''N''-Chlorosuccinimide is the
organic compound
In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The ...
with the formula C
2H
4(CO)
2NCl. A white solid, it is used for chlorinations.
It is also used as a mild
oxidant
An oxidizing agent (also known as an oxidant, oxidizer, electron recipient, or electron acceptor) is a substance in a redox chemical reaction that gains or " accepts"/"receives" an electron from a (called the , , or ). In other words, an oxid ...
. NCS is related to succinimide, but with NCl in place of NH. The N–Cl bond is highly reactive, and NCS functions as a source of "Cl
+".
Related reagents
*
''N''-Iodosuccinimide (NIS), the
iodine
Iodine is a chemical element with the symbol I and atomic number 53. The heaviest of the stable halogens, it exists as a semi-lustrous, non-metallic solid at standard conditions that melts to form a deep violet liquid at , and boils to a vi ...
analog of ''N''-chlorosuccinimide.
*
''N''-bromosuccinimide (NBS), the
bromine
Bromine is a chemical element with the symbol Br and atomic number 35. It is the third-lightest element in group 17 of the periodic table (halogens) and is a volatile red-brown liquid at room temperature that evaporates readily to form a simila ...
analog of ''N''-chlorosuccinimide.
* Other ''N''-chloro compounds that are commercially available include
chloramine-T,
trichloroisocyanuric acid
Trichloroisocyanuric acid is an organic compound with the formula (C3Cl3N3O3). It is used as an industrial disinfectant, bleaching agent and a reagent in organic synthesis. This white crystalline powder, which has a strong "chlorine odour," is s ...
((OCNCl)
3), 1,3-dichloro-5,5-dimethylhydantoin.
[
]
Further reading
*
References
External links
''N''-Chlorosuccinimide
an
N-Iodosuccinimide
a
Organic Chemistry Portal
{{DEFAULTSORT:Chlorosuccinimide, N-
Reagents for organic chemistry
Oxidizing agents
Succinimides
Nitrogen–halogen compounds