉H₁₃NO₂S
• Molecular Weight: 199.27
• EINECS: 209-971-7
• Mol File: 599-69-9.mol
• Article Data: 42

Chemical Properties

• Melting Point: 152-153 °C
• Boiling Point: 208°C (rough estimate)
• Flash Point: 134°C
• Appearance: /
• Density: 1.1991 (rough estimate)
• Vapor Pressure: 0.0013mmHg at 25°C
• Refractive Index: 1.5250 (estimate)
• PKA: -4.51±0.70(Predicted)
• CAS DataBase Reference: N,N-DIMETHYL-P-TOLUENESULFONAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-DIMETHYL-P-TOLUENESULFONAMIDE(599-69-9)
• EPA Substance Registry System: N,N-DIMETHYL-P-TOLUENESULFONAMIDE(599-69-9)

Safety Data

• Hazardous Substances Data: 599-69-9(Hazardous Substances Data)

Usage

General Description

N,N-Dimethyl-p-toluenesulfonamide, often abbreviated as DPTTS, is a synthetic chemical compound often used as a reagent in organic chemistry. It is commonly used as a mild methylating agent due to its distinct sulfate structure, imparting unique properties for chemical reactions. Its molecular formula is C9H13NO2S, and typically exists as a light yellow liquid. Due to its highly reactive nature, it needs to be handled with caution and appropriate protective measures. It doesn't naturally occur in the environment and its prolonged exposure can potentially lead to health risks.

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

Upstream product

• 70-55-3 toluene-4-sulfonamide 
• 80-48-8 methyl p-toluene sulfonate 
• 77-78-1 dimethyl sulfate 
• 25286-68-4 3,3-Dimethyl-1-(4-toluolsulfonyl)-triazen 
• 74-88-4 methyl iodide 
• 16181-39-8 O-ethyl N-methyl toluene-4-sulphonimidate 
• 78727-83-0 N-(p-tolylsulfonyl)diphenyltellurimide 
• 640-61-9 N-methyl-p-toluenesulfonylamide 
• 851365-00-9 8-[3-(4-methylbenzenesulfonyl)ureido]octanoic acid methyl ester 
• 462637-40-7 2-(1-hexynyl)benzoic acid methyl ester 
• 2840-22-4 dimethylamine p-toluenesulfonate 
• 103-83-3 N,N'-dimethylbenzylamine 
• 98-59-9 p-toluenesulfonyl chloride 
• 124-40-3 dimethyl amine 

Downstream Products

• 104-15-4 toluene-4-sulfonic acid 
• 50508-55-9 4-(2-Chloro-4-nitro-phenoxymethyl)-N,N-dimethyl-benzenesulfonamide 
• 53178-92-0 p--α,α-dibrom-α-nitro-toluol 
• 53178-79-3 p--α-nitrotoluol 
• 20973-73-3 ω-Dimethylamino-4-dimethylsulfamoyl-styrol 
• 1206-37-7 4-<(Dimethylamino)sulfonyl>benzoic Acid 
• 850429-72-0 N,N-dimethyl-3-bromo-4-methylbenzenesulfonamide 
• 506-59-2 N,N-dimethylammonium chloride 
• 92179-54-9 N,N-dimethyl-4-[(trimethylstannyl)methyl]benzenesulfonamide 
• 53178-87-3 p,p'-Bis-(N,N-Dimethylsulfonamido)-stilben 

Relevant articles and documents

RING-SIZE EFFECTS ON THE IONIZATION POTENTIALS OF N-SUBSTITUTED AZACYCLOALKANES

The ionization potential of the Ione-pair electrons of nitrogen has been determined for N-methyl- and N-tosyl-azacycloalkanes by means of gas-phase u.v. photoelectron spectroscopy.The cyclic compounds examined contain small, common, medium, and large-membered rings.The ionization potentials are affected by conformational features and, in particular, by the strain present in the ring.More precisely, the IPs reflect changes of hybridization of the nitrogen Ione pair upon varying the ring size, whereby a lower or higher energy is required for the ionization process of the cyclic compounds relative to a series of open-chain alkyl amines taken as reference.Steric inhibition of resonance by the N-tosyl substituent takes place in the case of the strained small rings.

NUCLEAR MAGNETIC RESONANCE AND X-RAY DIFFRACTION STUDIES ON SOME SUBSTITUTED BENZENESULPHONAMIDES

Solid-state 13C c.p.-m.a.s. and solution 13C, 15N, and 17O n.m.r. spectra were measured for toluene-p-sulphonamide, N-methyltoluene-p-sulphonamide, NN-dimethyltoluene-p-sulphonamide, p-chlorobenzenesulphonamide, and NN-simethyl-p-chlorobenzenesulphonamide.The 13C c.p.-m.a.s. n.m.r. resonance lines of the carbon atoms bonded to nitrogen show characteristic line broadening with sligthly asymmetric doublet petterns.Some differences are evident in the 13C shielding of the carbon atoms between the solid-state and solution-state spectra.In the solution spectra the 15N and 17O chemical shifts increase in conformity with the polarity order of the amides.The n.m.r. relaxation times of the methyl groups of the compounds were measured as well.The crystal structures of N-methyltoluene-p-sulphonamide and NN-dimethyltoluene-p-sulphonamide were determined by single-crystal X-ray diffraction technique and refined to final R values of 0.056 and 0.044, respectively.Except for some baely significant differences, the bond lengths and angles are similar in the two compounds.The most striking difference is the value of the C-C-S-N torsion angle.

Synthesis method of aryl tertiary sulfonamide compounds promoted by visible light

The invention provides a synthesis method of aryl tertiary sulfonamide compounds promoted by visible light. In a non-protonic solvent, N-benzyl tertiary amine and arylsulfonyl chloride are used as rawmaterials, under the conditions of photosensitizer catalysis and illumination, a reaction is carried out for 1-4h at room temperature, and then separation and purification are carried out to obtain the product. The synthesis method of the aryl tertiary sulfonamide compound provided by the invention has the advantages of mild reaction conditions, simplicity and convenience in operation, short reaction time, no need of any transition metal catalysis and environmental friendliness.

Controlled synthesis of N, N-dimethylarylsulfonamide derivatives as nematicidal agents

Gramine can be intelligently and efficiently supplied with N, N-dimethylamino group and then reacted with the corresponding sulfonyl chlorides to synthesize N, N-dimethylarylsulfonamides. We herein designed and controlled synthesis of N, N-dimethylarylsulfonamide derivatives, and first reported the results of the nematicidal activity of 15 title compounds 3a-o against Meloidogyne incongnita in vitro, respectively. Among all of the title derivatives, compounds 3a, 3c, 3k, and 3o exhibited potent nematicidal activity with median lethal concentration (LC50) values ranging from 0.22 to 0.26 mg/L. Most noteworthy, N, N-dimethyl-4-methoxyphenylsulfonamide (3c) and N, N-dimethyl-8-quinolinesulfonamide (3o) showed the best promising and pronounced nematicidal activity, with LC50 values of 0.2381 and 0.2259 mg/L, respectively.