Description

5,6-Dimethyl-1,10-phenanthroline (CAS No. 3002-81-1) is a high-purity heterocyclic organic compound with the molecular formula C₁₄H₁₂N₂. This derivative of 1,10-phenanthroline features methyl groups at the 5 and 6 positions, enhancing its chelating properties and steric influence. Widely utilized in coordination chemistry, it serves as a versatile ligand for transition metals, particularly in catalytic and photochemical applications. Its rigid planar structure and electron-rich nitrogen donors make it ideal for stabilizing metal complexes in oxidation states ranging from +1 to +3. Available in crystalline form with ≥98% purity, this compound is packaged under inert conditions to ensure stability. Suitable for research in material science, electrochemistry, and asymmetric synthesis.

Properties

• CAS Number: 3002-81-1
• Complexity: 227
• IUPAC Name: 5,6-dimethyl-1,10-phenanthroline
• InChI: InChI=1S/C14H12N2/c1-9-10(2)12-6-4-8-16-14(12)13-11(9)5-3-7-15-13/h3-8H,1-2H3
• InChI Key: BRPQDJPJBCQFSR-UHFFFAOYSA-N
• Exact Mass: 208.100048391
• Molecular Formula: C14H12N2
• Molecular Weight: 208.26
• SMILES: CC1=C(C2=C(C3=C1C=CC=N3)N=CC=C2)C
• Topological: 25.8
• Monoisotopic Mass: 208.100048391
• Physical Description: Cream-colored solid;
• Synonyms: 5,6-Dimethyl-1,10-phenanthroline, 1,10-Phenanthroline, 5,6-dimethyl-, EINECS 221-100-2, DTXSID9062772, BRPQDJPJBCQFSR-UHFFFAOYSA-, DTXCID5038121, 1,10Phenanthroline, 5,6dimethyl, 221-100-2, brpqdjpjbcqfsr-uhfffaoysa-n, inchi=1/c14h12n2/c1-9-10(2)12-6-4-8-16-14(12)13-11(9)5-3-7-15-13/h3-8h,1-2h3, 3002-81-1, MFCD00004983, MLS001359997, SCHEMBL250356, SCHEMBL7454037, CHEMBL1571901, HMS3059A07, AKOS015899659, 5,6-dimethylpyridino[3,2-h]quinoline, CS-W004561, FD32382, NCGC00247284-01, AS-60974, SMR001224336, ST080588, 5,6-Dimethyl-1,10-phenanthroline, 99%, DB-050428, D1559, NS00028828

Application

5,6-Dimethyl-1,10-phenanthroline is primarily employed as a chelating ligand in the synthesis of luminescent metal complexes for OLEDs and sensors. Its sterically hindered structure improves selectivity in catalytic reactions, such as C–H activation and cross-coupling. Researchers also utilize it in electrochemical studies due to its redox-active metal-binding properties.

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