Difference between revisions 167200417 and 167227176 on enwiki

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| ImageFile = 
| ImageSize = 122px
| 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
|   CASNo = 127-65-1
|   PubChem = 
(contracted; show full)

==Chemistry==
As a ''N''-chloro compound, it contains active ([[electrophilic]]) [[chlorine]] and can be compared to the ''[[Oxygen|O]]''-chlorinated [[sodium hypochlorite]]. Chloramine-T is nearly neutral (pH typically 8.5). In water, it breaks down to the disinfectant [[hypochlorite]].
 It can be used as a source of electrophilic chlorine in [[organic synthesis]].

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

==Use as a biocide==
Chloramine-T is used for disinfection and as an [[algicide]], [[bactericide]], [[germicide]], for [[parasite]] control, and for drinking water disinfection, and as a source of electrophilic chlorine in organic synthesis. 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.

==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]]