4-Bromo-3-fluoro-2-nitroaniline

Name: 4-Bromo-3-fluoro-2-nitroaniline
Brand: ChemScene
Availability: InStock
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CAS No. 886762-75-0
Cat. No. CS-W022100
Purity≥97%
MDL No.MFCD07368682

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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4-Bromo-3-fluoro-2-nitroaniline|CS-W022100

Structure of 886762-75-0

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General Information

CAS No. 886762-75-0
Cat. No. CS-W022100
Purity ≥97%
MDL No. MFCD07368682
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄BrFN₂O₂
Molecular Weight 235.01
Synonym(s) 6-Amino-3-bromo-2-fluoronitrobenzene
SMILES NC1=CC=C(Br)C(F)=C1[N+]([O-])=O

Description

4-Bromo-3-fluoro-2-nitroaniline features a trifunctional aromatic core integrating bromine, fluorine, and nitro groups at strategic ortho and para positions. This electron-deficient scaffold enables direct coupling in cross-coupling reactions and serves as a key intermediate for pharmaceuticals and functional materials. The molecule exhibits enhanced stability under standard conditions and facilitates selective derivatization via palladium-catalyzed transformations.

Application

4-Bromo-3-fluoro-2-nitroaniline serves as a versatile building block for the synthesis of functionalized heterocycles and pharmaceutical intermediates. Its ortho-directing nitro group and halogen substituents enable sequential cross-coupling reactions, including Suzuki-Miyaura and Buchwald-Hartwig transformations. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for multi-step synthetic sequences in medicinal chemistry and process development.

Synthesis

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References
- ABBOTT LABORATORIES; KRUEGER, Allan, C.; KATI, Warren, M.; CARROLL, William, A.; PRATT, John, K.; HUTCHINSON, Douglas, K. Patent: WO2012/83170 A1, 2012 ;

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 69.16
LogP 2.0786
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Fluoride

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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4-Bromo-3-fluoro-2-nitroaniline

CAS No. 886762-75-0

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