Description

1,10-Phenanthroline, 5-bromo- (CAS No. 40000-20-2) is a high-purity heterocyclic organic compound with the molecular formula C₁₂H₇BrN₂. This brominated derivative of 1,10-phenanthroline is a versatile chelating agent and ligand, widely used in coordination chemistry, catalysis, and material science. Its rigid planar structure and nitrogen donor atoms make it an excellent building block for metal-organic frameworks (MOFs) and supramolecular assemblies. The bromo substituent at the 5-position allows for further functionalization via cross-coupling reactions, enhancing its utility in synthetic applications. Available in >98% purity, this compound is supplied as a crystalline solid with strict quality control to ensure reproducibility in research. Store in a cool, dry place, protected from light and moisture.

Properties

• CAS Number: 40000-20-2
• Complexity: 234
• IUPAC Name: 5-bromo-1,10-phenanthroline
• InChI: InChI=1S/C12H7BrN2/c13-10-7-8-3-1-5-14-11(8)12-9(10)4-2-6-15-12/h1-7H
• InChI Key: GWKGPQCKIBRXGW-UHFFFAOYSA-N
• Exact Mass: 257.97926
• Molecular Formula: C12H7BrN2
• Molecular Weight: 259.10
• SMILES: C1=CC2=CC(=C3C=CC=NC3=C2N=C1)Br
• Topological: 25.8
• Monoisotopic Mass: 257.97926
• Synonyms: 5-Bromo-1,10-phenanthroline, 1,10-Phenanthroline, 5-bromo-, EINECS 254-742-7, DTXSID00885793, DTXCID701025155, 254-742-7, gwkgpqckibrxgw-uhfffaoysa-n, 40000-20-2, MFCD00046903, Bromo-1,10-phenanthroline, SCHEMBL504434, SMSSF-0625122, AKOS015899695, CS-W004584, DS-6619, AMS_CNC_ID-1211114456, SY069240, DB-050433, B0429, B5567, NS00057831, C75023

Application

5-Bromo-1,10-phenanthroline is primarily employed as a ligand for transition metal complexes in catalytic systems, including oxidation and C-C coupling reactions. It serves as a key intermediate in the synthesis of photoactive materials and electrochemiluminescent probes for analytical chemistry. Researchers also utilize it to modify surfaces for sensor development and to construct functionalized MOFs for gas storage applications.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

Precautionary Statements

• P264, P264+P265, P270, P280, P301+P317, P305+P354+P338, P317, P330, and P501

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