2-Nitrobenzenesulfonamide
2-Nitrobenzenesulfonamide (CAS: 5455-59-4) is an organic compound with the formula O2NC6H4SO2NH2 and a molecular weight of 202.19 g/mol. This sulfonamide serves as a valuable building block in chemical synthesis. Its applications include facilitating intramolecular hydroamination for cyclic nitrogen compounds and participating in various C-H insertion and amination reactions, making it a useful reagent for constructing complex organic molecules.
- IUPAC
- NSC 23381,NSC 629275
Synthesis of Cyclic Nitrogen Compounds
2-Nitrobenzenesulfonamide acts as a reactant in intramolecular hydroamination reactions. This process is key for the formation of cyclic nitrogen-containing compounds, important structures in medicinal chemistry.
Preparation of Pentacyclic Alkaloids
This compound has been employed in the synthesis of complex natural products, such as the pentacyclic lycopodium alkaloid huperzine-Q, showcasing its utility in advanced organic synthesis.
Pyrrolidine Synthesis
2-Nitrobenzenesulfonamide is utilised as a precursor in the synthesis of pyrrolidine derivatives. Pyrrolidines are common structural motifs found in many pharmaceuticals and biologically active molecules.
C-H Insertion Reactions
The compound participates in intermolecular C-H insertion reactions, a powerful method for forming new carbon-carbon or carbon-heteroatom bonds, expanding synthetic possibilities.
Amination of Allyl Alcohols
It serves as a reactant in intermolecular amination reactions involving allyl alcohols, offering a route to functionalised allylic amines.
| Molecular weight | 202.19 |
|---|---|
| Linear formula | O2NC6H4SO2NH2 |
| Assay | 98% |
| Application | Reactant involved in synthesis of:• Cyclic nitrogen compounds via intramolecular hydroamination1• Pentacyclic lycopodium alkaloid huperzine-Q2• Pyrrolidines3• Intermolecular C-H insertion reactions4,5Reactant involved in intermolecular amination of allyl alcohols6 |
| Melting point | 190-192 °C(lit.) |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-37/39 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is 2-Nitrobenzenesulfonamide used for?
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2-Nitrobenzenesulfonamide (CAS: 5455-59-4) is primarily used as a reactant and building block in organic synthesis. Its applications include the synthesis of cyclic nitrogen compounds via intramolecular hydroamination, pyrrolidines, and participation in intermolecular C-H insertion and amination reactions of allyl alcohols.
What is the CAS number and chemical formula for 2-Nitrobenzenesulfonamide?
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The CAS number for 2-Nitrobenzenesulfonamide is 5455-59-4, and its chemical formula is O2NC6H4SO2NH2.
What grade and purity does Tech Serve Solutions supply for 2-Nitrobenzenesulfonamide?
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Tech Serve Solutions supplies 2-Nitrobenzenesulfonamide with an assay of 98%. This product is intended for laboratory and research use; TSS does not represent it as meeting USP, BP, or EP pharmacopoeia standards.
How should 2-Nitrobenzenesulfonamide be handled safely?
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2-Nitrobenzenesulfonamide is classified as a Warning substance (GHS07) with hazards H315 (causes skin irritation), H319 (causes serious eye irritation), and H335 (may cause respiratory irritation). Handle with a dust mask (type N95 US recommended), eye shields, and gloves in a well-ventilated area, following safety statements P261, P305, P351, and P338.
Is 2-Nitrobenzenesulfonamide shipped internationally?
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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals, including 2-Nitrobenzenesulfonamide, and handles international shipments.
How can I request a quote or sample for 2-Nitrobenzenesulfonamide?
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To request a quote or a sample of 2-Nitrobenzenesulfonamide, please contact the Tech Serve Solutions sales team through the website or by phone.
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