ChemicalBook Product Catalog Chemical Reagents Organic reagents Amide N-Chlorosuccinimide

N-Chlorosuccinimide

N-Chlorosuccinimide Basic information
Product Name:N-Chlorosuccinimide
Synonyms:1-Chloro-2,5-piperidinedione;Pyrrolidinedione, 1-chloro-;Succinic N-chloroimide;succinicn-chloroimide;Succinimide, N-chloro-;Succinochlorimide;N-Chlorosuccini1mide;N-ChlorosucciniMide, 98.5%
CAS:128-09-6
MF:C4H4ClNO2
MW:133.53
EINECS:204-878-8
Product Categories:C-X Bond Formation (Halogen);Chlorination;Halogenation;N-Substituted Maleimides, Succinimides & Phthalimides;N-Substituted Succinimides;Synthetic Organic Chemistry;API intermediates;Synthetic Reagents;API Intermediate;128-09-6;bc0001
Mol File:128-09-6.mol
N-Chlorosuccinimide Structure
N-Chlorosuccinimide Chemical Properties
Melting point 148-150 °C (lit.)
density 1,65 g/cm3
vapor pressure 1.04Pa at 25℃
refractive index 1.4378 (estimate)
Fp >110°C
storage temp. Store at +2°C to +8°C.
solubility 14g/l
pka-2.78±0.20(Predicted)
form Crystalline Powder
color White
Odorchlorine odor
Water Solubility Soluble in water, alcohol, benzene, acetone and acetic acid. Slightly soluble in ether, chloroform, carbon tetrachloride and petroleum ether.
Sensitive Moisture Sensitive
Merck 14,2164
Boiling point 216.5°C
BRN 113915
InChIKeyJRNVZBWKYDBUCA-UHFFFAOYSA-N
LogP-1.19
CAS DataBase Reference128-09-6(CAS DataBase Reference)
NIST Chemistry ReferenceN-Chlorosuccinimide(128-09-6)
EPA Substance Registry SystemN-Chlorosuccinimide (128-09-6)
Safety Information
Hazard Codes C,Xi
Risk Statements 22-34
Safety Statements 26-36/37/39-45-37/39
RIDADR UN 3261 8/PG 2
WGK Germany 3
RTECS UY1013500
F 21
Hazard Note Irritant
TSCA Yes
HazardClass 8
PackingGroup III
HS Code 29251995
Hazardous Substances Data128-09-6(Hazardous Substances Data)
ToxicityMLD orally in rats: 2.7 g/kg (Stohlman, Smith)
MSDS Information
ProviderLanguage
Chlorosuccinimide English
ACROS English
SigmaAldrich English
ALFA English
N-Chlorosuccinimide Usage And Synthesis
Chemical Propertieswhite crystalline powder
UsesN-Chlorosuccinimide is a chlorinating agent for the side-chain halogenation of alkylarenes. It is used frequently for the side-chain chlorination of sensitive hetarenes.
UsesN-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.
N-Chlorosuccinimide is used as a chlorinating agent, mild oxidant and swimming pool disinfectant. It is used in the microdetermination of hydrazine salts by titrimetry as well as in the detection of arsenic in the +3 oxidative state. It is also employed in the production of rubber additives. Further, it is used as pharmaceutical intermediate and antibiotic drugs intermediate.
DefinitionChEBI: N-chlorosuccinimide is a five-membered cyclic dicarboximide compound having a chloro substituent on the nitrogen atom. It is a pyrrolidinone and a dicarboximide. It derives from a succinimide.
Flammability and ExplosibilityNonflammable
N-Hydroxysuccinimide N-CHLOROSUCCINIMIDE (67.2.6) N-Iodosuccinimide N-PROPYLAMINE HYDROCHLORIDE O-Phthalimide N-Bromosuccinimide Bismaleimide chloramide DIACETAMIDE Succinimide N-CHLOROSUCCINIMIDE, 98+% DIALIFOS Difluorochloromethane PYRROLIDINEHYDROCHLORIDE Maleimide Diethylamine hydrochloride N-Chlorosuccinimide BUTYLAMINE HYDROCHLORIDE
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