Description
5-Chloro-1,10-phenanthroline (CAS No. 4199-89-7) is a high-purity heterocyclic compound with the molecular formula C12H7ClN2. This derivative of 1,10-phenanthroline is widely utilized in coordination chemistry, catalysis, and materials science due to its strong chelating properties and electron-deficient aromatic system. The chloro substituent at the 5-position enhances its reactivity, making it a valuable intermediate for synthesizing metal complexes and functionalized ligands. Available in >98% purity (HPLC), this product is rigorously tested for trace metals, moisture, and solvent residues to ensure consistency in sensitive applications. Suitable for use under inert atmospheres, it is packaged in amber glass vials to prevent photodegradation.
Properties
- CAS Number: 4199-89-7
- Complexity: 234
- IUPAC Name: 5-chloro-1,10-phenanthroline
- InChI: InChI=1S/C12H7ClN2/c13-10-7-8-3-1-5-14-11(8)12-9(10)4-2-6-15-12/h1-7H
- InChI Key: XDUUQOQFSWSZSM-UHFFFAOYSA-N
- Exact Mass: 214.0297759
- Molecular Formula: C12H7ClN2
- Molecular Weight: 214.65
- SMILES: C1=CC2=CC(=C3C=CC=NC3=C2N=C1)Cl
- Topological: 25.8
- Monoisotopic Mass: 214.0297759
- Physical Description: Off-white crystalline solid;
- Synonyms: 5-Chloro-1,10-phenanthroline, 1,10-Phenanthroline, 5-chloro-, EINECS 224-098-1, DTXSID2063347, 1,10Phenanthroline, 5chloro, DTXCID9040007, 224-098-1, inchi=1/c12h7cln2/c13-10-7-8-3-1-5-14-11(8)12-9(10)4-2-6-15-12/h1-7, xduuqoqfswszsm-uhfffaoysa-n, 4199-89-7, CHEMBL317115, 5-Chloro-1.10-phenanthroline, 5-chloropyridino[3,2-h]quinoline, MFCD00004980, YSWG278, MLS001360518, SCHEMBL504765, 5-Chloro-[1,10]phenanthroline, HMS3074N22, BDBM50401344, SBB008907, AKOS003369128, 5-Chloro-1,10-phenanthroline, 98%, CS-W004567, FC60891, FD10493, NCGC00247286-01, AS-59329, PD119888, SMR001223955, ST078006, NS00031083
Application
5-Chloro-1,10-phenanthroline serves as a key building block for transition metal catalysts in cross-coupling reactions and oxidation processes. Its electron-withdrawing chloro group modulates the electronic properties of resulting metal complexes, enhancing catalytic activity in asymmetric synthesis. Researchers employ this compound to develop luminescent materials and electrochemical sensors due to its rigid planar structure and metal-binding capacity.
Safety and Hazards
GHS Hazard Statements
- H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
- H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
Precautionary Statements
- P264, P264+P265, P270, P280, P301+P317, P305+P354+P338, P317, P330, and P501
Hazard Classes and Categories
- Acute Tox. 4 (100%)
- Eye Dam. 1 (100%)
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