144-86-5

Basic information

• Product Name: N-Chloro-p-toluenesulfonamide
• Synonyms: 127-65-1 (Hydrochloride salt);Benzenesulfonamide, N-chloro-4-methyl-;p-Toluenesulfonamide, N-chloro-;N-chlorotoluene-p-sulfonamide
• CAS NO: 144-86-5
• Molecular Formula: C₇H₈ClNO₂S
• Molecular Weight: 205.66
• Mol File: 144-86-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 355.7°Cat760mmHg
• Flash Point: 168.9°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 1.12E-05mmHg at 25°C
• CAS DataBase Reference: N-Chloro-p-toluenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Chloro-p-toluenesulfonamide(144-86-5)
• EPA Substance Registry System: N-Chloro-p-toluenesulfonamide(144-86-5)

Safety Data

• Hazardous Substances Data: 144-86-5(Hazardous Substances Data)

Usage

Definition

ChEBI: Toluene-p-sulfonamide chlorinated at nitrogen.

InChI:InChI=1/C7H8ClNO2S.Na/c1-6-2-4-7(5-3-6)12(10,11)9-8;/h2-5H,1H3,(H,9,10,11);/q;+1/p-1

Upstream product

• 127-65-1 chloroamine-T 
• 5775-33-7 N-chlorodiethylamine 
• 70-55-3 toluene-4-sulfonamide 
• 1585-74-6 dimethylchloroamine 
• 32579-76-3 1-chloro-2,2,6,6-tetramethylpiperidine 
• 6830-30-4 N-chloro-2,6-dimethylpiperidine 
• 24948-81-0 chloro-diisopropyl-amine 
• 507-40-4 tert-butylhypochlorite 

Downstream Products

• 81221-65-0 N,N'-bis-(toluene-4-sulfonyl)-ethanesulfinamidyne 
• 50-00-0 formaldehyd 
• 139748-22-4 [1-(Toluene-4-sulfonyl)-1-aza-spiro[2.5]oct-2-yl]-methanol 
• 115344-31-5 [(2R,3S)-3-Benzyloxymethyl-1-(toluene-4-sulfonyl)-aziridin-2-yl]-methanol 

Related news

Tetraalkylammonium N-Chloro-p-toluenesulfonamide (cas 144-86-5) as aminating agent of olefins09/30/2019

The alkylammonium salt of chloramine-T has been used as aminating agent of olefins in the presence of M(TPP)Cl (M = Fe, Mn; TPP = tetraphenylporphyrin) as catalyst. Main products were the corresponding allylamine, the aziridine, the α-chloro-amine derived by attack of chloride ion on the less s...detailed

Oxidation of some catecholamines by sodium N-Chloro-p-toluenesulfonamide (cas 144-86-5) in acid medium: A kinetic and mechanistic approach09/29/2019

The kinetics of the oxidation of five catecholamines viz., dopamine (A), L-dopa (B), methyldopa (C), epinephrine (D) and norepinephrine (E) by sodium N-chloro-p-toluenesulfonamide or chloramine-T (CAT) in presence of HClO4 was studied at 30±0.1 °C. The five reactions followed identical kinetic...detailed

Relevant articles and documents

Mechanistic Investigation of Osmium(VIII) Catalyzed Oxidation of Glutamic Acid With Sodium Salt of N-Chloro 4-Methylbenzenesulfonamide in Aqueous Media: A Practical Approach

L-glutamic acid is used in the production of monosodium glutamate spices and other biochemical reagents. Its oxidation kinetics and a detailed mechanistic interaction of Os(VIII) catalyzed Glue-CAT reaction in alkaline medium have been investigated at different temperatures. It has been studied spectrophotometrically as a basic experimental approach for this study. All variables affecting the development of the color were investigated and the conditions were optimized. The effect of Glue, CAT, Os(VIII), and OH concentration on the rate of reaction has been studied. The reactions follow identical kinetics for all It is a first order reaction in both Glue and CAT, but fractional order in alkali and Os(VIII). Increasing ionic strength dielectric constant of the medium had no significant effect on the rate. The effects of added products like halide ions and toluene-p-sulfonamide have also been investigated. A mechanism involving the formation of a complex between Glue-CAT-Os(VIII) has been proposed. The stoichiometry of the reaction is found to be 1:1. The main products of Glue were identified with the help of FTIR and TLC. The reaction constants involved in the mechanism are explained. There is a good agreement between the observed and calculated rate constants under different experimental conditions. Investigations at different temperatures allowed the determination of the activation parameters with respect to the slow step of the proposed mechanism. The proposed methods were successfully applied for the high yield of the products and short reaction times. It is also an inexpensive, simple, and smooth method.

Structure-activity considerations in kinetics and mechanism of chlorine exchange between chloramine-T and secondary amines

To study the mechanism of N-chlorination of secondary amines by chloramine-T, the kinetics of the reactions of some aromatic-substituted analogues of N-chlorobenzenesulfonamide with various secondary amines were determined. The importance of amine basicity and reactivity of the N-Cl bond of the N-chlorobenzenesulfonamide was also assessed. The results indicate that a mechanism involving the un-ionized species of both reactants (i.e., a molecular mechanism), rather than an ionic mechanism, is operating and that the reaction most likely proceeds via a six-membered-ring transition state that incorporates a water molecule.