2,2':6',2''-TERPYRIDINE
Synonym(s):α,α′,α″-Tripyridyl;2,6-Di(2-pyridyl)pyridine
- CAS NO.:1148-79-4
- Empirical Formula: C15H11N3
- Molecular Weight: 233.27
- MDL number: MFCD00006213
- EINECS: 214-559-5
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-09-25 17:15:13
What is 2,2':6',2''-TERPYRIDINE?
Description
A case of occupational dermatitis was reported in a chemical technician, with no cross reactivity to pyridine derivatives.
Chemical properties
Off-white crystal
The Uses of 2,2':6',2''-TERPYRIDINE
2,2';6',2"-terpyridine is widely utilized in the field of supramolecular chemistry, which is used to manufacture the racks, ladders and grids, helicates, catenanes and dendrimers. It plays an important role as a ligand in coordination chemistry. Its complexes are employed in the oxidation of alcohols, the carbonylation of aromatic compounds and as oxygen-binding molecules. Functionalized terpyridine ligands were used in semiconductors and solar panels. It forms chealate complexes with europium(III) and terbium(III), which is used in protein labelling.
Definition
ChEBI: A tridentate heterocyclic ligand that binds metals at three meridional sites giving two adjacent 5-membered MN2C2 chelate rings.
Synthesis Reference(s)
Journal of the American Chemical Society, 103, p. 3585, 1981 DOI: 10.1021/ja00402a062
Organic Syntheses, Coll. Vol. 7, p. 476, 1990
General Description
2,2′:6′,2′′;-Terpyridine is a tridentate ligand that can be prepared in two steps starting from 2-acetylpyridine.
Contact allergens
This molecule is a terpyridine with a 4-methyl substitution. A case of occupational dermatitis was reported in a chemical technician with no cross-reactivity to pyridine derivatives.
Purification Methods
Crystallise it from diethyl ether, toluene or from pet ether, then aqueous MeOH, followed by sublimation in a vacuum at 90o. It is used for estimating Ag and Ru. [Kamra et al. Anal Chim Acta 81 177 1976, Beilstein 26 III/IV 258.]
Properties of 2,2':6',2''-TERPYRIDINE
| Melting point: | 90-93 °C |
| Boiling point: | 370 °C |
| Density | 1.1901 (rough estimate) |
| refractive index | 1.5610 (estimate) |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | dioxane: 0.1 g/mL, clear |
| form | Crystalline powder |
| pka | 4.60±0.10(Predicted) |
| color | Cream to yellow to brown |
| Water Solubility | 1.472g/L(24.99 ºC) |
| BRN | 11199 |
| CAS DataBase Reference | 1148-79-4(CAS DataBase Reference) |
| EPA Substance Registry System | 2,2':6',2''-Terpyridine (1148-79-4) |
Safety information for 2,2':6',2''-TERPYRIDINE
| Signal word | Danger |
| Pictogram(s) |
![]() Corrosion Corrosives GHS05 ![]() Skull and Crossbones Acute Toxicity GHS06 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H318:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P262:Do not get in eyes, on skin, or on clothing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 2,2':6',2''-TERPYRIDINE
| InChIKey | DRGAZIDRYFYHIJ-UHFFFAOYSA-N |
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