1-Bromo-4-fluoro-2-nitrobenzene

Name: 1-Bromo-4-fluoro-2-nitrobenzene
Brand: ChemScene
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CAS No. 446-09-3
Cat. No. CS-W002267
Molecule weight220.00
Purity≥98%
MDL No.MFCD00055530

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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+
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1-Bromo-4-fluoro-2-nitrobenzene|CS-W002267

Structure of 446-09-3

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General Information

CAS No. 446-09-3
Cat. No. CS-W002267
Purity ≥98%
MDL No. MFCD00055530
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrFNO₂
Molecular Weight 220.00
Synonym(s) 2-Bromo-5-fluoronitrobenzene
SMILES Fc1ccc(c(c1)[N+](=O)[O-])Br

Description

1-Bromo-4-fluoro-2-nitrobenzene features a trifunctional aryl scaffold enabling sequential cross-coupling and nucleophilic substitution. The electron-deficient ring enhances reactivity in palladium-catalyzed processes, while the bromo and fluoro groups offer orthogonal functionalization handles. This bench-stable compound integrates seamlessly into complex molecule assembly workflows.

Application

1-Bromo-4-fluoro-2-nitrobenzene serves as a versatile building block in cross-coupling and nucleophilic aromatic substitution reactions. The ortho-difunctionalized aryl scaffold enables sequential functionalization, with the bromide facilitating palladium-catalyzed couplings and the fluoride enabling selective displacement under mild conditions. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for constructing complex heterocycles and pharmaceutical intermediates.

Synthesis

Route1
- 460-00-4
- ~71%
- In-stock
  
  446-09-3
References
- Schlosser, Manfred; Ginanneschi, Assunta; Leroux, Frederic European Journal of Organic Chemistry, 2006 , # 13 p. 2956 - 2969
Route2
- In-stock
  
  364-78-3
- ~%
- In-stock
  
  446-09-3
References
- Carotti, Andrea; Altomare, Cosimo; Savini, Luisa; Chiasserini, Luisa; Pellerano, Cesare; Mascia, Maria P.; Maciocco, Elisabetta; Busonero, Fabio; Mameli, Manuel; Biggio, Giovanni; Sanna, Enrico Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 23 p. 5259 - 5272
Route3
- In-stock
  
  351-83-7
- ~%
- In-stock
  
  446-09-3
References
- Liedholm,B. Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1976 , vol. 30, p. 141 - 149

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H302+H312-H315-H319-H331-H335
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 43.14
LogP 2.4964
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-Bromo-4-fluoro-2-nitrobenzene

CAS No. 446-09-3

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