Difference between revisions 415464339 and 421825442 on enwiki

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| ImageFile = Chloramine T.svg
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| IUPACName = ''N''-chloro 4-methylbenzenesulfonamide, sodium salt
| OtherNames = ''N''-chloro ''para''-toluenesulfonylamide,<br>sodium chloro[(4-methyl phenyl)sulfonyl]azanide, chloramine-T
| Section1 = {{Chembox Identifiers
(contracted; show full)

The sulfur adjacent to the nitrogen can stabilize a nitrogen anion (R<sub>2</sub>N<sup>–</sup>), so that the N-chloro sulfonamide moiety can be deprotonated at nitrogen even with only sodium hydroxide.


Chloramine T is also used to oxidize iodide anion to [[iodonium]] cation and thus be incorporated to proteins. Tyrosine aromatic ring activated by hydroxyl group undergoes ortho electrophilic aromat==Use in radioiodination==
If iodide anion is present in the solution, released hypochlorite acts as effective oxidizing agent to form iodine chloride (ICl). ICl rapidly undergoes electrophilic substitution predominantly with activated aromatic rings, such as those of tyrosine aminoacid. Thus, Chloramine-T is widely used for the incorporation of iodine to peptides and proteins. Chloramine-T (together with Iodogen or lactoperoxidase) is commonly used for labeling peptides and proteins with radioiodine isotopes(I-123, I-125 or I-131) <ref name=Radiochemistry>{{Cite encyclopedia | author = F.Rösch | title = Radiochemistry and Radiopharmaceutical Chemistry in Life Sciences. Volume 4 | publisher = Kluwer Academic sPubstitution.lishers | location = Dordrecht/Boston/London | 10.1002/14356007.a14_381}}</ref>

==Use as a biocide==
Chloramine-T is used for disinfection and as an [[algicide]], [[bactericide]], [[germicide]], for [[parasite]] control, and for drinking water disinfection. The molecular structure of toluenesulfonylamide is similar to [[para-aminobenzoic acid]], an intermediate in bacterial metabolism, which is disrupted by this sulfonamide (in the same way as by a [[sulfa drug]]). Therefore, chloramine-T is capable of inhibiting with bacterial growth with two mechanisms, with the phenylsulfonamide moiety and the electrophilic chlorine.

==References==
{{reflist}}⏎
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==External links==
*Chemicalland21.com: [http://chemicalland21.com/lifescience/agro/CHLORAMINE%20T.htm]
*MSDS [http://www.hschem.com/msdscht.html], ICSS [http://www.inchem.org/documents/icsc/icsc/eics0413.htm]

[[Category:Sulfonamides]]
[[Category:Pesticides]]

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