4,7-Dibromo-1,10-phenanthroline

Name: 4,7-Dibromo-1,10-phenanthroline
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 156492-30-7
Cat. No. CS-W004598
Molecule weight338.00
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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4,7-Dibromo-1,10-phenanthroline|CS-W004598

Structure of 156492-30-7

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General Information

CAS No. 156492-30-7
Cat. No. CS-W004598
Purity ≥96%
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) 1,10-Phenanthroline, 4,7-dibromo-
SMILES BrC1=CC=NC2=C(N=CC=C3Br)C3=CC=C21

Description

4,7-Dibromo-1,10-phenanthroline is a sterically hindered, electron-deficient chelating ligand featuring bromine substituents at the 4 and 7 positions. This configuration enhances metal coordination stability in transition metal complexes, particularly useful in catalytic systems requiring robust ligand frameworks under oxidative conditions.

Application

4,7-Dibromo-1,10-phenanthroline serves as a versatile ligand in transition metal catalysis, particularly in cross-coupling reactions. Its brominated phenanthroline core enables efficient Pd- or Ni-mediated coupling processes, offering enhanced reactivity and stability under standard reaction conditions. The ortho-bromine substituents facilitate sequential functionalization, enabling the construction of complex heterocyclic architectures with high regiocontrol. This compound functions reliably in synthetic workflows requiring bench-stable, multi-functional building blocks for advanced materials and catalytic systems.

Synthesis

Route1
- In-stock
  
  87330-27-6
- ~%
- In-stock
  
  156492-30-7
References
- Graf, Gabriele Ina; Hastreiter, Daniel; Da Silva, Luiz Everson; Rebelo, Ricardo Andrade; Montalban, Antonio Garrido; McKillop, Alexander Tetrahedron, 2002 , vol. 58, # 44 p. 9095 - 9100
Route2
- 503863-91-0
- ~%
- In-stock
  
  156492-30-7
References
- Graf, Gabriele Ina; Hastreiter, Daniel; Da Silva, Luiz Everson; Rebelo, Ricardo Andrade; Montalban, Antonio Garrido; McKillop, Alexander Tetrahedron, 2002 , vol. 58, # 44 p. 9095 - 9100

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

Quality Control

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Computational Chemistry Data

TPSA 25.78
LogP 4.308
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Key Words

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4,7-Dibromo-1,10-phenanthroline

CAS No. 156492-30-7

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