2-Bromo-4-fluoronicotinonitrile

Name: 2-Bromo-4-fluoronicotinonitrile
Brand: ChemScene
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CAS No. 1804381-02-9
Cat. No. CS-0654708
Molecule weight201.00
Purity≥95%
MDL No.None

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2-Bromo-4-fluoronicotinonitrile|CS-0654708

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General Information

CAS No. 1804381-02-9
Cat. No. CS-0654708
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₂BrFN₂
Molecular Weight 201.00
Synonym(s) None
SMILES C1=CN=C(C(=C1F)C#N)Br

Description

2-Bromo-4-fluoronicotinonitrile features a strategically positioned bromine and fluorine substituent on a pyridine ring, enabling selective cross-coupling reactions. The nitrile group enhances electron deficiency, facilitating nucleophilic addition. This compound serves as a key intermediate in the synthesis of functionalized heterocycles for agrochemical and pharmaceutical applications.

Application

2-Bromo-4-fluoronicotinonitrile serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its reactive halogen and electron-deficient pyridine core. The nitrile group provides additional functionality for downstream derivatization, while the fluorine substituent enhances metabolic stability and modulates electronic properties. Bench-stable and readily purified by column chromatography, it facilitates efficient synthesis of heterocyclic scaffolds relevant to pharmaceutical development.

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 : 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 36.68
LogP 1.85488
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Bromo-4-fluoronicotinonitrile

CAS No. 1804381-02-9

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