Benzenesulfenyl chloride, 4-nitro-


Chemical Name: Benzenesulfenyl chloride, 4-nitro-
CAS Number: 937-32-6
Product Number: AG003LV5(AGN-PC-0LAWNX)
Synonyms:
MDL No:
Molecular Formula: C6H4ClNO2S
Molecular Weight: 189.6195

Identification/Properties


Properties
MP:
48-51 °C(lit.)
BP:
125 °C0.1 mm Hg(lit.)
Storage:
2-8℃;
Form:
Solid
Refractive Index:
1.6000 (estimate)

Safety Information


NMR Spectrum


Other Analytical Data


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Chemical Structure



4-Nitrobenzenesulfenyl chloride is a valuable chemical reagent widely used in organic synthesis. It serves as a versatile building block in the preparation of various compounds due to its ability to introduce the 4-nitrobenzenesulfonyl (Ns) functional group onto nucleophiles.1. Precursor for sulfonamides: 4-Nitrobenzenesulfenyl chloride is commonly employed in the synthesis of sulfonamides, which are important pharmacophores found in many drugs. By reacting with amines, this reagent assists in the formation of sulfonamide derivatives with diverse biological activities.2. Peptide synthesis: In peptide chemistry, 4-nitrobenzenesulfenyl chloride is used as a protecting group for thiol groups in cysteine residues. This reagent selectively reacts with thiol groups to form stable 4-nitrobenzenesulfonamide derivatives, protecting the thiol functionality during peptide assembly.3. Cross-coupling reactions: 4-Nitrobenzenesulfenyl chloride can participate in various cross-coupling reactions, such as the Suzuki-Miyaura coupling, to introduce the Ns group onto organic frameworks. This functionalization strategy enables the creation of novel molecular architectures with enhanced properties.4. Reactive intermediate formation: The reactivity of 4-nitrobenzenesulfenyl chloride towards nucleophiles allows for the generation of key intermediates in organic synthesis. These intermediates can undergo further transformations to create complex molecules with specific functionalities.In summary, 4-Nitrobenzenesulfenyl chloride plays a crucial role in chemical synthesis by facilitating the construction of sulfonamides, protecting thiol groups in peptides, enabling cross-coupling reactions, and serving as a valuable reactive intermediate for the preparation of diverse organic compounds.