4-Fluoro-3-nitrobenzenesulfonamide

Name: 4-Fluoro-3-nitrobenzenesulfonamide
Brand: ChemScene
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CAS No. 406233-31-6
Cat. No. CS-D0924
Molecule weight220.18
Purity≥98%
MDL No.MFCD08703185

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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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4-Fluoro-3-nitrobenzenesulfonamide|CS-D0924

Structure of 406233-31-6

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General Information

CAS No. 406233-31-6
Cat. No. CS-D0924
Purity ≥98%
MDL No. MFCD08703185
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅FN₂O₄S
Molecular Weight 220.18
Synonym(s) Benzenesulfonamide, 4-fluoro-3-nitro-
SMILES FC1=C([N+]([O-])=O)C=C(S(=O)(N)=O)C=C1

Description

4-Fluoro-3-nitrobenzenesulfonamide features a sulfonamide group flanked by electron-withdrawing fluorine and nitro substituents, enhancing its reactivity in nucleophilic aromatic substitution. This configuration imparts high stability under standard conditions while enabling selective derivatization in synthetic routes requiring activated aryl systems.

Application

4-Fluoro-3-nitrobenzenesulfonamide serves as a versatile building block in medicinal chemistry, enabling efficient access to functionalized aromatic scaffolds. The ortho-directed nitro and fluoro groups facilitate regioselective substitutions, while the sulfonamide moiety offers hydrogen-bonding capacity and metabolic stability. Its bench-stable nature and compatibility with standard coupling reactions make it suitable for iterative synthesis of complex heterocycles and API intermediates.

Synthesis

Route1
- 3888-84-4
- ~%
- In-stock
  
  406233-31-6
References
- ASTRAZENECA AB Patent: US2012/35134 A1, 2012 ; Location in patent: Page/Page column 37; 38 ;
Route2
- In-stock
  
  6668-56-0
- ~39%
- In-stock
  
  406233-31-6
References
- Zheng, Can-Hui; Yang, Hui; Zhang, Meng; Lu, Shi-Hai; Shi, Duo; Wang, Juan; Chen, Xiu-Hua; Ren, Xiao-Hui; Liu, Jia; Lv, Jia-Guo; Zhu, Ju; Zhou, You-Jun Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 1 p. 39 - 44

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 103.3
LogP 0.3813
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Sulfonamide

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Fluoro-3-nitrobenzenesulfonamide

CAS No. 406233-31-6

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