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N-Chlorosuccinimide

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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
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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)
Flash point:
>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
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
InChIKey
JRNVZBWKYDBUCA-UHFFFAOYSA-N
LogP
-1.19
CAS DataBase Reference
128-09-6(CAS DataBase Reference)
NIST Chemistry Reference
N-Chlorosuccinimide(128-09-6)
EPA Substance Registry System
N-Chlorosuccinimide (128-09-6)
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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
21
Hazard Note 
Irritant
TSCA 
Yes
HazardClass 
8
PackingGroup 
III
HS Code 
29251995
Hazardous Substances Data
128-09-6(Hazardous Substances Data)
Toxicity
MLD orally in rats: 2.7 g/kg (Stohlman, Smith)

MSDS

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N-Chlorosuccinimide Usage And Synthesis

Chemical Properties

white crystalline powder

Uses

N-Chlorosuccinimide is a chlorinating agent for the side-chain halogenation of alkylarenes. It is used frequently for the side-chain chlorination of sensitive hetarenes.

Uses

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.
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.

Definition

ChEBI: 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 Explosibility

Nonflammable

N-ChlorosuccinimideSupplier

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