Description

1,10-Phenanthroline-4,7-diol (CAS No. 3922-40-5) is a high-purity heterocyclic organic compound with the molecular formula C₁₂H₈N₂O₂. This compound, also known by its IUPAC name 1,10-dihydro-1,10-phenanthroline-4,7-dione, features a phenanthroline core substituted with hydroxyl groups at the 4 and 7 positions. It is a valuable chelating agent and redox-active ligand, widely utilized in coordination chemistry and materials science. The product is supplied as a fine powder with ≥95% purity (HPLC), ensuring consistent performance in research applications. Its unique structure enables selective metal ion binding, making it ideal for catalysis, sensor development, and photophysical studies. Store in a cool, dry place, protected from light to maintain stability.

Properties

• CAS Number: 3922-40-5
• Complexity: 362
• IUPAC Name: 1,10-dihydro-1,10-phenanthroline-4,7-dione
• InChI: InChI=1S/C12H8N2O2/c15-9-3-5-13-11-7(9)1-2-8-10(16)4-6-14-12(8)11/h1-6H,(H,13,15)(H,14,16)
• InChI Key: SLIBCJURSADKPV-UHFFFAOYSA-N
• Exact Mass: 212.058577502
• Molecular Formula: C12H8N2O2
• Molecular Weight: 212.20
• SMILES: C1=CC2=C(C3=C1C(=O)C=CN3)NC=CC2=O
• Topological: 58.2
• Monoisotopic Mass: 212.058577502
• Synonyms: 1,10-Phenanthroline-4,7-diol, 4,7-Dihydroxy-1,10-phenanthroline, EINECS 223-493-6, DTXSID0063234, DTXCID8039611, 223-493-6, slibcjursadkpv-uhfffaoysa-n, 3922-40-5, 1,10-Phenanthroline-4,7(1H,10H)-dione, 87330-27-6, 1,10-dihydro-1,10-phenanthroline-4,7-dione, MFCD00004975, CHEMBL1623498, pyridino[3,2-h]quinoline-4,7-diol, Oprea1_631021, BIDD:GT0532, SCHEMBL1073354, SCHEMBL19318056, [1,10]phenanthroline-4,7-diol, BDBM50401357, MFCD01548697, SBB008750, STK700952, AKOS000520806, AKOS015918059, CS-W004566, DS-3423, NCGC00246264-01, DB-050452, ST4066281, CS-0203376, D3869, NS00030551, F71669, 1,10-Phenanthroline-4,7-dione, 1,10-dihydro-, AG-690/12868655, 4,7-Dihydroxy-1,10-phenanthroline, Dye content >=30 %

Application

1,10-Phenanthroline-4,7-diol is extensively used as a versatile ligand in transition metal complexes for catalytic and photocatalytic applications. Its redox-active properties make it suitable for electrochemical sensors and molecular electronics. Researchers employ it in supramolecular chemistry for designing metal-organic frameworks (MOFs) and functional materials. The compound also serves as a precursor for synthesizing derivatives with tailored photoluminescent or catalytic behaviors.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (86.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (86.7%)

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