109681

N-Chlorosuccinimide

98%

• Synonym(s): 1-Chloro-2,5-pyrrolidinedione, NCS
• Empirical Formula (Hill Notation): C₄H₄ClNO₂
• CAS Number: 128-09-6
• Molecular Weight: 133.53
• Beilstein: 113915
• EC Number: 204-878-8
• MDL number: MFCD00005511
• eCl@ss: 39151413
• PubChem Substance ID: 24846932
• NACRES: NA.22

Properties

• Quality Level: 200
• assay: 98%
• form: solid
• mp: 148-150 °C (lit.)
• SMILES string: ClN1C(=O)CCC1=O
• InChI: 1S/C4H4ClNO2/c5-6-3(7)1-2-4(6)8/h1-2H2
• InChI key: JRNVZBWKYDBUCA-UHFFFAOYSA-N

Description

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 regioselectivity.
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.

Packaging

100, 500 g in poly bottle

Safety Information

• Pictograms: GHS05,GHS07,GHS09
• Signal Word: Danger
• Hazard Statements: H290 - H302 - H314 - H335 - H410
• Precautionary Statements: P260 - P273 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 8A - Combustible, corrosive hazardous materials
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves