5-Bromo-1,10-phenanthroline

Name: 5-Bromo-1,10-phenanthroline
Brand: ChemScene
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CAS No. 40000-20-2
Cat. No. CS-W004584
Molecule weight259.10
Purity≥95%
MDL No.MFCD00046903

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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 40000-20-2

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General Information

CAS No. 40000-20-2
Cat. No. CS-W004584
Purity ≥95%
MDL No. MFCD00046903
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₇BrN₂
Molecular Weight 259.10
Synonym(s) 1,10-Phenanthroline, 5-bromo-
SMILES BrC1=C2C(N=CC=C2)=C3C(C=CC=N3)=C1

Description

5-Bromo-1,10-phenanthroline features a bromine substituent at the 5-position of the phenanthroline scaffold, enhancing its electron-withdrawing character and enabling selective coordination in transition metal complexes. This bench-stable ligand integrates readily into catalytic systems requiring tunable electronic properties and improved solubility in organic media.

Application

5-Bromo-1,10-phenanthroline serves as a versatile ligand in transition metal catalysis, enabling efficient cross-coupling and cyclization reactions. Its bromine substituent provides a site for further functionalization via palladium-catalyzed transformations, while the rigid phenanthroline scaffold offers strong metal chelation and enhanced stability under reaction conditions. The compound exhibits excellent bench stability and compatibility with diverse functional groups, facilitating its use in the synthesis of complex heterocyclic scaffolds and coordination complexes.

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 25.78
LogP 3.5455
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Catalysts and Ligands Ligands Pyridine Ligands Phenanthroline Ligands

Material Science Material Building Blocks Ligands for Functional Metal Complexes Phenanthroline Ligands

Catalysis Nitrogen-Donor Ligands Pyridine Ligands

Catalysis Nitrogen-Donor Ligands Phenanthroline Ligands

Key Words

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5-Bromo-1,10-phenanthroline

CAS No. 40000-20-2

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