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

A18512 4-Nitrobenzenesulfonyl chloride, 97%

Número CAS
98-74-8
Nombre Alternativo

Tamaño Precio ($) Cantidad Disponibilidad
25g 54,60
100g 141,00
500g 571,00
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4-Nitrobenzenesulfonyl chloride, 97%

MDL
MFCD00007445
EINECS
202-697-9

Propiedades químicas

Fórmula
C6H4ClNO4S
Peso molecular
221.62
Punto de fusión
76-80°
Punto de ebullición
143-144°/1.5mm
Sensibilidad
Moisture Sensitive
Solubilidad
Soluble in toluene, tetrahydrofuran, methylene chloride and ethyl acetate. Insoluble in water.

Aplicaciones

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).

Notas

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

Referencias documentales

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.

Indicaciones de peligro y de precaución del GHS

Indicaciones de peligro (UE): H314-H318

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

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

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.

Otras referencias

Beilstein
746543
Clase de peligro
8
Grupo de embalaje
II
Código de tarifa arancelaria unificado
2904.99
TSCA
Yes

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