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

Description

N,N-DIMETHYL-P-TOLUENESULFONAMIDE, commonly known as DPTTS, is a synthetic chemical compound with the molecular formula C9H13NO2S. It is often used as a reagent in organic chemistry due to its distinct sulfate structure, which provides unique properties for chemical reactions. This light yellow liquid is highly reactive and requires careful handling and appropriate protective measures to avoid potential health risks associated with prolonged exposure.

Uses

Used in Organic Chemistry:
N,N-DIMETHYL-P-TOLUENESULFONAMIDE is used as a mild methylating agent for various chemical reactions. Its distinct sulfate structure allows it to facilitate the transfer of a methyl group to other molecules, making it a valuable tool in the synthesis of different organic compounds.
Used in Research and Development:
In the field of research and development, N,N-DIMETHYL-P-TOLUENESULFONAMIDE is employed as a reagent to explore new chemical reactions and synthesize novel compounds. Its unique properties enable scientists to investigate the potential applications of these newly synthesized compounds in various industries, such as pharmaceuticals, materials science, and environmental science.
Used in Pharmaceutical Industry:
N,N-DIMETHYL-P-TOLUENESULFONAMIDE is used as a reagent in the synthesis of pharmaceutical compounds. Its ability to act as a mild methylating agent can be crucial in the development of new drugs, as it can help in the formation of specific functional groups required for the desired biological activity of the drug.
Used in Material Science:
In material science, N,N-DIMETHYL-P-TOLUENESULFONAMIDE is used as a reagent to synthesize new materials with unique properties. Its role in the methylation process can contribute to the development of advanced materials with improved performance in various applications, such as electronics, energy storage, and environmental protection.
Used in Environmental Science:
N,N-DIMETHYL-P-TOLUENESULFONAMIDE is used as a reagent in the development of new environmental technologies. Its ability to facilitate chemical reactions can be harnessed to create innovative solutions for environmental challenges, such as pollution control, waste management, and sustainable resource utilization.

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

Upstream product

• 74-83-9 methyl bromide 
• 70-55-3 toluene-4-sulfonamide 
• 5228-68-2 N-Methyl-N--formamid-dimethylacetal 
• 80459-48-9 4-tosyloxybenzaldehyde 
• 124-40-3 dimethyl amine 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 74-88-4 methyl iodide 
• 640-61-9 N-methyl-p-toluenesulfonylamide 
• 421-20-5 Methyl fluorosulfonate 
• 108-88-3 toluene 
• 13360-57-1 dimethylamino sulfonyl chloride 
• 98-59-9 p-toluenesulfonyl chloride 
• 462637-40-7 2-(1-hexynyl)benzoic acid methyl ester 
• 2840-22-4 dimethylamine p-toluenesulfonate 

Downstream Products

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

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.

Debenzylative Sulfonylation of Tertiary Benzylamines Promoted by Visible Light

An efficient, general, inexpensive, and environmentally friendly photosynthesis of sulfonamides via visible light promoted debenzylative sulfonylation of tertiary benzylamines is described. Compared to the traditional S?N coupling reactions, which are promoted by oxidative C?N bond cleavage of symmetrical tertiary alkylamines, this strategy provides a selective C?N bond cleavage protocol and avoids the use of transition-metal, explosive oxidants, and ligands.

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.