NCS

(N-Chlorosuccinimide)

Other Names:

Chlorosuccinimide

1-chloropyrrolidine-2,5-dione

General Information:

Structure:

CAS Number: 128-09-6

Molecular Weight: 133.53 g/mol

Melting Point: 148-150 C

N-Chlorosuccinimide (NCS) is generally used for chlorination reactions or certain mild oxidations (ex. Corey-Kim oxidation). NCS is a solid which makes is a useful alternative to gaseous chlorine for certain reactions.

Common Uses:

Reagent in SEAr (Electrophilic Aromatic Substitution) chlorinations

Procedure excerpt:

NCS (0.22 g, 1.66 mmol) was added portionwise to a solution of the SM (0.42 g, 1.66 mmol) in DMA (15 mL) at 0 C. The reaction mixture was stirred . . .

[full procedure]

References:

1) Patent Reference: WO2016021742, page 102, (7.7 MB)

2) Wikipedia: N-Chlorosuccinimide (link)

3) www.sigmaaldrich.com: N-Chlorosuccinimide (link)