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HomeProduct name list2,2':6',2''-TERPYRIDINE

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: 2024-10-25 16:21:11
2,2':6',2''-TERPYRIDINE Structural

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)
ghs
Corrosion
Corrosives
GHS05
ghs
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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