3-Fluoro-4-nitrobenzenesulfonyl chloride

Name: 3-Fluoro-4-nitrobenzenesulfonyl chloride
Brand: ChemScene
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CAS No. 86156-93-6
Cat. No. CS-0148046
Purity≥95%
MDL No.MFCD03412240

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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3-Fluoro-4-nitrobenzenesulfonyl chloride|CS-0148046

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General Information

CAS No. 86156-93-6
Cat. No. CS-0148046
Purity ≥95%
MDL No. MFCD03412240
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃ClFNO₄S
Molecular Weight None
Synonym(s) 3-Fluoro-4-nitrobenzenesulfonylchloride
SMILES O=S(C1=CC=C([N+]([O-])=O)C(F)=C1)(Cl)=O

Description

3-Fluoro-4-nitrobenzenesulfonyl chloride features a fluorinated aromatic ring paired with electron-withdrawing nitro and sulfonyl chloride groups, enabling selective acylation under mild conditions. This bench-stable reagent facilitates efficient incorporation of sulfonamide moieties into complex molecular architectures, particularly in medicinal chemistry and protein labeling applications.

Application

3-Fluoro-4-nitrobenzenesulfonyl chloride serves as a versatile sulfonylating agent for the selective introduction of sulfonamide groups under mild conditions. Its electron-withdrawing nitro and fluorine substituents enhance reactivity while maintaining bench stability, enabling efficient coupling with amines to afford functionalized sulfonamides. The compound exhibits excellent functional group tolerance and facilitates purification via crystallization or chromatography, making it well-suited for use in medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  2369-13-3
- ~60%
- In-stock
  
  86156-93-6
References
- AMGEN INC.; BOEZIO, Christiane; BOEZIO, Alessandro; BREGMAN, Howard; CHAKKA, Nagasree; COATS, James R.; COPELAND, Katrina W.; DIMAURO, Erin F.; DINEEN, Thomas; GAO, Hua; LA, Daniel; MARX, Isaac E.; NGUYEN, Hanh Nho; PETERSON, Emily Anne; WEISS, Matthew Patent: WO2013/122897 A1, 2013 ; Location in patent: Page/Page column 175; 176 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3261
Class : 8	Packing Group : Ⅲ
Hazard Statements : H314-H318
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

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Computational Chemistry Data

TPSA 77.28
LogP 1.6614
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Sulfonyl Chloride

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Fluoro-4-nitrobenzenesulfonyl chloride

CAS No. 86156-93-6

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