2-Nitrobenzenesulfonyl chloride, 97%, Thermo Scientific Chemicals
2-Nitrobenzenesulfonyl chloride, 97%, Thermo Scientific Chemicals
Thermo Scientific Chemicals

2-Nitrobenzenesulfonyl chloride, 97%, Thermo Scientific Chemicals

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Quantity:
100 g
25 g
Catalog number B21522.22
also known as B21522-22
Price (USD)/ Each
114.65
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127.00 
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Quantity:
100 g
Request bulk or custom format
Price (USD)/ Each
114.65
Online exclusive
127.00 
Save 12.35 (10%)
Add to cart
2-Nitrobenzenesulfonyl chloride, 97%, Thermo Scientific Chemicals
Catalog numberB21522.22
Price (USD)/ Each
114.65
Online exclusive
127.00 
Save 12.35 (10%)
-
Add to cart
Chemical Identifiers
CAS1694-92-4
IUPAC Name2-nitrobenzene-1-sulfonyl chloride
Molecular FormulaC6H4ClNO4S
InChI KeyWPHUUIODWRNJLO-UHFFFAOYSA-N
SMILES[O-][N+](=O)C1=CC=CC=C1S(Cl)(=O)=O
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)White to cream to brown
FormCrystals or powder or crystalline powder or fused solid
Assay (Titration ex Chloride)≥96.0 to ≤104.0%
Identification (FTIR)Conforms
Melting Point (clear melt)63.0-72.0?C
2-Nitrobenzenesulfonyl chloride acts as a reagent to form 2-nitrobenzenesulfonyl derivatives of alcohols and amines. It is also involved in the selective cleavage with thiophenol without displacement of the nitro group. Further, it is used in the preparation of renin inhibitors. In addition to this, it finds application as an anticonvulsant.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
2-Nitrobenzenesulfonyl chloride acts as a reagent to form 2-nitrobenzenesulfonyl derivatives of alcohols and amines. It is also involved in the selective cleavage with thiophenol without displacement of the nitro group. Further, it is used in the preparation of renin inhibitors. In addition to this, it finds application as an anticonvulsant.

Solubility
Soluble in toluene, tetrahydrofuran, methylene chloride, ethyl acetate and dimethylformamide. Insoluble in water.

Notes
Moisture sensitive. Incompatible with strong oxidizing agents and strong bases.
RUO – Research Use Only

General References:

  1. Reagent for formation of 2-nitrobenzenesulfonyl derivatives of alcohols and amines, e.g. in the presence of triethylamine. Selective cleavage with PhSH occurs without displacement of the nitro group which sometimes occurs with the 4-nitro isomer (see following entry): Tetrahedron Lett., 36, 6373 (1995). See also 2-Nitrobenzenesulfonamide, A15689.
  2. Hfaiedh, A.; Yuan, K.; Ammar, H. B.; Hassine, B. B.; Soulé, J. F.; Doucet, H. Eco-Friendly Solvents for Palladium-Catalyzed Desulfitative C-H Bond Arylation of Heteroarenes. ChemSusChem 2015, 8 (10), 1794-1804.
  3. Takanashi, N.; Suzuki, K.; Kitajima, M.; Takayama, H. Total synthesis of conolidine and apparicine. Tetrahedron Lett. 2016, 57 (3), 375-378.