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548081

Sigma-Aldrich

2,4-Difluorobenzenesulfonyl chloride

97%

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About This Item

Linear Formula:
F2C6H3SO2Cl
CAS Number:
13918-92-8
Molecular Weight:
212.60
MDL number:
MFCD00042481
UNSPSC Code:
12352100
PubChem Substance ID:
24879012
NACRES:
NA.22

assay

97%

refractive index

n20/D 1.518 (lit.)

bp

236-237 °C (lit.)

density

1.581 g/mL at 25 °C (lit.)

functional group

fluoro

SMILES string

Fc1ccc(c(F)c1)S(Cl)(=O)=O

InChI

1S/C6H3ClF2O2S/c7-12(10,11)6-2-1-4(8)3-5(6)9/h1-3H

InChI key

FJSAJUXIHJIAMD-UHFFFAOYSA-N

General description

2,4-Difluorobenzenesulfonyl chloride is an aryl sulfonyl chloride derivative.

Application

2,4-Difluorobenzenesulfonyl chloride may be used in the preparation of 2,4-difluoro-N,N-dimethylbenzenesulfonamide, a precursor for poly(aryl ether sulfonamide)s.
It may be used in the preparation of the following benzenesulfonamide quinoline derivatives with potent anti-HIV-1 (human immunodeficiency virus type 1) activity:
  • 2,4-difluoro-N-methyl-N-(quinolin-8-yl)benzenesulfonamide
  • N-ethyl-2,4-difluoro-N-(quinolin-8-yl)benzenesulfonamide
  • 2,4-difluoro-N-(quinolin-8-yl)benzenesulfonamide

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCBN3171V
BCBM0460V
1433956V
BCBD7913V
1433956

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Fudi Zhong et al.
Organic & biomolecular chemistry, 13(6), 1792-1799 (2014-12-17)
Human immunodeficiency virus type 1 (HIV-1) Rev protein facilitates the export of viral RNA from nucleus to cytoplasm, which is a key step in HIV-1 pathogenesis and transmission. In this study, we have screened a commercial library and identified the
Sulfonamide as an Activating Group for the Synthesis of Poly (aryl ether sulfonamide) s by Nucleophilic Aromatic Substitution.
Rebeck NT and Knauss DM.
Macromolecules, 44(17), 6717-6723 (2011)

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