5-Bromo-1-fluoro-3-methoxy-2-nitrobenzene

Name: 5-Bromo-1-fluoro-3-methoxy-2-nitrobenzene
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1137869-91-0
Cat. No. CS-0136245
Purity≥95%
MDL No.MFCD20527806

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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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5-Bromo-1-fluoro-3-methoxy-2-nitrobenzene|CS-0136245

Structure of 1137869-91-0

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General Information

CAS No. 1137869-91-0
Cat. No. CS-0136245
Purity ≥95%
MDL No. MFCD20527806
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrFNO₃
Molecular Weight 250.02
Synonym(s) 5-Bromo-3-fluoro-2-nitroanisole
SMILES O=[N+](C1=C(OC)C=C(Br)C=C1F)[O-]

Description

5-Bromo-1-fluoro-3-methoxy-2-nitrobenzene features a strategically positioned nitro group and electron-withdrawing halogens that enhance reactivity in cross-coupling transformations. The methoxy substituent provides solubility and steric modulation, while the fluorine atom enables directed functionalization. This compound serves as a versatile intermediate for constructing complex aromatic architectures under standard conditions.

Application

5-Bromo-1-fluoro-3-methoxy-2-nitrobenzene serves as a versatile building block in medicinal chemistry and materials synthesis, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The fluorine and bromine substituents allow for sequential functionalization, while the methoxy and nitro groups provide orthogonal handles for further derivatization. Bench-stable and compatible with standard reaction conditions, it facilitates efficient access to complex aromatic scaffolds used in API development and advanced organic synthesis.

Synthesis

Route1
- 67-56-1
- In-stock
  
  147808-42-2
- ~64%
- In-stock
  
  1137869-91-0
References
- TAKEDA PHARMACEUTICAL COMPANY LIMITED Patent: WO2009/42711 A1, 2009 ; Location in patent: Page/Page column 364-365 ; WO 2009/042711 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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-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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5-Bromo-1-fluoro-3-methoxy-2-nitrobenzene

CAS No. 1137869-91-0

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