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C59408

Sigma-Aldrich

4-Chloro-3-nitrobenzenesulfonyl chloride

96%

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About This Item

Linear Formula:
ClC6H3(NO2)SO2Cl
CAS Number:
Molecular Weight:
256.06
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

96%

form

powder

mp

59-60 °C (lit.)

SMILES string

[O-][N+](=O)c1cc(ccc1Cl)S(Cl)(=O)=O

InChI

1S/C6H3Cl2NO4S/c7-5-2-1-4(14(8,12)13)3-6(5)9(10)11/h1-3H

InChI key

SEWNAJIUKSTYOP-UHFFFAOYSA-N

Application

4-Chloro-3-nitrobenzenesulfonyl chloride can be used:
  • In the preparation of functionalized 1H-indenes via copper-catalyzed arylative cyclization.[1]
  • As a precursor in the synthesis of N-arylsulfonyl-3-acylindole arylcarbonyl hydrazone derivatives that show potential nematicidal activity.[2]
  • As a key starting material in the synthesis of sulfonamide analogs of ferrostatin-1 (fer-1), which possess good ferroptosis inhibition property.[3]
  • In the synthesis of 4-chloro-3-nitrobenzene thiol.[4]

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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A simple, fast and chemoselective method for the preparation of arylthiols.
Bellale, Eknath V et al.
Synthesis, 2009(19), 3211-3213 (2009)
Novel ferroptosis inhibitors with improved potency and ADME properties.
Hofmans, Sam et al.
Journal of Medicinal Chemistry, 59(5), 2041-2053 (2016)
Synthesis and quantitative structure-activity relationship (QSAR) study of novel N-arylsulfonyl-3-acylindole arylcarbonyl hydrazone derivatives as nematicidal agents.
Che, Zhiping et al.
Journal of Agricultural and Food Chemistry, 61(24), 5696-5705 (2013)
Xiaoming Zeng et al.
Journal of the American Chemical Society, 133(44), 17638-17640 (2011-10-13)
A variety of polysubstituted 1H-indenes can be prepared through the copper-catalyzed arylative cyclization of simple arylalkynes with commercially available aromatic sulfonyl chlorides that function as an aryl group donor. The reaction tolerates a broad range of functional groups, including bromide

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