Lot numbers can be found on the outside label of a product:
2-Chloro-5-nitrobenzenesulfonyl chloride
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CAS No. 4533-95-3
- Cat. No. CS-W009302
- Purity≥96%
- MDL No.MFCD00129813
*For research and further manufacturing use only, not for direct human use.
Structure of 4533-95-3
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General Information
- CAS No. 4533-95-3
- Cat. No. CS-W009302
- Purity ≥96%
- MDL No. MFCD00129813
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₃Cl₂NO₄S
- Molecular Weight 256.06
- Synonym(s) tianfu-chem-2-Chloro-5-nitro-benzenesulfonyl chloride,4533-95-3
- SMILES O=S(C1=CC([N+]([O-])=O)=CC=C1Cl)(Cl)=O
Description
2-Chloro-5-nitrobenzenesulfonyl chloride features a sulfonyl chloride group flanked by electron-withdrawing chloro and nitro substituents, enabling selective acylation in synthetic routes. This configuration enhances reactivity while maintaining stability under standard handling conditions, making it ideal for constructing complex aromatic architectures in pharmaceutical and agrochemical development.
Application
2-Chloro-5-nitrobenzenesulfonyl chloride serves as a versatile sulfonylating agent in organic synthesis, enabling the efficient introduction of sulfonamide functionalities under mild conditions. Its reactivity is enhanced by the electron-withdrawing nitro group, which facilitates nucleophilic substitution at the sulfonyl center. The molecule exhibits good bench stability and enables straightforward purification, making it well-suited for use in the construction of heterocyclic scaffolds and functionalized intermediates relevant to medicinal chemistry and agrochemical development.
Synthesis
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Route1
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In-stock
6283-25-6 - ~54%
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In-stock
4533-95-3
References
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AXIKIN PHARMACEUTICALS, INC.; LY, Tai, Wei; TRAN, Marie Chantal, Siu-ying; BAAUM, Erik, Dean Patent: WO2010/123956 A2, 2010 ; Location in patent: Page/Page column 106-107 ; WO 2010/123956 A2
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Route2
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946-30-5 - ~97%
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In-stock
4533-95-3
References
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Fujita, Shinsaku Synthesis, 1982 , # 5 p. 423 - 424
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Route3
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100-00-5 - ~%
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In-stock
4533-95-3
References
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Guidi, Antonio; Dimoulas, Tula; Giannotti, Danilo; Harmat, Nicholas Patent: US2008/275023 A1, 2008 ; Location in patent: Page/Page column 7 ; US 20080275023 A1
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS05
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Signal Word : Danger
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UN#: 3261
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Class : 8
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Packing Group : Ⅲ
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Hazard Statements : H314
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Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 77.28
- LogP 2.1757
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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