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Merck
모든 사진(3)

주요 문서

109681

Sigma-Aldrich

N-Chlorosuccinimide

98%

동의어(들):

1-Chloro-2,5-pyrrolidinedione, NCS

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About This Item

실험식(Hill 표기법):
C4H4ClNO2
CAS Number:
Molecular Weight:
133.53
Beilstein:
113915
EC Number:
MDL number:
UNSPSC 코드:
12352101
eCl@ss:
39151413
PubChem Substance ID:
NACRES:
NA.22

Quality Level

분석

98%

형태

solid

mp

148-150 °C (lit.)

작용기

imide

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

유사한 제품을 찾으십니까? 방문 제품 비교 안내

애플리케이션

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.

픽토그램

CorrosionExclamation markEnvironment

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B - STOT SE 3

표적 기관

Respiratory system

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 2

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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시험 성적서(COA)

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Efficient and highly selective oxidation of primary alcohols to aldehydes by N-chlorosuccinimide mediated by oxoammonium salts.
Einhorn J, et al.
The Journal of Organic Chemistry, 61(21), 7452-7454 (1996)
A rapid and facile conversion of primary amides and aldoximes to nitriles and ketoximes to amides with triphenylphosphine and N-chlorosuccinimide.
Iranpoor N, et al.
Synthetic Communications, 32(16), 2535-2541 (2002)
Chlorination of benzylic sulfides with N-chlorosuccinimide.
Tuleen D L and Marcum V C
The Journal of Organic Chemistry, 32(1), 204-206 (1967)

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