Structure via PubChem · Public domain (PubChem)
N-chlorosuccinimide
Sign in to saveAlso known as 1-Chloro-2,5-pyrrolidine-dione, Succinochlorimide, Succinic N-chloroimide, NCS, Chlorosuccinimide, 1-Chloro-2,5-pyrrolidinedione, Succinchlorimide
'''N-Chlorosuccinimide (NCS''') is the organic compound with the formula C2H4(CO)2NCl. This white solid is used for chlorinations. It is also used as a mild oxidant. NCS is related to succinimide, but with N–Cl in place of N–H. The N–Cl bond is highly reactive, and NCS functions as a source of "Cl+".
Chemical data
- Formula
- C4H4ClNO2
- Molecular weight
- 133.53 g/mol
- IUPAC name
- 1-chloropyrrolidine-2,5-dione
- SMILES
- C1CC(=O)N(C1=O)Cl
- InChIKey
- JRNVZBWKYDBUCA-UHFFFAOYSA-N
- XLogP
- -0.2
- Polar surface area
- 37.4 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- heterocyclic compound
- Has part
- hydrogen
- Mass
- 132.993
Show 4 more facts
- chemical formula
- C₄H₄ClNO₂
- canonical SMILES
- C1CC(=O)N(C1=O)Cl
- melting point
- 148.0
- Commons category
- N-Chlorosuccinimide
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
5 sectionsContents
- Synthesis and selected reactions
- Related reagents
- Further reading
- References
- External links
'''N-Chlorosuccinimide (NCS') is the organic compound with the formula C2H4(CO)2NCl. This white solid is used for chlorinations. It is also used as a mild oxidant. NCS is related to succinimide, but with N–Cl in place of N–H. The N–Cl bond is highly reactive, and NCS functions as a source of "Cl+".
==Synthesis and selected reactions== NCS is produced from succinimide by treatment with sources, such as sodium hypochlorite (bleach), and t-butylhypochlorite, and even chlorine.
Excerpted from Wikipedia’s “N-chlorosuccinimide” article, available under the CC BY-SA 4.0 licence.