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N-Chloropiperidine

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N-Chloropiperidine
Names
Preferred IUPAC name 1-Chloropiperidine
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C5H10ClN/c6-7-4-2-1-3-5-7/h1-5H2Key: CIQJWKNJDQKPPO-UHFFFAOYSA-N
SMILES
  • ClN1CCCCC1
Properties
Chemical formula C5H10ClN
Molar mass 119.59 g·mol
Appearance Colorless liquid
Boiling point 50–60 °C (122–140 °F; 323–333 K) 40-50 mm Hg
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

N-Chloropiperidine is the organic compound with the formula C5H10NCl. A colorless liquid, it is a rare example of an organic chloramine, i.e. a compound with an N-Cl bond. It is prepared by treatment of piperidine with calcium hypochlorite. Typical of chloramines, the compound is so reactive that it is generated and used in situ rather than being isolated. The compound undergoes dehydrohalogenation to afford the cyclic imine.

References

  1. Claxton, George P.; Allen, Lloyd; Grisar, J. Martin (1977). "2,3,4,5-Tetrahydropyridine Trimer". Organic Syntheses. 56: 118. doi:10.15227/orgsyn.056.0118.


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