N-Chlorosuccinimide

ALDRICH/109681 - 98%

Synonym: 1-Chloro-2,5-pyrrolidinedione; NCS

CAS Number: 128-09-6
Empirical Formula (Hill Notation): C₄H₄ClNO₂
Molecular Weight: 133.53
EC Number: 204-878-8
MDL Number: MFCD00005511
Linear Formula: C₄H₄ClNO₂
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-109681-100G	100 g	$34.10 1/EAAdd To Favorites	Add To Favorites
45-109681-500G	500 g	$107.00 1/EAAdd To Favorites	Add To Favorites

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

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

Symbol	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 Codes	C
Risk Statements	22-34
Safety Statements	26-36/37/39-45
RIDADR	UN 3261 8 / PGII
WGK Germany	WGK 2
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable