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SODIUM P-TOLUENESULFONCHLORAMIDE

CAS Number: 127-65-1 
            7080-50-4 (trihydrate)
ChemSpider: 2876055 
ECHA InfoCard: 100.004.414 
EC Number: 204-854-7
Linear Formula: CH3C6H4SO2N(Cl)Na.xH2O


APPLICATIONS

The Sharpless oxyamination converts an alkene to a vicinal aminoalcohol. 
A common source of the amido component of this reaction is Sodium p-toluenesulfonchloramide. 
Vicinal aminoalcohols are important products in organic synthesis and recurring pharmacophores in drug discovery.
Sodium p-toluenesulfonchloramide is a strong oxidant. 
Sodium p-toluenesulfonchloramide oxidizes hydrogen sulfide to sulfur and mustard gas to yield a harmless crystalline sulfimide.

Sodium p-toluenesulfonchloramide converts iodide to iodine monochloride (ICl). 
ICl rapidly undergoes electrophilic substitution predominantly with activated aromatic rings, such as those of the amino acid tyrosine. 
Thus, Sodium p-toluenesulfonchloramide is used to incorporate iodine into peptides and proteins. 
Sodium p-toluenesulfonchloramide together with iodogen or lactoperoxidase is commonly used for labeling peptides and proteins with radioiodine isotopes.

Sodium p-toluenesulfonchloramide trihydrate is a commonly used reagent for organic synthesis especially in heterocyclic chemistry. 
Also, Sodium p-toluenesulfonchloramide is an active chlorine compound that shows antimicrobial activity.

Sodium p-toluenesulfonchloramide is Nitrene source for aziridinations and aminohydroxylations.
Also, Sodium p-toluenesulfonchloramide trihydrate may be used as an oxidizing agent in the synthesis of 8-chloro-[1,2,4]triazolo[4,3-a]pyrazine derivatives and novel isoxazolines.

Sodium p-toluenesulfonchloramide is used in the pharmaceutical industry to prepare sterilizing agents, sulfonamides, indicators.
Moreover, Sodium p-toluenesulfonchloramide trihydrate can be used for detection of bromate and halogens.
Sodium p-toluenesulfonchloramide is used inDetection of bromate and halogens. 

Sodium p-toluenesulfonchloramide is Source of halonium ions and nitrogen anions in organic synthesis.
In addition to that, Sodium p-toluenesulfonchloramide trihydrate is used as an intermediate in the manufacture of chemical substances such as pharmaceuticals. 
Sodium p-toluenesulfonchloramide combines with iodogen or lactoperoxidase and is commonly used for labeling peptides and proteins with radioiodine isotopes. Hypochlorite released from Sodium p-toluenesulfonchloramide acts as an effective oxidizing agent for iodide to form iodine monochloride (ICl).

Sodium p-toluenesulfonchloramide is a reagent for selective oxidation of methionine. 
Sodium p-toluenesulfonchloramide is used as an antibacterial agent; a topical antiseptic. 
In addition, Sodium p-toluenesulfonchloramide is Capable of oxidative cyclization to produce various heterocycles. 
Sodium p-toluenesulfonchloramide is Nitrene source for aziridinations and aminohydroxylations. 
Also, Sodium p-toluenesulfonchloramide is Reactant for Preparation of factor Xa inhibitors as novel anticoagulants.

Sodium p-toluenesulfonchloramide is used for disinfection and as an algicide, bactericide, germicide, for parasite control, and for drinking water disinfection.
The molecular structure of Sodium p-toluenesulfonchloramide is similar to para-aminobenzoic acid, an intermediate in bacterial metabolism, which is disrupted by this sulfonamide (in the same way as by a sulfa drug). 
Therefore, Sodium p-toluenesulfonchloramide is capable of inhibiting with bacterial growth with two mechanisms, with the phenylsulfonamide moiety and the electrophilic chlorine.

Sodium p-toluenesulfonchloramide (Tosylchloramide Sodium Salt) (C7H7CINO2S), is a N-chlorinated and N-deprotonated sulfonamide produced. 
Moreover, Sodium p-toluenesulfonchloramide is a white powder that gives unstable solutions with water. 
Sodium p-toluenesulfonchloramide is used a a disinfectant and a biocide.

Sodium p-toluenesulfonchloramide (Tosylchloramide Sodium Salt) is an investigational animal drug used in the aquaculture industry and also is a very effective odor control compound. 
Also, Sodium p-toluenesulfonchloramide has other applications that include: algaecide, bactericide, germicide, parasite control, and for drinking water disinfection. 
Sodium p-toluenesulfonchloramide is also highly effective against bacteria, viruses, and spores.

In the aquaculture and aquafarming industries, Sodium p-toluenesulfonchloramide (Tosylchloramide Sodium Salt) is used to treat external bacterial infections in salmonid fish such as koi, salmon, trout, and whitefish. 
In the personal care industry, Sodium p-toluenesulfonchloramide is used in hydrotherapy treatments to revitalize, maintain, and restore health.

Hydrotherapeutic applications include whirlpools, saunas, steam baths, foot baths, and sitz baths. 
Sodium p-toluenesulfonchloramide is also used for disinfection in saunas, solariums, gyms, sport centres, kitchens, sanitary facilities, and air conditioning units.

Sodium p-toluenesulfonchloramide is simple and safe to use, dissolves in water (warm) and immediately produces a ready-to-use, highly effective and long-lasting disinfectant solution that lasts up to eight weeks in special UV protected spray bottles.

As an anti-microbial agent, Sodium p-toluenesulfonchloramide (Tosylchloramide Sodium Salt) it has had widespread use in a broad range of practices, including medical, dental, verterinary food processing and agricultural. 
Sodium p-toluenesulfonchloramide also has been used in direct contact with tissues because it has a low degree of cytotoxicity. 
Within the United States of America, the use of Sodium p-toluenesulfonchloramide is more restricted.

Sodium p-toluenesulfonchloramide may also be used in the synthesis of the following compounds:
-Nitrile imines by the oxidative dehydrogenation of N-(nitrobenzyl)-imidazole aldehyde hydrazine.
-Mono-N-tosylated-1,2-diamines.
-3,5-Disubstituted isoxazoles.
-Fused 3,6-disubstituted triazolothiadiazoles by the oxidative cyclization of N-heteroaryl-substituted hydrazones.


DESCRIPTION

Sodium p-toluenesulfonchloramide is the organic compound with the formula CH3C6H4SO2NClNa. 
Both the anhydrous salt and trihydrate of Sodium p-toluenesulfonchloramide are known. 
Both Sodium p-toluenesulfonchloramide types are white powders. 
Sodium p-toluenesulfonchloramide is used as a reagent in organic synthesis.

Sodium p-toluenesulfonchloramide is an organic chlorine compound with an available chlorine content of 28-30% and is intended for use in fish farming for prevention and control of bacterial gill disease. 
Recommended treatment schedules are as follows: 10 mg/L in water of flow-through basin for one hour for preventive purposes, which may be repeated every 15-30 days; 10 mg/L in water of flow-through basin for one hour for therapeutic purposes, which may be repeated up to 3 times within one week.

Sodium p-toluenesulfonchloramide is intended for teat and udder disinfection to prevent udder disease in lactating cows. 
To obtain effective concentrations at least 50 to 100 mg active chlorine/L solution are required. 
This is achieved if a 0.3% tosylchloramide solution is used. 
The teats of lactating cows are dipped in the solution after each milking throughout the lactation period and in nonlactating cows once daily. 
According to prescription 0.5 ml of the solution ready for application (3 mg/ml) should be used for each teat, i.e. 6 mg/animal.

Sodium p-toluenesulfonchloramide is a white to yellow crystalline powder with characteristic odor. 
Sodium p-toluenesulfonchloramide is an air sensitive and corrosive, cause eye and skin burns and chemical dangers: Sodium p-toluenesulfonchloramide is known to explode on heating above 130°C (anhydrous). 
Sodium p-toluenesulfonchloramide decomposes slowly under the influence of air producing chlorine (trihydrate). 
On heating or on contact with acids Sodium p-toluenesulfonchloramide decomposes and produce toxic gases.

Sodium p-toluenesulfonchloramide trihydrate is a commonly used reagent for organic synthesis especially in heterocyclic chemistry. 
Also, Sodium p-toluenesulfonchloramide is an active chlorine compound that shows antimicrobial activity.

Sodium p-toluenesulfonchloramide is an organic sodium salt derivative of toluene-4-sulfonamide with a chloro substituent in place of an amino hydrogen. 
In addition, Sodium p-toluenesulfonchloramide has a role as an antifouling biocide, a disinfectant and an allergen. 
Sodium p-toluenesulfonchloramide contains a chloro(p-tolylsulfonyl)azanide.

Sodium p-toluenesulfonchloramide, the sodium salt of N-chloro-p-toluenesulfonamide, is an antibacterial agent and disinfectant that has been in use for more than a century. 
Synthesis of Sodium p-toluenesulfonchloramide was first reported by F. D. Chattaway in 1905. 
In water, Sodium p-toluenesulfonchloramide decomposes to release active chlorine, which acts as a biocide. 

Sodium p-toluenesulfonchloramide is a source of electrophilic chlorine. 
In water, Sodium p-toluenesulfonchloramide is decomposed to yield hypochlorite, which acts as a disinfectant, and the sulfonamide moiety, which inhibits bacterial grow due to the similarity with para-aminobenzoic acid (a bacterial metabolite). 
Sodium p-toluenesulfonchloramide can therefore be used as a biocide and a mild disinfectant.


PROPERTIES OF SODIUM P-TOLUENESULFONCHLORAMIDE

Chemical formula: C7H7ClNO2S·Na
                  C7H7ClNO2S·Na·(3H2O) (hydrate)
Molar mass: 227.64 g/mol
            281.69 g/mol (trihydrate)
Appearance: White powder
Density: 1.4 g/cm3
Melting point: Releases chlorine at 130 °C (266 °F; 403 K)
Solid melts at 167–169 °C
Solubility in water: >100 mg/mL (hydrate)


SYNONYMS

N-Chloro-para-toluenesulfonylamide
Sodium N-chloro-4-methylbenzenesulphonomite
Chloraseptin
Chlorazol
Clorina
Disifin
Halamid
Hydroclonazone
Trichlorol
Minachlor
Tosylchloramide Sodium
N-chlorotosylamide, sodium salt
Sodium chloro(4-methylbenzene-1-sulfonyl)azanide
Chloramine-T trihydrate
7080-50-4
Chloramine T trihydrate
Tosylchloramide sodium trihydrate
Chlorazol

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