Description
5-Methyl-2,2′-bipyridine (CAS No. 56100-20-0) is a high-purity heterocyclic organic compound with the molecular formula C11H10N2. This bipyridine derivative features a methyl group at the 5-position, enhancing its utility as a versatile ligand in coordination chemistry and catalysis. Its IUPAC name, 5-methyl-2-pyridin-2-ylpyridine, reflects its precise structural configuration. Ideal for researchers and scientists, this compound is rigorously tested for purity and consistency, ensuring reliable performance in synthetic and analytical applications. Available in various quantities, it is supplied with comprehensive analytical data (including 1H NMR, HPLC, and MS) to meet stringent laboratory standards.
Properties
- CAS Number: 56100-20-0
- Complexity: 158
- IUPAC Name: 5-methyl-2-(2-pyridyl)pyridine
- InChI: InChI=1S/C11H10N2/c1-9-5-6-11(13-8-9)10-4-2-3-7-12-10/h2-8H,1H3
- InChI Key: LECLRDWVJRSFSE-UHFFFAOYSA-N
- Exact Mass: 170.084398327
- Molecular Formula: C11H10N2
- Molecular Weight: 170.21
- SMILES: CC1=CN=C(C=C1)C2=CC=CC=N2
- Topological: 25.8
- Monoisotopic Mass: 170.084398327
- Synonyms: 5-METHYL-2,2′-BIPYRIDINE, 988-595-1, 56100-20-0, 5-METHYL-2,2′-BIPYRIDYL, 5-Methyl-[2,2′]bipyridinyl, 5-methyl-2-pyridin-2-ylpyridine, MFCD08062569, 5-methyl-2-(2-pyridyl)pyridine, 2,2′-Bipyridine, 5-methyl-, 5-Methyl-2,2-bipyridine, SCHEMBL564428, CHEMBL101799, SCHEMBL28361818, DTXSID90454199, LECLRDWVJRSFSE-UHFFFAOYSA-N, SBB059629, AKOS006285721, DS-7541, SY013949, DB-155488, CS-0036667, ST51044554, F16226, 5-Methyl-2,2 inverted exclamation mark -bipyridine, Z1198175922
Application
5-Methyl-2,2′-bipyridine is widely employed as a chelating ligand in transition metal catalysis, particularly in photoredox and cross-coupling reactions. Its structural rigidity and electron-donating methyl group make it valuable in designing luminescent complexes for OLEDs and sensors. Researchers also utilize it in supramolecular chemistry and as a building block for functionalized polymers. Its stability and tunable properties are advantageous in metalloenzyme modeling studies.
Safety and Hazards
GHS Hazard Statements
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
Precautionary Statements
- P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364
Hazard Classes and Categories
- Skin Irrit. 2 (100%)
- Eye Irrit. 2 (100%)
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