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98-74-8 - 4-Nitrobenzenesulfonyl chloride, 97% - A18512 - Alfa Aesar

A18512 4-Nitrobenzenesulfonyl chloride, 97%

Numéro de CAS
98-74-8
Synonymes

Conditionnement Prix ($) Quantité Disponibilité
25g 54,60
100g 141,00
500g 571,00
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4-Nitrobenzenesulfonyl chloride, 97%

MDL
MFCD00007445
EINECS
202-697-9

Propriétés chimiques

Formule
C6H4ClNO4S
Poids moleculaire
221.62
Point de fusion
76-80°
Point d'ébullition
143-144°/1.5mm
Sensibilité
Moisture Sensitive
Solubilité
Soluble in toluene, tetrahydrofuran, methylene chloride and ethyl acetate. Insoluble in water.

Applications

4-Nitrobenzenesulfonyl chloride is used as an intermediate for the synthesis of pharmaceuticals like foscmprenavir, darunavir and amprenavir. It is involved in the preparation of N-nosyl-alpha-amino acid for peptide synthesis. It is also used for stereoselective α-glucosylation of partially protected carbohydrates in association with silver tri-fluoromethanesulfonate, N,N-dimethylacetamide and triethylamine. It is widely used for the synthesis of hydroxylamines of sulfadiazine, sulfamethoxazole and [Cu(bipy)2Cl](nbs) (1) (bipy = 2,2'-bipyridine, nbs = 4-nitrobenzenesulfonate).

Notes

Moisture sensitive. Incompatible with strong oxidizing agents and strong bases.

Références bibliographiques

Reagent for formation of 4-nitrobenzenesulfonyl ('Nosyl', Ns) derivatives of alcohols and amines. Nosylamides, formed from amines in the presence of, e.g. triethylamine, are stable to strong acids and bases, but are selectively cleaved by thiolates, e.g. PhSH or mercaptoacetate: Tetrahedron Lett., 36, 6373 (1995). See also 2-isomer (preceding entry).

/n

Marchenko, M.; Thomson, A.; Ellis, T. N.; Knuckley, B.; Causey, C. P. Development of a clickable activity-based protein profiling (ABPP) probe for agmatine deiminases. Bioorg. Med. Chem. 2015, 23 (9), 2159-2167.

Hfaiedh, A.; Yuan, K.; Ammar, H. B.; Hassine, B. B.; Soule, J. F.; Doucet, H. Eco-Friendly Solvents for Palladium-Catalyzed Desulfitative C[BOND]H Bond Arylation of Heteroarenes. ChemSusChem 2015, 8 (10), 1794-1804.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H314-H318

Causes severe skin burns and eye damage. Causes serious eye damage.

Mentions de prudence: P260u-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501a

Do not breathe dusts or mists. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Beilstein
746543
Classe de danger
8
Groupe d'emballage
II
Code tarifaire harmonisé
2904.99
TSCA
Yes

Recommandé

Consulté récemment

Produits chimiques

Sciences de la vie

Métaux et matériaux

Catalyseurs

Analytique et matériel de laboratoire