5,6-Dibromo-1,10-phenanthroline

Name: 5,6-Dibromo-1,10-phenanthroline
Brand: ChemScene
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CAS No. 56290-06-3
Cat. No. CS-0112996
Purity≥95%
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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5,6-Dibromo-1,10-phenanthroline|CS-0112996

Structure of 56290-06-3

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Description

5,6-Dibromo-1,10-phenanthroline is a sterically hindered, electron-deficient chelating ligand featuring bromine substituents at the 5 and 6 positions of the phenanthroline core. This configuration enhances metal-binding selectivity in transition metal complexes, particularly for copper and nickel systems. The dibromo substitution improves solubility in organic solvents and stabilizes reactive intermediates under oxidative conditions. Its robust coordination geometry facilitates use in catalytic cycles requiring precise steric control and redox stability.

Application

5,6-Dibromo-1,10-phenanthroline serves as a versatile ligand in transition metal catalysis, particularly in cross-coupling and oxidation reactions. Its brominated phenanthroline core provides enhanced electron-withdrawing character and improved stability under oxidative conditions. The dual bromine substituents enable further functionalization via palladium-catalyzed coupling, facilitating the construction of complex heterocyclic architectures. This compound offers excellent bench stability, ease of handling, and compatibility with standard synthetic workflows in medicinal chemistry and materials science.

General Information

CAS No. 56290-06-3
Cat. No. CS-0112996
Purity ≥95%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₆Br₂N₂
Molecular Weight 338.00
Synonym(s) 5,6-Dibrom-[1,10]phenanthrolin
SMILES BrC1=C(C=CC=N2)C2=C(N=CC=C3)C3=C1Br

Computational Chemistry Data

TPSA 25.78
LogP 4.308
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

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-P330-P362+P364-P405-P501

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5,6-Dibromo-1,10-phenanthroline

CAS No. 56290-06-3

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