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402869

Sigma-Aldrich

Chloramine T trihydrate

ACS reagent, 98%

Sinónimos:

N-Chloro-p-toluenesulfonamide sodium salt

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About This Item

Fórmula lineal:
CH3C6H4SO2NClNa · 3H2O
Número de CAS:
7080-50-4
Peso molecular:
281.69
Beilstein/REAXYS Number:
3924168
EC Number:
204-854-7
MDL number:
MFCD00149066
UNSPSC Code:
12352100
PubChem Substance ID:
24865128
NACRES:
NA.21

grade

ACS reagent

Quality Level

200

assay

98%
98.0-103.0% (ACS specification)

form

powder

reaction suitability

reagent type: oxidant

impurities

<1.5% insolubles (alcohol)

pH

8.0-10.0 (25 °C, 5%)

mp

167-170 °C (lit.)

solubility

H2O: passes test

suitability

passes test for determination of bromide

SMILES string

O.O.O.Cc1ccc(cc1)S(=O)(=O)N([Na])Cl

InChI

1S/C7H7ClNO2S.Na.3H2O/c1-6-2-4-7(5-3-6)12(10,11)9-8;;;;/h2-5H,1H3;;3*1H2/q-1;+1;;;

InChI key

NZYOAGBNMCVQIV-UHFFFAOYSA-N

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General description

Chloramine T (CAT) trihydrate is a commonly used reagent for organic synthesis especially in heterocyclic chemistry. CAT is an active chlorine compound that shows antimicrobial activity.

Application

Chloramine T 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.
It 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.
Nitrene source for aziridinations and aminohydroxylations.

Packaging

Capable of oxidative cyclization to produce various heterocycles.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Resp. Sens. 1 - Skin Corr. 1B

supp_hazards

EUH031

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 2

flash_point_f

377.6 °F - closed cup

flash_point_c

192 °C - closed cup

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Certificados de análisis (COA)

Lot/Batch Number
STBK7802
STBK6340
STBK3526
STBK1659
STBK0022

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Facile one pot synthesis of 8-chloro-[1, 2, 4] triazolo [4, 3-a] pyrazines via oxidative cyclisation using chloramine T.
Mal S, et al.
Tetrahedron Letters, 56(22), 2896-2901 (2015)
M Nagl et al.
The British journal of dermatology, 149(3), 590-597 (2003-09-27)
The well-known active chlorine compound chloramine T (CAT) with broad-spectrum antimicrobial activity is in common therapeutic use for leg ulcers with purulent coatings; however, this treatment is painful. The tolerability of the less aggressive N-chlorotaurine (NCT), an endogenous compound also
[1-(4-Nitrobenzyl)-2-butyl-4-chloro-1H-imidazol-5-yl]-4, 5-dihydro-1-phenyl-1H-pyrazole: Synthesis, Anti-Inflammatory and Analgesic Activities.
Sreenivasa S and Shankar BJ.
Open Journal of Medicinal Chemistry, 3(2) (2013)
Synthesis and antimicrobial activity of novel isoxazolines by 1, 3-dipolar cycloaddition reactions.
Govindaraju M, et al.
International Journal of ChemTech Research, 6(2), 886-890 (2014)
Novel (+)-3-Carene Derivatives and Their Application in Asymmetric Synthesis.
Roszkowski P, et al.
Synthesis, 47(04), 569-574 (2015)
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