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N-Chlorosuccinimide
(CAS RN:128-09-6 Product Number:C0291)

Structure

N-Chlorosuccinimide
Synonym NCS

General Information

Product Number C0291

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Purity/Analysis Method >98.0%(T)
Storage Temperature
M.F. / M.W. C4H4ClNO2=133.53
CAS RN 128-09-6
Related CAS RN
MDL Number MFCD00005511
Packaging and Container
  • Product Details
  • Safety & Regulations

Specification

Purity(Iodometric Titration) min. 98.0 %
Melting point 146.0 to 151.0 deg-C
Solubility in hot Methanol almost transparency

References

Beilstein 21,380
Reaxys-RN 113915
PubChem SID 87565445
Merck Index(14) 2164
F&F 10,94
RTECS# UY1013500
EC Number 204-878-8

GHS

Pictogram
Signal Word Danger
Hazard Statements
  • H290
  • :May be corrosive to metals.
  • H302
  • :Harmful if swallowed.
  • H314
  • :Causes severe skin burns and eye damage.
Precautionary Statements
  • P260
  • :Do not breathe dusts or mists.
  • P280
  • :Wear protective gloves, protective clothing, face protection.
  • P301+P330+P331+P310
  • :IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Immediately call a POISON CENTER or doctor.
  • P303+P361+P353+P310+P363
  • :IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water or shower. Immediately call a POISON CENTER or doctor. Wash contaminated clothing before reuse.
  • P304+P340+P310
  • :IF INHALED: Remove person to fresh air and keep comfortable for breathing. Immediately call a POISON CENTER or doctor.
  • P305+P351+P338+P310
  • :IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor.

Transport Information

UN Number 3261
Class 8
Packing Group II
HS Number 2925199590

Application

A Method for the Synthesis of Acyclic Haloamines with Ring Opening of Cyclic Amines

A2098,C0291,B0656

Experimental procedure: To a vial, Piv-protected amine (1 eq.), AgNO3 (4 eq.), (NH4)2S2O8 (4 eq.), and NCS or NBS (4 eq.) is added and dissolved in 1:9 acetone:water (0.2 M). The resulting mixture is stirred at room temperature. After 30 minutes, the reaction mixture is partitioned between EtOAc and H2O and separated. The aqueous layer is extracted with EtOAc in triplicate and the combined organic layers concentrated in vacuo. The crude mixture is then purified over silica column eluting with an EtOAc:Hex. Mixture to afford the desired haloamine product.

References

PubMed Literature

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