2-Bromo-5-nitro-3-(trifluoromethyl)pyridine

Name: 2-Bromo-5-nitro-3-(trifluoromethyl)pyridine
Brand: ChemScene
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CAS No. 956104-42-0
Cat. No. CS-W008873
Molecule weight270.99
Purity≥97%
MDL No.MFCD17169962

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Excepted Quantity	$0.00
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2-Bromo-5-nitro-3-(trifluoromethyl)pyridine|CS-W008873

Structure of 956104-42-0

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General Information

CAS No. 956104-42-0
Cat. No. CS-W008873
Purity ≥97%
MDL No. MFCD17169962
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₂BrF₃N₂O₂
Molecular Weight 270.99
Synonym(s) None
SMILES FC(C1=CC([N+]([O-])=O)=CN=C1Br)(F)F

Description

2-Bromo-5-nitro-3-(trifluoromethyl)pyridine features a trifluoromethyl group and a nitro substituent positioned ortho to the bromine, creating a highly electron-deficient pyridine core. This combination enables selective cross-coupling reactions under mild conditions, with enhanced stability compared to analogous halogenated heterocycles. The molecule’s robust reactivity profile supports efficient integration into complex synthetic architectures.

Application

2-Bromo-5-nitro-3-(trifluoromethyl)pyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its reactive bromide and electron-deficient pyridine core. The trifluoromethyl and nitro groups provide strong electron-withdrawing effects, enhancing regioselectivity in C–H functionalization and facilitating the construction of complex heterocyclic scaffolds. Its bench stability and compatibility with standard purification methods make it well-suited for multi-step synthesis workflows.

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 56.03
LogP 2.7711
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Bromo-5-nitro-3-(trifluoromethyl)pyridine

CAS No. 956104-42-0

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