109681

N-Chlorosuccinimide

98%

• Sinónimos: 1-Chloro-2,5-pyrrolidinedione, NCS
• Fórmula empírica (notación de Hill): C₄H₄ClNO₂
• Número de CAS: 128-09-6
• Peso molecular: 133.53
• Beilstein/REAXYS Number: 113915
• EC Number: 204-878-8
• MDL number: MFCD00005511
• UNSPSC Code: 12352101
• eCl@ss: 39151413
• PubChem Substance ID: 24846932
• NACRES: NA.22

Propiedades

• 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

Descripción

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.

Información de seguridad

• pictograms: GHS05,GHS07,GHS09
• signalword: Danger
• hcodes: H290,H302,H314,H335,H410
• pcodes: 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: 8A - Combustible corrosive hazardous materials
• wgk_germany: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges