Difference between revisions 421825442 and 421825636 on enwiki

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| verifiedrevid = 388653250
| ImageFile = Chloramine T.svg
| ImageSize = 200px
| 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.

==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 Publishers | 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}}

==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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