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544655

Sigma-Aldrich

4-Methoxybenzenesulfonamide

97%

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About This Item

Linear Formula:
CH3OC6H4SO2NH2
CAS Number:
Molecular Weight:
187.22
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

mp

111-115 °C (lit.)

SMILES string

COc1ccc(cc1)S(N)(=O)=O

InChI

1S/C7H9NO3S/c1-11-6-2-4-7(5-3-6)12(8,9)10/h2-5H,1H3,(H2,8,9,10)

InChI key

MSFQEZBRFPAFEX-UHFFFAOYSA-N

General description

4-Methoxybenzenesulfonamide, also known as p-methoxybenzenesulfonamide, is an aromatic sulfonamide. It can undergo polyaddition with vinyloxiranes in the presence of a palladium catalyst.

Application

4-Methoxybenzenesulfonamide may be used in the preparation of S,S-dimethyl-N-p-methoxybenzenesulfonylsulfilimine. It may also be used as a ligand to generate novel bis-tetrahydrofuran–based human immunodeficiency virus (HIV) protease inhibitor.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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Palladium (0)-catalyzed polyaddition of bifunctional vinyloxirane with nitrogen nucleophiles. Synthesis of polymers containing an allylamine moiety in the main chain and pendant hydroxyl groups.
Koizumi T, et al.
Macromolecules, 36(15), 5882-5884 (2003)
Carbodiimide-sulfoxide reactions. XII. Reactions of sulfonamides.
The Journal of Organic Chemistry, 36(24), 3686-3691 (1971)
Bis-tetrahydrofuran: a privileged ligand for darunavir and a new generation of hiv protease inhibitors that combat drug resistance.
Arun K Ghosh et al.
ChemMedChem, 1(9), 939-950 (2006-08-24)

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