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Sigma-Aldrich N-Chlorosuccinimide 98%
List Price $38.12 Your Price $38.12
Sigma-Aldrich N-Chlorosuccinimide 98% - SIAL (Additional S&H Or Hazmat Fees May Apply)
NETA PART: SIAL-109681-100G
MFG.PART: 109681-100G
UNSPSC: 12352200
Manufacturer: Sigma-Aldrich
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
Related Categories
Halogenation Reagents
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.[1]
It can be used for:
It can be used for:
- Conversion of diindenylzinc agent, [Zn(ind)2(pic)2]5 into 1-chloroindene.[1]
- Selective cleavage of tryptophanyl peptide bonds.[2]
- 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.[3]
- Conversion of primary amides and aldoximes to their corresponding nitriles in the presence of triphenylphosphine.[4]
- α-Chlorination of acyl-chlorides.[5]
- Conversion of benzylic sulfides into α-chloro sulfides.[6]
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
wgk_germany
WGK 2
PPE
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
| SKU | SIAL-109681-100G |
|---|---|
| Supplier Part Number | 109681-100G |
| UM | EA |
| UNSPSC | 12352200 |
| Manufacturer | Sigma-Aldrich |
| Temperature | room temp |
| Refrigerated-Frozen | N |
| ProductLine | SIAL |
| Qty | 1 |
| MinOrderQty | 1 |
| Weight | 10.000000 |
| Lead Time | 9 |
| Hazardous | Y |
| CAS Number | 128-09-6 |
| Energy Star | No |
| Green | No |
| Controlled | N |