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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

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Carbodiimide-sulfoxide reactions. XII. Reactions of sulfonamides.
The Journal of Organic Chemistry, 36(24), 3686-3691 (1971)
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)
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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