''N''-Chloropiperidine 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
5H
10NCl. A colorless liquid, it is a rare example of an organic
chloramine
Chloramines refer to derivatives of ammonia and organic amines wherein one or more N-H bonds have been replaced by N-Cl bonds. Two classes of compounds are considered: inorganic chloramines and organic chloramines.
Inorganic chloramines
Inorgan ...
, i.e. a compound with an N-Cl bond. It is prepared by treatment of
piperidine
Piperidine is an organic compound with the molecular formula (CH2)5NH. This heterocyclic compound, heterocyclic amine consists of a six-membered ring containing five methylene bridges (–CH2–) and one amine bridge (–NH–). It is a colorless ...
with
calcium hypochlorite
Calcium hypochlorite is an inorganic compound with formula Ca(OCl)2. It is the main active ingredient of commercial products called bleaching powder, chlorine powder, or chlorinated lime, used for water treatment and as a bleaching agent. Thi ...
. Typical of chloramines, the compound is so reactive that it is generated and used in situ rather than being isolated. The compound undergoes
dehydrohalogenation
In chemistry, dehydrohalogenation is an elimination reaction which removes a hydrogen halide from a substrate. The reaction is usually associated with the synthesis of alkenes, but it has wider applications.
Dehydrohalogenation from alkyl halid ...
to afford the cyclic imine.
References
Nitrogen–halogen compounds
Chlorine(−I) compounds
1-Piperidinyl compounds
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