733423
N,N-Dichloro-p-toluenesulfonamide
97%
Synonym(s):
Dichloramine T
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About This Item
Empirical Formula (Hill Notation):
C7H7Cl2NO2S
CAS Number:
Molecular Weight:
240.11
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352002
EC Number:
207-462-4
MDL number:
assay
97%
reaction suitability
reagent type: oxidant
mp
79-83 °C
storage temp.
−20°C
SMILES string
Cc1ccc(cc1)S(=O)(=O)N(Cl)Cl
InChI
1S/C7H7Cl2NO2S/c1-6-2-4-7(5-3-6)13(11,12)10(8)9/h2-5H,1H3
InChI key
ARGDYOIRHYLIMT-UHFFFAOYSA-N
Application
N,N-Dichloro-p-toluenesulfonamide (TsNCl2) can be used as:
- A nitrogen source for the preparation of aziridines from electron-deficient α,β-unsaturated alkenes in the presence of palladium catalyst.
- A reagent in the synthesis of dichlorohaloamines by aminohalogenation of functionalized olefins using copper(I) chloride or 4-dimethylaminopyridine (DMAP) catalyst.
- A chlorinating agent in the regioselective synthesis of α-mono chlorosulfoxides from dialkyl sulfoxides or alkyl aryl sulfoxides.
signalword
Danger
hcodes
Hazard Classifications
Eye Irrit. 2 - Ox. Sol. 1 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
5.1A - Strongly oxidizing hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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J S Nakai et al.
Regulatory toxicology and pharmacology : RTP, 31(2 Pt 1), 200-209 (2000-06-15)
The subchronic toxicity of 0.2-200 ppm dichloramine and 0.2-90 ppm trichloramine in the drinking water of rats was investigated using biochemical, hematological, and histopathological parameters. Animals in the highest dose groups consumed 5-15% less fluid than controls with no significant
T Jyotsna et al.
International journal of radiation applications and instrumentation. Part B, Nuclear medicine and biology, 13(5), 549-550 (1986-01-01)
Iodination of insulin using N-dichloro-p-toluene sulphonamide(dichloramine-T) has been standardised. Dichloramine-T, a water insoluble derivative of chloramine-T showed excellent properties as an iodination reagent, for the preparation of radiolabeled insulin for use in radioimmunoassay. Iodination using dichloramine-T could be done at
Palladium-catalyzed aziridination of alkenes using N, N-dichloro-p-toluenesulfonamide as nitrogen source
Han J, et al.
Tetrahedron Letters, 47(40), 7225-7228 (2006)