Lot numbers can be found on the outside label of a product:
2-Nitrobenzenesulfonamide
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CAS No. 5455-59-4
- Cat. No. CS-W008096
- Purity≥98%
- MDL No.MFCD00009807
*For research and further manufacturing use only, not for direct human use.
Structure of 5455-59-4
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General Information
- CAS No. 5455-59-4
- Cat. No. CS-W008096
- Purity ≥98%
- MDL No. MFCD00009807
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₆N₂O₄S
- Molecular Weight 202.19
- Synonym(s) None
- SMILES O=S(C1=CC=CC=C1[N+]([O-])=O)(N)=O
Description
Reactant involved in synthesis of:Cyclic nitrogen compounds via intramolecular hydroaminationPentacyclic lycopodium alkaloid huperzine-QPyrrolidinesIntermolecular C-H insertion reactionsReactant involved in intermolecular amination of allyl alcohols
Application
2-Nitrobenzenesulfonamide serves as a stable, bench-ready sulfonamide building block for medicinal chemistry and heterocyclic synthesis. Its ortho-nitro group enables directed metalation and facilitates subsequent functionalization, while the sulfonamide moiety offers hydrogen-bonding capacity and metabolic stability. The compound exhibits good solubility in common organic solvents and withstands standard reaction conditions, enabling straightforward incorporation into complex molecular architectures via nucleophilic substitution or transition-metal-catalyzed coupling.
Synthesis
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Route1
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1694-92-4 - ~76%
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In-stock
5455-59-4
References
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WAKO PURE CHEM IND LTD Patent: JP2005/314398 A, 2005 ; Location in patent: Page/Page column 25 ;
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Route2
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863033-39-0
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In-stock
5455-59-4
References
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Tetrahedron Letters, , vol. 46, # 31 p. 5127 - 5130
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Route3
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6655-31-8
- ~%
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In-stock
5455-59-4
References
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Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , p. 2169 - 2172
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H315-H319-H335
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Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 103.3
- LogP 0.2422
- H_Acceptors 4
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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