N-Chlorosuccinimide

  • NCS
  • Succinchlorimid
  • 1- chloropyrrolidine -2 ,5- dione

Colorless solid with odor of chlorine

Fixed

1.65 g · cm -3

148-151 ° C

216.5 ° C

14 g · l-1 in water (20 ° C)

Risk

-357.9 KJ / mol

Template: Infobox chemical / molecular formula search available

N-chlorosuccinimide, usually abbreviated as NCS, is chlorinated at the nitrogen imide of succinic acid.

Production and representation

NCS can be prepared by treating the succinimide with elemental chlorine.

Use

NCS is used in lab scale, especially as the chlorinating agent, for example, in the chlorination of olefins in the allylic position or the benzylic position in alkylaromatics. In larger amounts it finds in the production of active pharmaceutical ingredients (especially antibiotics ) use. Compared with elemental chlorine ( a corrosive, poisonous gas) can be NCS better store, handle and dose. With sales of NCS is a byproduct of the water-soluble succinimide.

Using N-chlorosuccinimide as the chlorinating agent is an example of a synthesis method that takes place with low atom economy.

CAS registry number PubChem Dangerous Substances Directive (67/548/EEC) Alkene CRC Handbook of Chemistry and Physics
9020
de