2,9-Dibromo-1,10-phenanthroline-5,6-dione

Name: 2,9-Dibromo-1,10-phenanthroline-5,6-dione
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 943861-95-8
Cat. No. CS-0137365
Purity≥95%
MDL No.MFCD32709438

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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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2,9-Dibromo-1,10-phenanthroline-5,6-dione|CS-0137365

Structure of 943861-95-8

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General Information

CAS No. 943861-95-8
Cat. No. CS-0137365
Purity ≥95%
MDL No. MFCD32709438
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₄Br₂N₂O₂
Molecular Weight 367.98
Synonym(s) None
SMILES O=C1C(=O)C=2C=CC(Br)=NC2C3=NC(Br)=CC=C13

Description

2,9-Dibromo-1,10-phenanthroline-5,6-dione features two bromine substituents at the 2 and 9 positions of the phenanthroline core, enhancing electron deficiency and enabling robust coordination in transition metal complexes. The quinone functionality at the 5,6-positions provides redox activity and strong ligand binding capacity, making it ideal for catalytic systems requiring controlled electron transfer and stable chelation.

Application

2,9-Dibromo-1,10-phenanthroline-5,6-dione serves as a versatile building block for transition-metal-catalyzed cross-coupling reactions, enabling the construction of complex polycyclic architectures. Its dibromo substitution pattern facilitates palladium-mediated coupling with aryl and heteroaryl boronic acids, while the quinone functionality provides orthogonal reactivity for selective functionalization. The compound exhibits excellent bench stability and is readily purified by recrystallization, making it well-suited for scalable synthesis in medicinal chemistry and materials science applications.

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-P330-P362-P405-P501

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Computational Chemistry Data

TPSA 59.92
LogP 3.0476
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Ketone

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Material Science Polymer/Macromolecule Reagents Metal Organic Frameworks (MOF) Raw Materials Organic Linker Molecules

Material Science Organic-Inorganic Hybrid Materials Metal Organic Frameworks (MOF) Raw Materials Organic Linker Molecules

Key Words

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2,9-Dibromo-1,10-phenanthroline-5,6-dione

CAS No. 943861-95-8

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