Tosylchloramide sodium is used in acidic, neutral and alkaline systems.
Tosylchloramide sodium is used as a reagent in organic synthesis.
Tosylchloramide sodium is commonly used as cyclizing agent in the synthesis of aziridine, oxadiazole, isoxazole and pyrazoles.
CAS Number: 127-65-1 / 7080-50-4 (trihydrate)
EC Number: 204-854-7
Molecular Formula: C7H7ClNNaO2S
Chemical formula: C7H7ClNO2S•Na / C7H7ClNO2S•Na•(3H2O) (hydrate)
SYNONYMS:
Chloramine-T, Chloramine T, Tosylchloramide sodium, Sodium tosylchloramide, Sodium p-toluenesulfonylchloramide, Sodium p-toluenesulfonchloramide, Sodium N-chloro-p-toluenesulfonamide, Sodium N-chloro-4-methylbenzenesulfonamide, N-Chloro-p-toluenesulfonamide sodium salt, N-Chloro-4-methylbenzenesulfonamide sodium salt, p-Toluenesulfonchloramide sodium salt, p-Toluenesulfonamide N-chloro sodium salt, Sodium chloramine-T, Monochloramine-T, Chlorazan, Chlorazene, Chlorazone, Chloralone, Chlorasan, Chlorosol, Chlorozone, Chlorseptol, Chloraseptine, Heliogen, Halamid, Mannolite, Mianine, Multichlor, Tampules, Tochlorine, Tolamine, Acti-chlore, Aktivin, Anexol, Gyneclorina, Euclorina, Chloramine-T, Sodium chloro(4-methylbenzene-1-sulfonyl)azanide, N-Chloro-para-toluenesulfonylamide, Sodium N-chloro-4-methylbenzenesulphonomite, Chloraseptin, Chlorazol, Clorina, Disifin, Halamid, Hydroclonazone, Trichlorol, Minachlor, Tosylchloramide Sodium, N-chlorotosylamide, sodium salt, Aseptoclean, Chloraseptine, Sodium N-chloro 4-methylbenzenesulfonamide trihydrate, Sodium N-chloro-4-toluenesulfonamide trihydrate, Sodium n-chloro-p-toluenesulfonamide trihydrate, Tosylchloramide sodium, Chloramine-T, CHLORAMINE T, 127-65-1, Chloralone, Chlorasan, Chlorazene, Chlorozone, Acti-chlore, Tosylchloramide sodium, Chloraseptine, Chlorazan, Chlorazone, Chlorosol, Chlorseptol, Heliogen, Mannolite, Tampules, Tochlorine, Tolamine, Sodium chloramine T, Monochloramine T, Multichlor, Aktivin, Sodium p-toluenesulfonchloramide, Chlorina Aktivin, Sodium chloro(tosyl)amide, Sodium tosylchloramide, Euclorina, Clorina, Tosilcloramida sodica, Tosylchloramide sodique, (N-Chloro-p-toluenesulfonamido)sodium, Sodium p-toluenesulfonylchloramide, Tosylchloramidum natricum, Berkendyl, Halamid, N-Chloro-p-toluenesulfonamide sodium, Sodium N-chloro-p-toluenesulfonamide, Anexol, chloramine-T anhydrous, Cloramine T, Gyneclorina, Clorosan, Mianine, Gansil, Chloramin Heyden, Kloramine-T, CHEBI:53767, Tosylchloramide sodium [INN], Chloramin Dr. Fahlberg, 328AS34YM6, N-Chlorotoluenesulfonamide sodium salt, NSC-36959, N-Chloro-4-methylbenzylsulfonamide sodium salt, DTXSID6040321, [chloro(p-tolylsulfonyl)amino]sodium, Aseptoclean, Desinfect, Tosylchloramid-natrium, sodium chloro(4-methylbenzenesulfonyl)azanide, Benzenesulfonamide, N-chloro-4-methyl-, sodium salt, 149358-73-6, Tosylchloramide sodium (INN), N-Chloro-p-toluenesulfonamide sodium salt, Caswell No. 170, Benzenesulfonamide, N-chloro-4-methyl-, sodium salt (1:1), Chloramine-t [NF], TOSYLCHLORAMIDE SODIUM (EP IMPURITY), TOSYLCHLORAMIDE SODIUM [EP IMPURITY], TOSYLCHLORAMIDE SODIUM (EP MONOGRAPH), TOSYLCHLORAMIDE SODIUM [EP MONOGRAPH], p-Toluenesulfonchloramide Sodium Salt, sodium chloro((4-methylphenyl)sulfonyl)azanide, sodium chloro[(4-methylphenyl)sulfonyl]azanide, HSDB 4303, SR-01000872612, EINECS 204-854-7, Tosilcloramida sodica [INN-Spanish], N-Chloro-4-methylbenzenesulfonamide sodium salt, NSC 36959, Tosylchloramide sodique [INN-French], (N-chloro-p-toluenesulfonamide)sodium, Tosylchloramidum natricum [INN-Latin], AI3-18426C, EPA Pesticide Chemical Code 076502, UNII-328AS34YM6, Chloramin T, p-Toluenesulfonamide, N-chloro-, sodium salt, Tosyl chloramide sodium, Sodiumchloro(tosyl)amide, CHLORAMINE-T [MI], Epitope ID:116223, CHLORAMINE-T [HSDB], SCHEMBL19335, CHEMBL1697734, DTXCID4020321, HMS3264N19, AMY37206, BCP12015, HY-B0959, s6403, Sodium N-chloro-4-toluenesulfonamide, AKOS015890257, CCG-213937, CS-4435, TOSYLCHLORAMIDE SODIUM [WHO-DD], USEPA/OPP Pesticide Code: 076502, DA-72163, Sodium N-chloro 4-methylbenzenesulfonamide, NS00066780, sodium;chloro-(4-methylphenyl)sulfonylazanide, Chloramine-T 1000 microg/mL in Acetonitrile, EN300-75322, D02445, D88065, Q420695, J-008582, SR-01000872612-2, SR-01000872612-3, W-108379, Chloramine (T) N-Chloro-4-toluenesulfonamide,sodium salt, Z1172235461, Acti-chlore, Aktiven, Aktivin, Anexol, Asepto-Sol, Aseptoclean, Berkendyl, Chloralone, Chloramine-T, Chlorasan, Chloraseptine, Chlorazan, Chlorazene, Chlorazene Hydrosol, Chlorazone, Chlorozone, Chlorseptol, Cloramine T, Clorina, Clorosan, Desinfect, Euclorina, Gansil, Gyneclorina, Halamid, Heliogen, Kloramin, Kloramin B, Kloramine-T, Mannolite, Mianine, Monochloramine T, Multichlor, N-Chloro-4-methylbenzenesulfonamide Sodium Salt, N-Chloro-p-toluenesulfonamide Sodium, N-Chloro-p-toluenesulfonamide Sodium Salt, N-Chlorotoluenesulfonamide Sodium Salt, Sodium N-chloro-4-methylbenzenesulfonamide, Sodium N-Chloro-p-toluenesulfonamide, Sodium Chloramine T, Sodium p-Toluenesulfochloramide, Sodium p-Toluenesulfonchloramide, Sodium p-Toluenesulfonylchloramide, Sodium Tosylchloramide, Tampules, Toc, (N-Chloro-p-toluenesulfonamido)sodium, Acti-chlore, Aktivin, Anexol, Aseptoclean, Benzenesulfonamide, N-chloro-4-methyl-, sodium salt, Berkendyl, Chloralone, Chloramin Dr. Fahlberg, Chloramin Heyden, Chloramine T, Chlorasan, Chloraseptine, Chlorazan, Chlorazene, Chlorazone, Chlorina Aktivin, Chlorosol, Chlorozone, Chlorseptol, Cloramine T, Clorina, Clorosan, Desinfect, Euclorina, Gansil, Gyneclorina, Halamid, Heliogen, Kloramin, Kloramine-T, Mannolite, Mianine, Monochloramine T, Multichlor, N-Chloro-4-methylbenzenesulfonamide sodium salt, N-Chloro-4-methylbenzylsulfonamide sodium salt, N-Chloro-p-toluenesulfonamide sodium, N-Chlorotoluenesulfonamide sodium salt, Sodium N-chloro-p-toluenesulfonamide, Sodium chloramine T, Sodium derivative of N-chloro-p-toluenesulfonamide, trihydrate, Sodium p-toluenesulfonchloramide, Sodium p-toluenesulfonylchloramide, Sodium tosylchloramide, Tampules, Tochlorine, Tolamine, Tosilcloramida sodica [INN-Spanish], Tosylchloramid-natrium, Tosylchloramide sodique [INN-French], Tosylchloramide sodium, Tosylchloramidum natricum [INN-Latin], p-Toluenesulfonamide, N-chloro-, sodium salt, [ChemIDplus] UN1759, Chloramine-T, Benzene Sulfonamide Sodium Salt , Sodium chloro(4-methylbenzenesulfonyl)azanide , N-Chloro-p-toluenesulfonamide sodium salt , Clorina, Euclorina, Tosylchloramide sodium , N-chloro tosylamide, sodium salt, N-Chloro 4-methylbenzenesulfonamide, sodium salt , sodium p-toluenesulfonchloramide, N-Chloro para-toluenesulfonylamide, EC 615-172-8, Benzenesulfonamide, N-chloro-4-methyl-, sodium salt, Chloralone, Chlorasan, Chlorozone, chloralone, Chloramine-T, Cloramine T, tosylchloramide sodium, chloramine-t trihydrate, Sodium Chloro(tosyl)amide, Sodium N-chloro-4-methylbenzene-sulfonimidate, Chloramine-T, sodium chloro(tosyl)amide, N-Chloro-p-toluenesulfonamide Sodium Salt Trihydrate, Tosylchloramide Sodium Trihydrate, (N-Chloro-p-toluenesulfonamido)sodium Trihydrate, N-chloro-4-methylbenzenesulfonamide Sodium Salt Trihydrate, benzenesulfonamide, N-chloro-4-methyl-, sodium salt (1:1), chloramine T, N-chloro-4-methylbenzenesulfonamide sodium salt, N-chloro-4-methylbenzenesulphonamide, sodium salt, N-chloro-p-toluenesulfonamide sodium, N-chloro-p-toluenesulfonamide sodium salt, (N-chloro-p-toluenesulfonamido)sodium, ketjensept, sodium chloro(tosyl)amide, sodium chloro[(4-methylbenzene)sulfonyl]azanide, sodium chloro[(4-methylphenyl)sulfonyl]azanide, sodium N-chloro-p-toluenesulfonamide, sodium p-toluenesulfonchloramide, sodium p-toluenesulfonylchloramide, sodium;chloro-(4-methylphenyl)sulfonylazanide, tosyl chloramide sodium, tosylchloramide sodium
Tosylchloramide sodium is more commonly known as Chloramine-T.
Tosylchloramide sodium is an organic sodium salt derived from p-toluenesulfonamide and contains an N–chlorine bond that gives the compound its characteristic oxidizing and chlorine-releasing properties.
Tosylchloramide sodium is available as an anhydrous compound and, very commonly, as the trihydrate.
The anhydrous substance, Tosylchloramide sodium, has a molecular weight of about 227.64 g/mol, while the trihydrate has a molecular weight of about 281.69 g/mol.
Tosylchloramide sodium, or Chloramine-T, is a chlorinated sulfonamide sodium salt with important oxidizing and antimicrobial properties.
Structurally, Tosylchloramide sodium contains a p-tolyl group attached to a sulfonyl group and an N-chlorinated nitrogen center, together with sodium as the counterion.
The N–Cl bond is responsible for much of Tosylchloramide sodium's chemical reactivity.
Unlike simple inorganic hypochlorites, Tosylchloramide sodium combines an active chlorine functionality with an organic sulfonamide structure.
This gives Tosylchloramide sodium a relatively convenient solid form for storage and handling compared with liquid chlorine-based disinfectants.
Tosylchloramide sodium's combination of antimicrobial activity, oxidative capacity, water solubility and relatively low material cost has resulted in applications in disinfection, analytical chemistry, organic synthesis and biochemical/radiochemical research.
Tosylchloramide sodium is an organic sodium salt derivative of toluene-4-sulfonamide with a chloro substituent in place of an amino hydrogen.
Tosylchloramide sodium has a role as a disinfectant, an allergen and an antifouling biocide.
Tosylchloramide sodium contains a chloro(p-tolylsulfonyl)azanide.
Tosylchloramide sodium is the organic compound with the formula CH3C6H4SO2NClNa.
Both the anhydrous salt and Tosylchloramide sodium's trihydrate are known.
Both are white powders.
USES and APPLICATIONS of TOSYLCHLORAMIDE SODIUM:
Use of Tosylchloramide sodium: Detection of bromate and halogens.
Tosylchloramide sodium is a source of halonium ions and nitrogen anions in organic synthesis.
Tosylchloramide sodium is an external disinfectant that has a killing effect on bacteria, viruses, fungi, and spores.
The principle of Tosylchloramide sodium's action is that the solution produces hypochlorous acid and releases chlorine, which has a slow and long-lasting bactericidal effect and can dissolve necrotic tissue.
Tosylchloramide sodium is suitable for disinfecting drinking utensils, food, various tableware, fruits and vegetables, and flushing wounds and mucous membranes; Tosylchloramide sodium is used as a bleaching agent and oxidative desizing agent in printing and dyeing.
Applications of Tosylchloramide sodium: Analytical method development and validation, Routine quality control (HPLC, LC-MS, GC, etc.), Research and formulation studies, Stability testing and impurity profiling.
Intended Use of Tosylchloramide sodium: For laboratory and analytical use only.
Tosylchloramide sodium is primarily used as a disinfectant, antiseptic, oxidizing reagent, halogenating reagent, and analytical/organic chemistry reagent.
Tosylchloramide sodium is particularly useful because it can function as a mild-to-moderate oxidizing and chlorinating reagent under different reaction conditions.
Depending on pH and the reaction environment, different reactive chlorine species can participate in its chemistry.
This allows Tosylchloramide sodium to be used in acidic, neutral and alkaline systems.
Tosylchloramide sodium is used as a reagent in organic synthesis.
Tosylchloramide sodium is commonly used as cyclizing agent in the synthesis of aziridine, oxadiazole, isoxazole and pyrazoles.
Tosylchloramide sodium is inexpensive, has low toxicity, and acts as a oxidizing agent.
In addition, Tosylchloramide sodium also acts as a source of nitrogen anions and electrophilic cations.
-Disinfectant and Antimicrobial Applications of Tosylchloramide sodium:
One of the most important applications of Tosylchloramide sodium is as a disinfectant and antimicrobial agent.
Tosylchloramide sodium can release reactive chlorine species in aqueous systems, allowing it to act against microorganisms.
Tosylchloramide sodium's antimicrobial spectrum can include bacteria, fungi, viruses and some spores, depending on concentration, contact time, formulation and environmental conditions.
Tosylchloramide sodium has therefore been used in disinfectant formulations and in applications involving surfaces, equipment and other materials.
Tosylchloramide sodium's antimicrobial activity is one reason Chloramine-T has been classified as a disinfectant and biocidal substance in chemical databases.
ECHA identifies Tosylchloramide sodium in the EU biocidal active-substance framework, including product types PT02, PT03, PT04 and PT05, with the assessment status shown in the ECHA database.
-Medical and Pharmaceutical Applications of Tosylchloramide sodium:
Tosylchloramide sodium has historically been used as an antiseptic and disinfectant in medical and pharmaceutical contexts.
Tosylchloramide sodium has also been used in formulations and processes involving external disinfection.
However, this should not be interpreted as meaning that general industrial-grade Tosylchloramide sodium is automatically suitable for direct human or medical use.
The appropriate grade, formulation, concentration and regulatory authorization are essential for any medical application.
-Water Disinfection uses of Tosylchloramide sodium:
Because Tosylchloramide sodium provides active chlorine in water, it has been used for water disinfection and related sanitation applications.
Tosylchloramide sodium's usefulness in water treatment is associated with its water solubility and antimicrobial activity.
Tosylchloramide sodium can act as a source of reactive chlorine species that damage microorganisms.
Applications of Tosylchloramide sodium may include treatment of water and disinfection of water-contact equipment, depending on the regulatory framework and formulation involved.
-Tosylchloramide sodium is used as a reagent in amidohydroxylation
The Sharpless oxyamination converts an alkene to a vicinal aminoalcohol.
A common source of the amido component of this reaction is Tosylchloramide sodium.
Vicinal aminoalcohols are important products in organic synthesis and recurring pharmacophores in drug discovery.
-The Sharpless oxyamination uses of Tosylchloramide sodium:
Oxidant
Tosylchloramide sodium is a strong oxidant.
Tosylchloramide sodium oxidizes hydrogen sulfide to sulfur, and mustard gas (bis(2-chloroethyl) sulfide) to yield a harmless crystalline sulfimide.
Tosylchloramide sodium converts iodide to iodine monochloride (ICl).
ICl rapidly undergoes electrophilic substitution predominantly with activated aromatic rings, such as those of the amino acid tyrosine.
This makes Tosylchloramide sodium a useful reagent in combination with an iodide ion source for iodination of peptides and proteins.
Tosylchloramide sodium together with iodogen (1,3,4,6-Tetrachloro-3a,6a-diphenyltetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione) or lactoperoxidase is commonly used for labeling peptides and proteins with radioiodine isotopes.
-Disinfectant uses of Tosylchloramide sodium:
Tosylchloramide sodium has a long history as a hospital disinfectant.
Tosylchloramide sodium is effective against e.g. hepatitis and HI viruses.
Unlike the more common sodium hypochlorite, Tosylchloramide sodium is mildly basic, almost odorless and is not a bleaching agent.
Tosylchloramide Sodium is used as a mild disinfectant.
Tosylchloramide sodium is not stable in the water dissolved form
Tosylchloramide Sodium is a high-quality reference standard supplied with comprehensive characterization data, ensuring compliance with regulatory guidelines.
Tosylchloramide sodium is essential for analytical method development, method validation (AMV), quality control (QC) applications, and plays a crucial role in Abbreviated New Drug Applications (ANDA).
Tosylchloramide Sodium can be used as a reference standard, with possible traceability to pharmacopeial standards such as USP or EP, based on feasibility.
-Surface and Equipment Disinfection uses of Tosylchloramide sodium:
Tosylchloramide sodium can be used in disinfectant systems for surfaces, equipment, instruments and containers.
Its solid form provides a convenient source of active chlorine that can be dissolved before use.
This has made Tosylchloramide sodium relevant to institutional, laboratory, industrial and certain healthcare-related disinfection systems.
-Aquaculture uses of Tosylchloramide sodium:
Another specialized application of Tosylchloramide sodium is aquaculture.
Tosylchloramide sodium has been investigated and used as a disinfectant in fish production systems, particularly for controlling microorganisms associated with fish skin and gill infections.
The ChemicalBook literature summary identifies Tosylchloramide sodium's use in aquaculture for inactivation of viruses and bacteria and discusses its use with salmonids.
Scientific literature also reports prophylactic applications in Atlantic salmon.
-Organic Synthesis uses of Tosylchloramide sodium:
Tosylchloramide sodium is an important reagent in organic chemistry.
Tosylchloramide sodium's active chlorine enables numerous oxidative and chlorination transformations.
Tosylchloramide sodium can be used in reactions involving: Aziridination, Cyclization, Heterocycle synthesis, Halogenation, Oxidation, Cycloaddition, Nitrogen transfer, Electrophilic chlorination, Oxidative functionalization.
Its relatively low cost, commercial availability and ability to work under different pH conditions make Tosylchloramide sodium useful in synthetic chemistry
-Analytical Chemistry uses of Tosylchloramide sodium:
Tosylchloramide sodium has a long history in analytical chemistry.
Its oxidizing ability makes Tosylchloramide sodium suitable for oxidation-reduction reactions and quantitative determinations.
Tosylchloramide sodium has been used as an oxidant for the analytical determination of various inorganic and organic substances.
Historical literature documents Tosylchloramide sodium's use in volumetric analytical methods and describes more than a century of interest in its analytical applications.
-Iodide Determination uses of Tosylchloramide sodium:
Tosylchloramide sodium has specifically been employed for iodide determination.
In one analytical method, excess Tosylchloramide sodium oxidizes iodide to iodate, after which the resulting iodate can be determined iodometrically.
-Radioiodination and Biochemical Research uses of Tosylchloramide sodium:
An important specialized application of Tosylchloramide sodium is radioiodination.
Tosylchloramide sodium can oxidize iodide to a reactive iodine species, allowing iodine to be incorporated into suitable molecules.
Tosylchloramide sodium has consequently been used in the preparation and labeling of iodinated compounds, including biologically relevant molecules.
-Textile Applications of Tosylchloramide sodium:
Tosylchloramide sodium has also been reported in textile processing, particularly as an oxidizing/bleaching agent and in oxidative desizing-related applications.
These uses take advantage of Tosylchloramide sodium's chlorine-based oxidative properties
CHEMICAL PROPERTIES of TOSYLCHLORAMIDE SODIUM:
Tosylchloramide sodium is an N-chlorinated sulfonamide and an organic sodium salt.
Tosylchloramide sodium's most important chemical feature is the presence of an electrophilic chlorine atom attached to nitrogen.
This active chlorine makes Tosylchloramide sodium capable of oxidizing and chlorinating a variety of chemical species.
In aqueous systems, Tosylchloramide sodiumcan participate in equilibria involving active chlorine species.
Tosylchloramide sodium's antimicrobial action is associated with the controlled availability of reactive chlorine species, while its synthetic applications arise from its ability to transfer electrophilic chlorine or participate in oxidation reactions.
Tosylchloramide sodium can act as an oxidizing agent, chlorinating agent, halogenating reagent, nitrogen-source reagent, base and nucleophilic reagent, depending on the reaction system.
A peer-reviewed review describes Tosylchloramide sodium as a versatile reagent that can operate under acidic, neutral and basic conditions and can provide both halonium-type electrophilic species and nitrogen-anion reactivity.
Tosylchloramide sodium's chemical behavior is strongly dependent on pH.
Under different conditions, hypochlorous acid, hypochlorite and N-chlorosulfonamide species can contribute to its oxidation and chlorination chemistry.
This pH-dependent behavior is particularly important in iodination and analytical applications.
Tosylchloramide sodium is also a relatively strong electrolyte in acidic solution and is reported to be fairly soluble in water while being practically insoluble in nonpolar organic solvents such as benzene, chloroform and ether.
CHEMICAL STRUCTURE AND REACTIVITY of TOSYLCHLORAMIDE SODIUM:
The molecule consists of a 4-methylphenyl (p-tolyl) group, a sulfonyl group, an N-chloro nitrogen center, and a sodium counterion.
Tosylchloramide sodium's structure can be represented as:
p-CH3-C6H4-SO2-N(Cl)− Na+
The N–Cl bond is the chemically active portion of the molecule.
Because chlorine is electrophilic in this environment, Tosylchloramide sodium can transfer chlorine to suitable substrates or participate in oxidation reactions.
This makes Tosylchloramide sodium useful for:
Oxidation reactions
Chlorination reactions
Halogenation
Electrophilic iodination
Aziridination
Cyclization
Heterocycle synthesis
Oxidative functional-group transformations
Analytical titration reactions
The literature describes Tosylchloramide sodium as a versatile reagent in organic synthesis, particularly for aziridination, cycloaddition, halogenation and heterocycle synthesis.
BENEFITS AND ADVANTAGES of TOSYLCHLORAMIDE SODIUM:
Tosylchloramide sodium offers several technical advantages.
Tosylchloramide sodium's most important advantage is its dual functionality as an antimicrobial and oxidizing reagent.
The same active chlorine chemistry that provides antimicrobial activity also allows Tosylchloramide sodium to participate in chemical oxidation and halogenation reactions.
Tosylchloramide sodium is water-soluble, which makes it practical for preparing aqueous disinfectant and reagent solutions.
Tosylchloramide sodium is supplied as a solid, which can simplify storage, transportation and formulation compared with handling gaseous chlorine or some liquid chlorine-based materials.
Tosylchloramide sodium has a broad range of chemical reactivity.
Tosylchloramide sodium can participate in reactions under acidic, neutral and alkaline conditions, making it useful in different synthetic and analytical environments.
Tosylchloramide sodium is also relatively inexpensive and commercially available, which contributes to its use as an alternative oxidizing or chlorinating reagent in laboratory chemistry.
Another advantage is Tosylchloramide sodium's ability to provide controlled active chlorine chemistry without requiring direct handling of elemental chlorine gas.
CHARACTERISTICS of TOSYLCHLORAMIDE SODIUM:
Tosylchloramide sodium can be characterized as a chlorinated organic sulfonamide sodium salt with antimicrobial and oxidative properties.
Tosylchloramide sodium's main characteristics include:
Organic sodium salt
N-chlorinated sulfonamide
Active chlorine-containing compound
Oxidizing reagent
Halogenating reagent
Disinfectant
Antimicrobial agent
Water-soluble solid
White to off-white crystalline powder
Chlorine-like odor
Relatively high water solubility
Slightly alkaline aqueous solutions
Effective across a range of reaction conditions
Suitable for analytical chemistry
Useful in organic synthesis
Useful in radioiodination
Capable of releasing reactive chlorine species
Sensitive to inappropriate storage and incompatible chemicals
OXIDIZING PROPERTIES of TOSYLCHLORAMIDE SODIUM:
The oxidizing ability of Tosylchloramide sodium is one of its most important chemical characteristics.
Tosylchloramide sodium can oxidize a variety of substrates and is especially useful when a controlled chlorine-based oxidant is required.
The exact oxidation potential and reaction pathway depend on the solvent, pH, temperature, substrate and other reaction conditions.
In analytical chemistry, Tosylchloramide sodium's oxidation capacity has been exploited for quantitative determination of different compounds.
In organic synthesis, the same property allows transformations such as oxidation, halogenation and cyclization.
REACTIONS of TOSYLCHLORAMIDE SODIUM:
Tosylchloramide sodium contains active (electrophilic) chlorine.
Tosylchloramide sodium's reactivity is similar to that of sodium hypochlorite.
Aqueous solutions of Tosylchloramide sodium are slightly basic (pH typically 8.5).
The pKa of the closely related N-chlorophenylsulfonamide C6H5SO2NClH is 9.5.
Tosylchloramide sodium is prepared by oxidation of toluenesulfonamide with sodium hypochlorite, with the latter being produced in situ from sodium hydroxide and chlorine (Cl2)
Tosylchloramide sodium is one of the most widely used chemical disinfectants in water treatment.
PHYSICAL and CHEMICAL PROPERTIES of TOSYLCHLORAMIDE SODIUM:
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 3
Rotatable Bond Count: 1
Exact Mass: 226.9783716 g/mol
Monoisotopic Mass: 226.9783716 g/mol
Topological Polar Surface Area: 43.5Ų
Heavy Atom Count: 13
Formal Charge: 0
Complexity: 231
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 2
Compound Is Canonicalized: Yes
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)
Molecular Weight: 227.64
Appearance: Solid
Formula: C7H7ClNNaO2S
CAS No.: 127-65-1
SMILES: O=S(C1=CC=C(C)C=C1)(N([Na])Cl)=O
Shipping: Room temperature in continental US; may vary elsewhere.
Storage: 4°C, sealed storage, away from moisture
Appearance: White Powder
Purity: ≥99%
Active Chlorine: ≥24.5%
PH: 8.0-11.0
Physical state: solid
Color: No data available
Odor: No data available
Melting point/freezing point: No data available
Initial boiling point and boiling range: No data available
Flammability (solid, gas): No data available
Upper/lower flammability or explosive limits: No data available
Flash point: No data available
Autoignition temperature: No data available
Decomposition temperature: No data available
pH: No data available
Viscosity
Viscosity, kinematic: No data available
Viscosity, dynamic: No data available
Water solubility: No data available
Partition coefficient: n-octanol/water: No data available
Vapor pressure: No data available
Density: No data available
Relative density: No data available
Relative vapor density: No data available
Particle characteristics: No data available
Explosive properties: No data available
Oxidizing properties: No data available
Other safety information: No data available
Water Solubility: 1.52 mg/mL
logP: -1
logP: 1.85
logS: -2.2
pKa (Strongest Acidic): 4.89
Physiological Charge: -1
Hydrogen Acceptor Count: 3
Hydrogen Donor Count: 0
Polar Surface Area: 43.37 Å2
Rotatable Bond Count: 1
Refractivity: 47.79 m3•mol-1
Polarizability: 18.65 Å3
Number of Rings: 1
Bioavailability: 1
Rule of Five: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No
Chemical Formula: C7H7ClNO2S•Na
Hydrate Formula: C7H7ClNO2S•Na•(3H2O)
Molecular Weight:
227.64 g/mol (anhydrous)
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 g/L (hydrate)
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 3
Rotatable Bond Count: 1
Exact Mass: 226.9783716 g/mol
Monoisotopic Mass: 226.9783716 g/mol
Topological Polar Surface Area: 43.5 Ų
Heavy Atom Count: 13
Formal Charge: 0
Complexity: 231
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 2
Compound Is Canonicalized: Yes
Chemical Name: Sodium; chloro-(4-methylphenyl)sulfonylazanide
Compound Formula: C7H7ClNNaO2S
Molecular Weight: 227.644 g/mol
Appearance: White powder or crystals
Density: 1.4 g/cm³
Melting Point: 167-170 °C
Boiling Point: 314.3 °C at 760 mmHg (est.)
Flash Point: 143.9 °C (291.00 °F, TCC)
Solubility in Water: >100 mg/mL (est.)
Exact Mass: 226.978378 g/mol
Monoisotopic Mass: 226.978378 g/mol
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 4
Rotatable Bond Count: 1
Topological Polar Surface Area: 42.52 Ų
Heavy Atom Count: 13
Formal Charge: 0
Complexity: 231
Covalently-Bonded Unit Count: 2
Compound Is Canonicalized: Yes
InChI Identifier: InChI=1S/C7H7ClNO2S.Na/c1-6-2-4-7(5-3-6)12(10,11)9-8;/h2-5H,1H3;/q-1;+1
InChI Key: VDQQXEISLMTGAB-UHFFFAOYSA-N
SMILES: CC1=CC=C(C=C1)S(=O)(=O)[N-]Cl.[Na+]
EC Number: 204-854-7
PubChem CID: 3641960
RTECS Number: XT5616800
Assay: 95.00 to 100.00%
Food Chemicals Codex Listed: No
Vapor Pressure: 0.000472 mmHg @ 25 °C (est.)
logP (o/w): 2.268 (est.)
Stability: Stable.
Incompatible with strong oxidizing agents.
May decompose violently if heated above 130 °C.
May decompose on exposure to air.
Storage: Keep container tightly closed in a dry and well-ventilated place
Chemical name: Tosylchloramide Sodium,
CAS Number: 127-65-1,
Category: sulphur and selenium compounds, aromatics,
Synonyms: Sodium Chloro(tosyl)amide; Sodium N-chloro-4-methylbenzene-sulfonimidate; Chloramine-T,
Molecular formula: C7H7ClNNaO2S,
Appearance: NA,
Molecular weight: 227.64,
Storage: 2-8°C Refrigerator,
Shipping Conditions: Ambient,
Applications: NA
Physical state: Solid
Appearance: White to off-white powder or crystalline solid
Color: White, white to off-white, or sometimes described as white/yellow powder
Odor: Chlorine-like odor
Molecular weight: 227.64 g/mol for anhydrous Chloramine-T
Molecular weight of trihydrate: 281.69 g/mol
Density: Approximately 1.4 g/cm³; ChemicalBook reports 1.401 g/cm³ at 20 °C
Melting/decomposition behavior: Reported melting range around 167–170 °C, while chlorine release/decomposition can begin at substantially lower temperatures depending on conditions
Water solubility: Highly soluble in water; ChemicalBook reports approximately 150 g/L at 25 °C and solubility greater than 100 mg/mL
Vapor pressure: Reported as approximately 0 Pa at 25 °C
Physical form in commerce: Powder or crystalline material
Storage: Dry, sealed storage is recommended; ChemicalBook lists 2–8 °C for storage of its material
Water behavior: Produces an aqueous solution with slightly alkaline character
pKa: ChemicalBook reports approximately 0.39 at 20 °C for the listed parameter, although pKa values associated with Chloramine-T chemistry can depend strongly on which acid/base equilibrium is being considered
LogP: ChemicalBook reports approximately −1.3 at 20 °C
Surface appearance: Usually crystalline or powdery rather than oily or liquid
Flammability: Not generally classified as a flammable substance
Thermal behavior: Excessive heating can cause decomposition and release of chlorine-containing and other irritating/toxic decomposition products.
Chemical name: Tosylchloramide sodium
Common name: Chloramine-T
IUPAC name: Sodium chloro(4-methylbenzenesulfonyl)azanide
CAS Number: 127-65-1
EC Number: 204-854-7
EINECS Number: 204-854-7
Index Number: 616-010-00-9
Molecular formula: C7H7ClNNaO2S
Alternative formula representation: (C7H4SO2NCl)Na
Molecular weight: 227.64 g/mol
Exact mass: approximately 226.9784 Da
Physical form: Solid
Appearance: White to off-white/white powder or crystalline solid
Odor: Characteristic chlorine-like odor
IUPAC structural description: sodium chloro[(4-methylphenyl)sulfonyl]azanide
SMILES: [Na+].CC1=CC=C(C=C1)S(=O)(=O)[N-]Cl
InChIKey: VDQQXEISLMTGAB-UHFFFAOYSA-N
Other(deleted CASRN): 1576-40-5
ECHA EINECS - REACH Pre-Reg: 204-857-3
FDA UNII: 328AS34YM6
Nikkaji Web: J3.263H
Molecular Weight: 227.64495928
Formula: C7 H7 Cl N Na O2 S
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 170.00 °C. @ 760.00 mm Hg (est)
Boiling Point: 314.30 °C. @ 760.00 mm Hg (est)
Vapor Pressure: 0.000472 mmHg @ 25.00 °C. (est)
Flash Point: 291.00 °F. TCC ( 143.90 °C. ) (est)
logP (o/w): 2.268 (est)
Soluble in: water, 8.372e+004 mg/L @ 25 °C (est)
FIRST AID MEASURES of TOSYLCHLORAMIDE SODIUM:
-Description of first-aid measures:
*If inhaled:
If breathed in, move person into fresh air.
*In case of skin contact:
Wash off with soap and plenty of water.
*In case of eye contact:
Flush eyes with water as a precaution.
*If swallowed:
Never give anything by mouth to an unconscious person.
Rinse mouth with water.
-Indication of any immediate medical attention and special treatment needed:
No data available
ACCIDENTAL RELEASE MEASURES of TOSYLCHLORAMIDE SODIUM:
-Environmental precautions:
Do not let product enter drains.
-Methods and materials for containment and cleaning up:
Sweep up and shovel.
Keep in suitable, closed containers for disposal.
FIRE FIGHTING MEASURES of TOSYLCHLORAMIDE SODIUM:
-Extinguishing media:
*Suitable extinguishing media:
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
-Further information:
No data available
EXPOSURE CONTROLS/PERSONAL PROTECTION of TOSYLCHLORAMIDE SODIUM:
-Control parameters:
--Ingredients with workplace control parameters:
-Exposure controls:
--Personal protective equipment:
*Eye/face protection:
Use equipment for eye protection.
*Skin protection:
Handle with gloves.
Wash and dry hands.
*Body Protection:
Choose body protection in relation to its type
*Respiratory protection:
Respiratory protection is not required.
-Control of environmental exposure:
Do not let product enter drains.
HANDLING and STORAGE of TOSYLCHLORAMIDE SODIUM:
-Precautions for safe handling:
*Hygiene measures:
General industrial hygiene practice.
-Conditions for safe storage, including any incompatibilities:
*Storage conditions:
Store in cool place.
Keep container tightly closed in a dry and well-ventilated place.
*Storage class:
Storage class (TRGS 510): 13:
Non Combustible Solids
STABILITY and REACTIVITY of TOSYLCHLORAMIDE SODIUM:
-Reactivity:
No data available
-Chemical stability:
Stable under recommended storage conditions.
-Possibility of hazardous reactions:
No data available
-Conditions to avoid:
No data available
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