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

A18512 4-Nitrobenzenesulfonyl chloride, 97%

Codice CAS
98-74-8
Sinonimi

Dimensioni Prezzo ($) Quantità Disponibilità
25g 54,60
100g 141,00
500g 571,00
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4-Nitrobenzenesulfonyl chloride, 97%

MDL
MFCD00007445
EINECS
202-697-9

Proprietà chimiche

Formula
C6H4ClNO4S
Peso formula
221.62
Punto di fusione
76-80°
Punto di ebollizione
143-144°/1.5mm
Sensibilità
Moisture Sensitive
Solubilità
Soluble in toluene, tetrahydrofuran, methylene chloride and ethyl acetate. Insoluble in water.

Applicazioni

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).

Note

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

Letteratura

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.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H314-H318

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

Dichiarazioni precauzionali: 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.

Altri riferimenti

Beilstein
746543
Classe di rischio
8
Gruppo di imballaggio
II
Codice tariffe armonizzato
2904.99
TSCA
Yes

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