3,4-dibromopyridine

Name: 3,4-dibromopyridine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 13534-90-2
Cat. No. CS-W000823
Purity≥98%
MDL No.MFCD00234016

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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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Structure of 13534-90-2

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General Information

CAS No. 13534-90-2
Cat. No. CS-W000823
Purity ≥98%
MDL No. MFCD00234016
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₃Br₂N
Molecular Weight 236.89
Synonym(s) SPECS AC-907/25004343
SMILES Brc1ccncc1Br

Description

3,4-Dibromopyridine features a pyridine core bearing bromine substituents at the 3- and 4-positions, delivering enhanced reactivity in cross-coupling transformations. The electron-deficient ring facilitates palladium-catalyzed coupling with boronic acids and amines, enabling efficient access to functionalized heteroaryl scaffolds. This bench-stable reagent integrates readily into synthetic sequences requiring halogen-directed diversification.

Application

3,4-Dibromopyridine serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions for the construction of biaryl and heteroaryl architectures. Its dual bromine substituents provide orthogonal reactivity for sequential functionalization, facilitating the assembly of complex pyridine-based scaffolds. The compound exhibits good bench stability and is compatible with standard reaction conditions, making it well-suited for applications in medicinal chemistry and materials science.

Synthesis

Route1
- 110-86-1
- ~%
- In-stock
  
  13534-90-2
References
- Recueil des Travaux Chimiques des Pays-Bas, , vol. 64, p. 85,98 Recueil des Travaux Chimiques des Pays-Bas, , vol. 69, p. 673,681

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 12.89
LogP 2.6066
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

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3,4-dibromopyridine

CAS No. 13534-90-2

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