1-Bromo-5-fluoro-4-methoxy-2-nitrobenzene

Name: 1-Bromo-5-fluoro-4-methoxy-2-nitrobenzene
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 661463-13-4
Cat. No. CS-0041446
Molecule weight250.02
Purity≥98%
MDL No.MFCD11100974

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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+
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1-Bromo-5-fluoro-4-methoxy-2-nitrobenzene|CS-0041446

Structure of 661463-13-4

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General Information

CAS No. 661463-13-4
Cat. No. CS-0041446
Purity ≥98%
MDL No. MFCD11100974
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrFNO₃
Molecular Weight 250.02
Synonym(s) 4-broMo-2-fluoro-5-nitrophenyl Methyl ether
SMILES O=[N+](C1=CC(OC)=C(F)C=C1Br)[O-]

Description

1-Bromo-5-fluoro-4-methoxy-2-nitrobenzene features a strategically positioned bromine atom flanked by electron-withdrawing nitro and fluoro groups, enabling efficient palladium-catalyzed cross-coupling. The methoxy substituent enhances solubility and modulates reactivity, while the overall electronic profile supports selective functionalization in complex synthesis.

Application

1-Bromo-5-fluoro-4-methoxy-2-nitrobenzene serves as a versatile building block in medicinal chemistry and materials synthesis, enabling palladium-catalyzed cross-coupling reactions due to its ortho-halogen reactivity. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the fluoro and nitro substituents offer orthogonal functionalization potential. Its bench-stable nature and compatibility with standard purification protocols make it ideal for multi-step syntheses of complex heterocyclic scaffolds and API intermediates.

Synthesis

Route1
- In-stock
  
  661463-12-3
- 74-88-4
- ~97%
- In-stock
  
  661463-13-4
References
- GLAXO GROUP LIMITED Patent: WO2006/2047 A2, 2006 ; Location in patent: Page/Page column 79 ;
Route2
- In-stock
  
  446-20-8
- ~89%
- In-stock
  
  661463-13-4
References
- TAKEDA PHARMACEUTICAL COMPANY LIMITED Patent: WO2005/82879 A1, 2005 ; Location in patent: Page/Page column 97-98 ; WO 2005/082879 A1

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 52.37
LogP 2.505
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

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-5-fluoro-4-methoxy-2-nitrobenzene

CAS No. 661463-13-4

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