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Merck
CN

31224

Chloramine T trihydrate

98.0-103.0%, reag. Ph. Eur.

Synonym(s):

N-Chloro-p-toluenesulfonamide sodium salt

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About This Item

Linear Formula:
CH3C6H4SO2NClNa · 3H2O
CAS Number:
7080-50-4
Molecular Weight:
281.69
NACRES:
NA.21
PubChem Substance ID:
57648517
UNSPSC Code:
12352100
EC Number:
204-854-7
MDL number:
MFCD00149066
Beilstein/REAXYS Number:
3924168

Key Documents

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Product Name

Chloramine T trihydrate, reag. Ph. Eur., 98.0-103.0%

InChI key

NZYOAGBNMCVQIV-UHFFFAOYSA-N

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;;;

SMILES string

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

agency

USP/NF
reag. Ph. Eur.

assay

98.0-103.0%

impurities

≤1.5% insoluble in ethanol

pH

8-10 (20 °C, 5%)

mp

167-170 °C (lit.)

Quality Level

100

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Application

Chloramine-T trihydrate can be used as:
  • A reagent for chlorination in drinking water treatment.
  • A dehydrogenating agent for the oxidative dehydrogenation of aromatic aldehyde phenylhydrazones to synthesize nitrile imines.
  • The nitrene source for the aziridination of alkenes and the amidation of cyclic ethers.

General description

Chloramine-T trihydrate is a widely used oxidizing agent in organic synthesis. It acts as a source of halonium cation and nitrogen anion and thus acts as a base and nucleophile. Due to its reactivity with a wide range of functional groups, it is involved in different molecular transformations. It is effective in acidic, neutral, and basic conditions.

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

WGK 2

flash_point_f

377.6 °F - closed cup

flash_point_c

192 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB6742
SDBB3693
STBL3911
STBL1454
STBL1453

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Chloramine-T (N-chloro-p-toluenesulfonamide sodium salt), a versatile reagent in organic synthesis and analytical chemistry: An up to date review
Nayak Y, et al.
Journal of Saudi Chemical Society, 101416-101416 (2022)
Crystal and molecular structure of chloramine-T trihydrate. Absence of a sodium-nitrogen interaction in the oxidant. N-chloro-N-sodiotoluene-p-sulfonamide.
Olmstead MM and Power PP.
Inorganic Chemistry, 25(22), 4057-4058 (1986)
Nitrene transfer reactions catalysed by copper (I) complexes in ionic liquid using chloramine-T
Cano I, et al.
Dalton Transactions (2007)
Synthesis of 3, 4-diaryl-1-phenyl-4, 5-dihydro-1H-pyrazole-5-carbonitriles via 1, 3-dipolar cycloaddition reactions
Prabhashankar J, et al.
Turkish Journal of Chemistry, 37, 853-857 (2013)
Chloramine T and related N-halogeno-N-metallo reagents.
Campbell MM and Johnson G.
Chemical Reviews, 78(1), 65-87 (1978)
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