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DESCRIPTION:
P-TOLUENESULFONYLCHLORAMIDE SODIUM is the organic compound with the formula CH3C6H4SO2NClNa.
Both the anhydrous salt and its trihydrate are known. Both are white powders.
P-TOLUENESULFONYLCHLORAMIDE SODIUM is used as a reagent in organic synthesis.
CAS :7080-50-4
European Community (EC) Number: 615-172-8
Molecular Formula: C7H13ClNNaO5S
IUPAC Name: sodium;chloro-(4-methylphenyl)sulfonylazanide;trihydrate
SYNONYMS OF P-TOLUENESULFONYLCHLORAMIDE SODIUM:
(N-chloro-p-toluenesulfonamide)sodium,chloramine T,chloramine-T,chloramine-T anhydrous,chloramine-T trihydrate,chloramine-T, 36Cl-labeled,Clorina, Euclorina,Hydroclonazone,P-TOLUENESULFONYLCHLORAMIDE SODIUM,Chloramine-T trihydrate,7080-50-4,Chloramine T trihydrate,Tosylchloramide sodium trihydrate,Chloraseptin,Hydroclonazone,Chlorazol,Minachlor,Trichlorol,Disifin,Clorina,Euclorina,Halamid,UNII-4IU6VSV0EI,Chloramine-t trihydrate [MI],Benzenesulfonamide, N-chloro-4-methyl-, sodium salt, trihydrate,DTXSID6040795,MFCD00149066,4IU6VSV0EI,N-Chloro-p-toluenesulfonamide, monosodium salt, trihydrate,Sodium derivative of N-chloro-p-toluenesulfonamide trihydrate,DTXCID4020795,Sodium chloro(tosyl)amide trihydrate,sodium;chloro-(4-methylphenyl)sulfonylazanide;trihydrate,NCGC00164243-01,Benzenesulfonamide, N-chloro-4-methyl-, sodium salt, hydrate (1:1:3),CAS-7080-50-4,p-Toluenesulfonchloramide Sodium Salt,N-Chloro-p-toluenesulfonamide sodium salt,HALAMID AQUA,Chloroamine t trihydrate,CHEMBL1591636,ACS,98%,Tox21_112091,Tox21_302436,HY-U00087AKOS015904558,AKOS025310804,NCGC00255685-01,AS-83654,Chloramine T trihydrate, A.C.S. reagent,DA-72164,Chloramine T trihydrate, p.a., 98-103%,Chloramine T trihydrate, ACS reagent, 98%,CHLORAMINE-T TRIHYDRATE [GREEN BOOK],E75782,149358-73-6 (.xH2O),doi:10.14272/NZYOAGBNMCVQIV-UHFFFAOYSA-N.1,Chloramine T trihydrate, JIS special grade, >=98.0%,Q27259662,F0001-1827,Chloramine T trihydrate, Reag. Ph. Eur., 98.0-103.0%,Chloramine T trihydrate, meets analytical specification of Ph.??Eur., BP, 98-103%,Chloramine T trihydrate, purum p.a., for the detection of halogens and bromate, >=98.0% (RT)
P-TOLUENESULFONYLCHLORAMIDE SODIUM is commonly used as cyclizing agent in the synthesis of aziridine, oxadiazole, isoxazole and pyrazoles.
It's inexpensive, has low toxicity and acts as a oxidizing agent.
In addition, P-TOLUENESULFONYLCHLORAMIDE SODIUM also acts as a source of nitrogen anions and electrophilic cations.
P-TOLUENESULFONYLCHLORAMIDE SODIUM may undergo degradation on long term exposure to atmosphere such that care must be taken during its storage.
REACTIONS:
P-TOLUENESULFONYLCHLORAMIDE SODIUM contains active (electrophilic) chlorine.
Its reactivity is similar to that of sodium hypochlorite.
Aqueous solutions of chloramine-T are slightly basic (pH typically 8.5).
The pKa of the closely related N-chlorophenylsulfonamide C6H5SO2NClH is 9.5.[2]
P-TOLUENESULFONYLCHLORAMIDE SODIUM is prepared by oxidation of toluenesulfonamide with sodium hypochlorite, with the latter being produced in situ from sodium hydroxide and chlorine (Cl2)
USES:
P-TOLUENESULFONYLCHLORAMIDE SODIUM is Reagent in amidohydroxylation
The Sharpless oxyamination converts an alkene to a vicinal aminoalcohol.
A common source of the amido component of this reaction is chloramine-T.[4]
Vicinal aminoalcohols are important products in organic synthesis and recurring pharmacophores in drug discovery.
Oxidant:
P-TOLUENESULFONYLCHLORAMIDE SODIUM is a strong oxidant.
P-TOLUENESULFONYLCHLORAMIDE SODIUM oxidizes hydrogen sulfide to sulfur and mustard gas to yield a harmless crystalline sulfimide.
P-TOLUENESULFONYLCHLORAMIDE 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.
Thus, P-TOLUENESULFONYLCHLORAMIDE SODIUM is used to incorporate iodine into peptides and proteins.
P-TOLUENESULFONYLCHLORAMIDE SODIUM together with iodogen or lactoperoxidase is commonly used for labeling peptides and proteins with radioiodine isotopes.
APPLICATIONS OF P-TOLUENESULFONYLCHLORAMIDE SODIUM
P-TOLUENESULFONYLCHLORAMIDE SODIUM Sodium Salt Trihydrate is a reagent for selective oxidation of methionine.
P-TOLUENESULFONYLCHLORAMIDE SODIUM is used as an antibacterial agent; a topical antiseptic.
Capable of oxidative cyclization to produce various heterocycles.
Nitrene source for aziridinations and aminohydroxylations.
Reactant for Preparation of factor Xa inhibitors as novel anticoagulants.
KEY APPLICATIONS OF P-TOLUENESULFONYLCHLORAMIDE SODIUM:
P-TOLUENESULFONYLCHLORAMIDE SODIUM is Reagent for selective oxidation of methionine
P-TOLUENESULFONYLCHLORAMIDE SODIUM is Antibacterial agent
P-TOLUENESULFONYLCHLORAMIDE SODIUM is Capable of oxidative cyclization to produce various heterocycles
P-TOLUENESULFONYLCHLORAMIDE SODIUM is Nitrene source for aziridinations and aminohydroxylations
CHEMICAL AND PHYSICAL PROPERTIES OF P-TOLUENESULFONYLCHLORAMIDE SODIUM:
Molecular Weight
281.69 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Hydrogen Bond Donor Count
3
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Hydrogen Bond Acceptor Count
6
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Rotatable Bond Count
1
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Exact Mass
281.0100657 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Monoisotopic Mass
281.0100657 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Topological Polar Surface Area
46.5Ų
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Heavy Atom Count
16
Computed by PubChem
Formal Charge
0
Computed by PubChem
Complexity
231
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Isotope Atom Count
0
Computed by PubChem
Defined Atom Stereocenter Count
0
Computed by PubChem
Undefined Atom Stereocenter Count
0
Computed by PubChem
Defined Bond Stereocenter Count
0
Computed by PubChem
Undefined Bond Stereocenter Count
0
Computed by PubChem
Covalently-Bonded Unit Count
5
Computed by PubChem
Compound Is Canonicalized
Yes
Formula:
C7H7ClNNaO2S•3H2O
Purity:
>98.0%(T)
Color and Shape:
White to Light yellow powder to crystal
Molecular weight:
281.69
Appearance White - slightly yellow, crystals - crystalline powder
pH pH (50g/l, 25 degrees C) : 8.0 - 11.0
Purity 98.0 - 104.0% (C7H7ClNaNO2S.3H2O)(mass/mass)(Titration)
Product Number C0076
Purity / Analysis Method >98.0%(T)
Molecular Formula / Molecular Weight C7H7ClNNaO2S•3H2O = 281.69
Physical State (20 deg.C) Solid
Storage Temperature Room Temperature (Recommended in a cool and dark place, <15°C)
Store Under Inert Gas Store under inert gas
Condition to Avoid Light Sensitive,Air Sensitive
CAS RN 7080-50-4
Reaxys Registry Number 3924168
PubChem Substance ID 87565265
Merck Index (14) 2075
MDL Number
MFCD00000522
CAS # 7080-50-4
Density (trihydrate): 1.4 g/cm³
EC Number 204-854-7
Flash Point 192°C c.c. (trihydrate)
Format Powder
Hazard Statements H302-H314-H334. Contact with acids liberates toxic gas.
Melting Point 170-177 deg C decomposes
Molecular Formula C7H7ClNO2SNa•3H2O
Molecular Weight 227.638 g/mol
RTECS Number XT5616800
Safety Symbol GHS05, GHS07, GHS08
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 g/L (hydrate)[1]
Appearance White to Light yellow powder to crystal
Purity(Iodometric Titration) min. 98.0 %
pH 9.0 to 11.0(50g/L, 25 deg-C)
Substances darkend by H2SO4 to pass test
Properties (reference)
Solubility in water Soluble
Degree of solubility in water 150 g/l 25 °C
Solubility (insoluble in) Chloroform, Benzene, Ether
SAFETY INFORMATION ABOUT P-TOLUENESULFONYLCHLORAMIDE SODIUM:
First aid measures:
Description of first aid measures:
General advice:
Consult a physician.
Show this safety data sheet to the doctor in attendance.
Move out of dangerous area:
If inhaled:
If breathed in, move person into fresh air.
If not breathing, give artificial respiration.
Consult a physician.
In case of skin contact:
Take off contaminated clothing and shoes immediately.
Wash off with soap and plenty of water.
Consult a physician.
In case of eye contact:
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
Continue rinsing eyes during transport to hospital.
If swallowed:
Do NOT induce vomiting.
Never give anything by mouth to an unconscious person.
Rinse mouth with water.
Consult a physician.
Firefighting measures:
Extinguishing media:
Suitable extinguishing media:
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, Nitrogen oxides (NOx), Hydrogen chloride gas
Advice for firefighters:
Wear self-contained breathing apparatus for firefighting if necessary.
Accidental release measures:
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment.
Avoid breathing vapours, mist or gas.
Evacuate personnel to safe areas.
Environmental precautions:
Prevent further leakage or spillage if safe to do so.
Do not let product enter drains.
Discharge into the environment must be avoided.
Methods and materials for containment and cleaning up:
Soak up with inert absorbent material and dispose of as hazardous waste.
Keep in suitable, closed containers for disposal.
Handling and storage:
Precautions for safe handling:
Avoid inhalation of vapour or mist.
Conditions for safe storage, including any incompatibilities:
Keep container tightly closed in a dry and well-ventilated place.
Containers which are opened must be carefully resealed and kept upright to prevent leakage.
Storage class (TRGS 510): 8A: Combustible, corrosive hazardous materials
Exposure controls/personal protection:
Control parameters:
Components with workplace control parameters
Contains no substances with occupational exposure limit values.
Exposure controls:
Appropriate engineering controls:
Handle in accordance with good industrial hygiene and safety practice.
Wash hands before breaks and at the end of workday.
Personal protective equipment:
Eye/face protection:
Tightly fitting safety goggles.
Faceshield (8-inch minimum).
Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection:
Handle with gloves.
Gloves must be inspected prior to use.
Use proper glove
removal technique (without touching glove's outer surface) to avoid skin contact with this product.
Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
Full contact:
Material: Nitrile rubber
Minimum layer thickness: 0.11 mm
Break through time: 480 min
Material tested:Dermatril (KCL 740 / Aldrich Z677272, Size M)
Splash contact
Material: Nitrile rubber
Minimum layer thickness: 0.11 mm
Break through time: 480 min
Material tested:Dermatril (KCL 740 / Aldrich Z677272, Size M)
It should not be construed as offering an approval for any specific use scenario.
Body Protection:
Complete suit protecting against chemicals, The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection:
Where risk assessment shows air-purifying respirators are appropriate use a fullface respirator with multi-purpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup to engineering controls.
If the respirator is the sole means of protection, use a full-face supplied air respirator.
Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).
Control of environmental exposure
Prevent further leakage or spillage if safe to do so.
Do not let product enter drains.
Discharge into the environment must be avoided.
Stability and reactivity:
Chemical stability:
Stable under recommended storage conditions.
Incompatible materials:
Strong oxidizing agents:
Hazardous decomposition products:
Hazardous decomposition products formed under fire conditions.
Carbon oxides, Nitrogen oxides (NOx), Hydrogen chloride gas.
Disposal considerations:
Waste treatment methods:
Product:
Offer surplus and non-recyclable solutions to a licensed disposal company.
Contact a licensed professional waste disposal service to dispose of this material.
Contaminated packaging:
Dispose of as unused product.
