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: 2026-01-13 11:13:44

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.