2-Bromo-7-fluoroquinoline

Name: 2-Bromo-7-fluoroquinoline
Brand: ChemScene
Availability: InStock
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CAS No. 181147-94-4
Cat. No. CS-0074064
Purity≥97%
MDL No.MFCD11042212

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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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General Information

CAS No. 181147-94-4
Cat. No. CS-0074064
Purity ≥97%
MDL No. MFCD11042212
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₅BrFN
Molecular Weight 226.05
Synonym(s) 7-fluoro-2-bromoquinoline
SMILES BrC1=CC=C2C(C=C(F)C=C2)=N1

Description

2-Bromo-7-fluoroquinoline delivers a strategically positioned halogen pair for cross-coupling and functionalization. The electron-deficient quinoline core supports palladium-catalyzed transformations, while the bromo and fluoro substituents enable sequential derivatization. This scaffold integrates efficiently into pharmaceutical and materials chemistry workflows under standard conditions.

Application

2-Bromo-7-fluoroquinoline serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromine site facilitates Suzuki, Stille, and Negishi couplings, while the fluorine substituent enhances metabolic stability and modulates electronic properties. Its bench-stable crystalline form simplifies handling and purification, making it well-suited for modular synthesis of quinoline-based pharmaceuticals and functional materials.

Safety Information

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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+P364-P405-P501

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Computational Chemistry Data

TPSA 12.89
LogP 3.1364
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds quinoline compounds

Key Words

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2-Bromo-7-fluoroquinoline

CAS No. 181147-94-4

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