Description
4,7-Dichloro-1,10-phenanthroline (CAS: 5394-23-0) is a high-purity heterocyclic organic compound with the molecular formula C12H6Cl2N2. This derivative of 1,10-phenanthroline features chlorine substitutions at the 4 and 7 positions, enhancing its utility as a chelating ligand and intermediate in coordination chemistry. Ideal for researchers and scientists, this product is rigorously tested for quality (97% purity) and is available in stable crystalline form. Applications span catalysis, material science, and pharmaceutical research, where its electron-deficient aromatic system enables selective metal binding and reactivity modulation. Packaged under inert conditions to ensure longevity, it is supplied with comprehensive analytical data (HPLC, NMR, MS).
Properties
- CAS Number: 5394-23-0
- Complexity: 235
- IUPAC Name: 4,7-dichloro-1,10-phenanthroline
- InChI: InChI=1S/C12H6Cl2N2/c13-9-3-5-15-11-7(9)1-2-8-10(14)4-6-16-12(8)11/h1-6H
- InChI Key: GIEQBYJCGYHHSU-UHFFFAOYSA-N
- Exact Mass: 247.9908036
- Molecular Formula: C12H6Cl2N2
- Molecular Weight: 249.09
- SMILES: C1=CC2=C(C=CN=C2C3=NC=CC(=C31)Cl)Cl
- Topological: 25.8
- Monoisotopic Mass: 247.9908036
- Synonyms: 4,7-Dichloro-1,10-phenanthroline, 5394-23-0, 693-961-6, 1,10-Phenanthroline,4,7-dichloro, 1,10-Phenanthroline, 4,7-dichloro-, NSC626, MFCD00233882, NSC 626, 4,7-dichlorophenanthroline, SCHEMBL440421, DTXSID00202229, NSC-626, GIEQBYJCGYHHSU-UHFFFAOYSA-N, BCP10047, FAA39423, AKOS016845061, CS-W004582, DS-7192, DA-21892, SY037143, 4,7-Dichloro-1,10-phenanthroline, 97%, 4,7-Dichloro-1,10-phenanthroline Hydrate, D4421, D5690, EN300-154354, Y10770, Z1723943167
4,7-Dichloro-1,10-phenanthroline serves as a versatile ligand for transition metal complexes in catalytic systems. Its electron-withdrawing chloro groups enhance Lewis acidity, making it valuable in oxidative transformations and photochemical studies. Researchers employ it in supramolecular chemistry for constructing metal-organic frameworks (MOFs) due to its rigid geometry. It also finds use as a precursor for synthesizing functionalized phenanthrolines in medicinal chemistry.
Safety and Hazards
GHS Hazard Statements
- H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
- 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+P316, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Acute Tox. 3 (100%)
- Skin Irrit. 2 (100%)
- Eye Dam. 1 (100%)
- STOT SE 3 (100%)
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