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109681 Aldrich

N-Chlorosuccinimide

98%

Synonym: 1-Chloro-2,5-pyrrolidinedione, NCS

  • CAS Number 128-09-6

  • Empirical Formula (Hill Notation) C4H4ClNO2

  • Molecular Weight 133.53

  •  Beilstein Registry Number 113915

  •  EC Number 204-878-8

  •  MDL number MFCD00005511

  •  eCl@ss 39151413

  •  PubChem Substance ID 24846932

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Properties

Related Categories C-X Bond Formation (Halogen), Chemical Synthesis, Chlorination, Synthetic Reagents
InChI Key   JRNVZBWKYDBUCA-UHFFFAOYSA-N
assay   98%
mp   148-150 °C(lit.)

Description

Packaging

100, 500 g in poly bottle

Application

N-Chlorosuccinimide (NCS) is a chlorinating and oxidizing reagent. It is more efficient when compared to other chlorinating agents, such as 1,3-dichloro-5,5-dimethylhydantoin (NDDH) and trichloroisocyanuric acid (TCCA) due to its high selectivity.
It can be used for:
• Conversion of diindenylzinc agent, [Zn(ind)2(pic)2]5 into 1-chloroindene.
• Selective cleavage of tryptophanyl peptide bonds.
• Chemoselective oxidation of primary alcohols to aldehydes catalyzed by 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO) in the presence of tetrabutylammonium chloride under bi-phasic conditions.
• Conversion of primary amides and aldoximes to their corresponding nitriles in the presence of triphenylphosphine.
• α-Chlorination of acyl-chlorides.
• Conversion of benzylic sulfides into α-chloro sulfides.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 3261 8 / PGII
WGK Germany 
3
RTECS 
UY1013500

Documents

Certificate of Analysis

Certificate of Origin


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Protocols & Articles
Peer-Reviewed Papers
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References

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