Description

1,10-Phenanthroline, 5-nitro- (CAS No. 4199-88-6) is a high-purity heterocyclic compound with the molecular formula C₁₂H₇N₃O₂. This nitro-substituted derivative of 1,10-phenanthroline is widely utilized in coordination chemistry, analytical chemistry, and materials science due to its strong chelating properties and redox activity. The compound exhibits a crystalline form with ≥97% purity, ensuring reliability for research and industrial applications. Its nitro group enhances electron-withdrawing characteristics, making it valuable as a ligand in transition metal complexes, electrochemical sensors, and catalysis. Suitable for spectrophotometric analysis, it is also employed in the detection of trace metals and as a precursor for advanced organic synthesis. Store in a cool, dry place away from light to maintain stability.

Properties

• CAS Number: 4199-88-6
• Complexity: 305
• IUPAC Name: 5-nitro-1,10-phenanthroline
• InChI: InChI=1S/C12H7N3O2/c16-15(17)10-7-8-3-1-5-13-11(8)12-9(10)4-2-6-14-12/h1-7H
• InChI Key: PDDBTWXLNJNICS-UHFFFAOYSA-N
• Exact Mass: 225.053826475
• Molecular Formula: C12H7N3O2
• Molecular Weight: 225.20
• SMILES: C1=CC2=CC(=C3C=CC=NC3=C2N=C1)[N+](=O)[O-]
• Topological: 71.6
• Monoisotopic Mass: 225.053826475
• Physical Description: Light yellow crystalline solid;
• Synonyms: 5-Nitro-1,10-phenanthroline, 4199-88-6, 1,10-Phenanthroline, 5-nitro-, 5-Nitro-1, 10-diazaphenanthrene, NSC 4263, EINECS 224-097-6, DTXSID7063346, 1,10Phenanthroline, 5nitro, 5Nitro1, 10diazaphenanthrene, DTXCID4040006, 224-097-6, MFCD00004981, NSC4263, MLS000736506, 5-NP, 5-nitropyridino[3,2-h]quinoline, Nitroferroin, SCHEMBL670669, 5nitro-1, 10-phenanthroline, CHEMBL101815, 5-Nitro-[1,10]phenanthroline, 5-Nitro-1,10-diazaphenanthrene, C12H7N3O2, PDDBTWXLNJNICS-UHFFFAOYSA-, CHEBI:201448, HMS2784C21, ALBB-023378, NSC-4263, SBB008850, AKOS003368622, CS-W004570, FN58338, GS-5654, HY-W004570, NCGC00246911-01, PD158530, SMR000445932, ST078005, SY039159, DB-050431, N0214, NS00031082, 10.14272/PDDBTWXLNJNICS-UHFFFAOYSA-N.1, 5-Nitro-1,10-phenanthroline, >=97%, crystalline, doi:10.14272/PDDBTWXLNJNICS-UHFFFAOYSA-N.1, InChI=1/C12H7N3O2/c16-15(17)10-7-8-3-1-5-13-11(8)12-9(10)4-2-6-14-12/h1-7H

5-Nitro-1,10-phenanthroline serves as a versatile chelating agent in the preparation of transition metal complexes for catalytic and photochemical studies. It is commonly used in spectrophotometric determination of iron(II) and other metals due to its distinct colorimetric properties. The compound also finds application in electrochemical sensors for its redox-active behavior and as a building block in supramolecular chemistry. Researchers leverage its electron-deficient nature to design novel materials for optoelectronic devices.

Safety and Hazards

GHS Hazard Statements

• H315 (97.8%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (97.8%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (97.8%): 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 (97.8%)
• Eye Irrit. 2 (97.8%)
• STOT SE 3 (97.8%)

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