6-Bromo-4-nitropicolinic acid

Name: 6-Bromo-4-nitropicolinic acid
Brand: ChemScene
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CAS No. 231287-89-1
Cat. No. CS-0323936
Purity≥96%
MDL No.None

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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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6-Bromo-4-nitropicolinic acid|CS-0323936

Structure of 231287-89-1

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General Information

CAS No. 231287-89-1
Cat. No. CS-0323936
Purity ≥96%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrN₂O₄
Molecular Weight 247.00
Synonym(s) 6-Bromo-4-nitropyridine-2-carboxylic acid
SMILES C1=C(C=C(Br)N=C1C(=O)O)[N+](=O)[O-]

Description

6-Bromo-4-nitropicolinic acid features a bromine atom at the 6-position and a nitro group at the 4-position of the picolinic acid scaffold. This electron-deficient heterocycle integrates readily into cross-coupling reactions, serving as a key building block for bioactive molecules and functional materials. The combination of halogen and nitro functionality enables sequential derivatization under mild conditions.

Application

6-Bromo-4-nitropicolinic acid serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the pyridine ring via palladium-catalyzed cross-coupling reactions. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the nitro and carboxylic acid functionalities provide orthogonal handles for further derivatization. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for constructing complex heterocyclic scaffolds and advanced intermediates in medicinal chemistry and materials science.

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 93.33
LogP 1.4505
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

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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6-Bromo-4-nitropicolinic acid

CAS No. 231287-89-1

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