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ChemicalBook--->CAS DataBase List--->1148-79-4

1148-79-4

1148-79-4 Structure

1148-79-4 Structure
IdentificationMore
[Name]

2,2':6',2''-TERPYRIDINE
[CAS]

1148-79-4
[Synonyms]

2,2',2''-TERPYRIDINE
2,2',2''-TRIPYRIDINE
2,2',2''-TRIPYRIDYL
2,2':6',2''-TERPYRIDINE
2->2',6'->2''-TERPYRIDINE
2,6-BIS(2-PYRIDYL)PYRIDINE
2,6-DI(2-PYRIDYL)PYRIDINE
ALPHA,ALPHA',ALPHA''-TERPYRIDINE
ALPHA,ALPHA',ALPHA''-TRIPYRIDYL
TERPY
TIMTEC-BB SBB008932
TRIPYRIDINE
TRIPYRIDYL
2,2',2''-Terpyridyl
Ba 2799
Terpyridine
TerpyridineminTERPYoffwhitepowder
2,2',2-TripyridylA.R.
2,2':6',2'-Terpyridino
Terpyridyl
[EINECS(EC#)]

214-559-5
[Molecular Formula]

C15H11N3
[MDL Number]

MFCD00006213
[Molecular Weight]

233.27
[MOL File]

1148-79-4.mol
Chemical PropertiesBack Directory
[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
[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.
[InChIKey]

DRGAZIDRYFYHIJ-UHFFFAOYSA-N
[CAS DataBase Reference]

1148-79-4(CAS DataBase Reference)
[EPA Substance Registry System]

Hazard InformationBack Directory
[Chemical Properties]

Off-white crystal
[Definition]

ChEBI: A tridentate heterocyclic ligand that binds metals at three meridional sites giving two adjacent 5-membered MN2C2 chelate rings.
[Description]

A case of occupational dermatitis was reported in a chemical technician, with no cross reactivity to pyridine derivatives.
[Uses]

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.
[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.
[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.]
Safety DataBack Directory
[Hazard Codes ]

T+,T
[Risk Statements ]

R27/28:Very Toxic in contact with skin and if swallowed .
R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
[RIDADR ]

UN 2811 6.1/PG 1
[WGK Germany ]

3
[TSCA ]

Yes
[HazardClass ]

6.1
[PackingGroup ]

I
[HS Code ]

29333990
Questions And AnswerBack Directory
[Application in coordination chemistry]

As an NNN-tridentate ligand, the 2,2′:6′,2″-terpyridine plays an important role in coordination chemistry. With three coordination sites and low LUMO, terpyridine and its derivatives are one of the typical Pincer ligand and/or non-innocent ligands in transition metal catalysis. Interesting catalytic reactivities have been obtained with these tpy-metal complexes targeting some challenging transformations, such as C–C bond formation and hydrofunctionalization. The 2,2':6':2''-terpyridine ligand has literally shaped the coordination chemistry of transition metal complexes in a plethora of fields.

Spectrum DetailBack Directory
[Spectrum Detail]

2,2':6',2''-TERPYRIDINE(1148-79-4)MS
2,2':6',2''-TERPYRIDINE(1148-79-4)1HNMR
2,2':6',2''-TERPYRIDINE(1148-79-4)13CNMR
2,2':6',2''-TERPYRIDINE(1148-79-4)IR1
2,2':6',2''-TERPYRIDINE(1148-79-4)IR2
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

[Sigma Aldrich]

1148-79-4(sigmaaldrich)
[TCI AMERICA]

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1148-79-4

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