Description

3,4,7,8-Tetramethyl-1,10-phenanthroline (CAS No. 1660-93-1) is a high-purity, heterocyclic organic compound with the molecular formula C₁₆H₁₆N₂. This derivative of 1,10-phenanthroline features four methyl groups at the 3,4,7, and 8 positions, enhancing its steric and electronic properties for specialized applications. It is widely utilized as a chelating ligand in coordination chemistry, particularly for transition metal ions, due to its strong binding affinity and ability to form stable complexes. The compound is supplied as a crystalline solid with ≥98% purity, ensuring optimal performance in research and industrial processes. Ideal for catalysis, photochemistry, and materials science, this reagent is packaged under inert conditions to maintain stability and shelf life.

Properties

• CAS Number: 1660-93-1
• Complexity: 273
• IUPAC Name: 3,4,7,8-tetramethyl-1,10-phenanthroline
• InChI: InChI=1S/C16H16N2/c1-9-7-17-15-13(11(9)3)5-6-14-12(4)10(2)8-18-16(14)15/h5-8H,1-4H3
• InChI Key: NPAXPTHCUCUHPT-UHFFFAOYSA-N
• Exact Mass: 236.131348519
• Molecular Formula: C16H16N2
• Molecular Weight: 236.31
• SMILES: CC1=CN=C2C(=C1C)C=CC3=C(C(=CN=C32)C)C
• Topological: 25.8
• Monoisotopic Mass: 236.131348519
• Physical Description: White powder;
• Synonyms: 3,4,7,8-Tetramethyl-1,10-phenanthroline, 1,10-Phenanthroline, 3,4,7,8-tetramethyl-, 3,4,7,8-Tetramethylphenanthroline, EINECS 216-762-4, TM-1,10-P, DTXSID2061856, DTXCID4035330, 3,4,7,8tetramethylphenanthroline, 1,10Phenanthroline, 3,4,7,8tetramethyl, 216-762-4, npaxpthcucuhpt-uhfffaoysa-n, 1660-93-1, MFCD00004974, CHEMBL99384, 3,4,7,8-Tetramethyl-[1,10]phenanthroline, 3,4,7,8-Tetramethyl-1,10-diazaphenanthrene; 3,4,7,8-Tetramethyl-o-phenanthroline; 3,4,7,8-Tetramethylphenanthroline, 3,4,7,8-tetramethylpyridino[3,2-h]quinoline, 4-Amino-7-beta-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide; 7-Deazaadenosine-7-carboxamide; NSC 65346;, 3,4,7,8-Me4Phenan, BIDD:GT0406, SCHEMBL136654, 3,4,7,8-tetramethylphenantroline, BCP11189, CS-D1715, AC1714, BBL102541, BDBM50401347, SBB008945, STL556344, AKOS007930862, AC-1871, FT10752, AS-15524, HY-34515, ST080673, SY004672, 3,4,7,8-tetramethyl-1,10-phenanthrolin, 3,4,7,8-tetramethyl-1,10-phenantroline, 3710-phenanthroline, DB-050424, 3, 4,7,8-tetramethyl-1,10-phenanthrolin, NS00025433, T0847, 3,4,7,8-Tetramethyl-1,10-diazaphenanthrene, EN300-266681, 3,4,7,8-Tetramethyl-1,10-phenanthroline, >=98%, Z2768172030

Application

3,4,7,8-Tetramethyl-1,10-phenanthroline is primarily employed as a ligand in transition metal catalysis, facilitating reactions such as oxidation and C–H activation. Its sterically hindered structure makes it valuable in photophysical studies, where it modulates the luminescence properties of metal complexes. Researchers also use it in the synthesis of supramolecular assemblies and as a building block for functional materials.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Acute Tox. 4 (100%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• Acute Tox. 4 (100%)
• STOT SE 3 (100%)

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