Application in coordination chemistry
ChemicalBook > CAS DataBase List > 2,2':6',2''-TERPYRIDINE

2,2':6',2''-TERPYRIDINE

Application in coordination chemistry
Product Name
2,2':6',2''-TERPYRIDINE
CAS No.
1148-79-4
Chemical Name
2,2':6',2''-TERPYRIDINE
Synonyms
Terpyridine;TERPY;´SKL085;Ba 2799;Nsc3905;TRIPYRIDYL;Terpyridyl;Trypyridyl;TRIPYRIDINE
CBNumber
CB1407532
Molecular Formula
C15H11N3
Formula Weight
233.27
MOL File
1148-79-4.mol
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2,2':6',2''-TERPYRIDINE Property

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
InChIKey
DRGAZIDRYFYHIJ-UHFFFAOYSA-N
CAS DataBase Reference
1148-79-4(CAS DataBase Reference)
EPA Substance Registry System
2,2':6',2''-Terpyridine (1148-79-4)
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Safety

Hazard Codes 
T+,T
Risk Statements 
27/28-37/38-41
Safety Statements 
26-28-36/37/39-45
RIDADR 
UN 2811 6.1/PG 1
WGK Germany 
3
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
I
HS Code 
29333990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H315Causes skin irritation

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P262Do not get in eyes, on skin, or on clothing.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
234672
Product name
2,2′:6′,2′′-Terpyridine
Purity
98%
Packaging
1g
Price
$154
Updated
2024/03/01
Sigma-Aldrich
Product number
234672
Product name
2,2′:6′,2′′-Terpyridine
Purity
98%
Packaging
5g
Price
$454
Updated
2024/03/01
TCI Chemical
Product number
T0024
Product name
2,2':6',2''-Terpyridine
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$147
Updated
2024/03/01
Alfa Aesar
Product number
A17750
Product name
2,2':6',2''-Terpyridine, 97%
Packaging
0.25g
Price
$52.65
Updated
2024/03/01
Alfa Aesar
Product number
A17750
Product name
2,2':6',2''-Terpyridine, 97%
Packaging
1g
Price
$151
Updated
2024/03/01
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2,2':6',2''-TERPYRIDINE Chemical Properties,Usage,Production

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.

Description

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

Chemical Properties

Off-white crystal

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.

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.]

2,2':6',2''-TERPYRIDINE Preparation Products And Raw materials

Raw materials

Preparation Products

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2,2':6',2''-TERPYRIDINE Suppliers

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View Lastest Price from 2,2':6',2''-TERPYRIDINE manufacturers

Shanghai UCHEM Inc.
Product
2,2':6',2''-TERPYRIDINE 1148-79-4
Price
US $45.00-636.00/g
Min. Order
1g
Purity
0.98
Supply Ability
10kg
Release date
2024-04-12
Henan Fengda Chemical Co., Ltd
Product
2,2':6',2''-TERPYRIDINE 1148-79-4
Price
US $200.00-1.00/KG
Min. Order
1KG
Purity
99%, 99.5% Sublimated
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-30
R&D Scientific Inc.
Product
2,6-dipyridin-2-ylpyridine 1148-79-4
Price
US $1530.00/g
Min. Order
1g
Purity
97
Supply Ability
500 Kg
Release date
2024-02-19

1148-79-4, 2,2':6',2''-TERPYRIDINERelated Search:

[2,2':6',2''-TERPYRIDINE]-3',4'-DICARBOXYLIC ACID 2,2':6',2''-TERPYRIDINE 4'-CHLORO-2,2':6',2''-TERPYRIDINE,4'-CHLORO-2,2'6'2''-TERPYRIDINE 4,4',4''-TRI-TERT-BUTYL-2,2':6',2''-TERPYRIDINE 1,6-DIHYDRO-[3,2':4',3'']-TERPYRIDINE 6''-CHLORO-[3,2':5',3'']-TERPYRIDINE DICHLORO(2 2':6' 2''-TERPYRIDINE)- 2,2':6',2''-TERPYRIDINE-4'-CARBOXYLIC ACID 4',4''''-(1,4-PHENYLENE)BIS(2,2':6',2''-TERPYRIDINE) 6,6''-DIBROMO-2,2':6',2''-TERPYRIDINE,6,6-DIBROMO-2,2:6,2-TERPYRIDINE 6,6''-DIMETHYL-[2,2':6',2''-TERPYRIDINE]-4'-CARBOXYLIC ACID ETHYL ESTER 5,5''-DIMETHYL-[2,2':6',2''-TERPYRIDINE]-4'-CARBOXYLIC ACID 4'-(4-NITROPHENYL)-2,2':6',2''-TERPYRIDINE 4'-PHENYL-2,2':6',2''-TERPYRIDINE 5,5''-DIMETHYL-[2,2':6',2''-TERPYRIDINE]-4'-CARBOXYLIC ACID ETHYL ESTER ETHYL 2,2':6',2''-TERPYRIDINE-4'-CARBOXYLATE [2,2':6',2''-TERPYRIDINE]-4'-CARBOXYLIC ACID BUTYL ESTER 5-METHYL-4'-NITRO-2,2':6',2''-TERPYRIDINE

  • 2,2':6',2''-Terpyridine,97%
  • 2,2′:6′,2′′-Terpyridine ,98%
  • 6',2'']Terpyridine
  • 2,2',2" TERPYRIDINE (Tripyridine, Tripyridyl)
  • &acute
  • 2,2':6',2"-Terpyridine 98%
  • 2,6-BIS(PYRIDIN-2-YL)PYRIDINE
  • TERPY
  • TIMTEC-BB SBB008932
  • TRIPYRIDINE
  • TRIPYRIDYL
  • ALPHA,ALPHA',ALPHA''-TRIPYRIDYL
  • ALPHA,ALPHA',ALPHA''-TERPYRIDINE
  • 4,4',4''-TRI-TERT-BUTYL-2,2'
  • 2,2',2''-TERPYRIDINE, 98+ %2,2',2''-TERPYRIDINE, 98+ %2,2',2''-TERPYRIDINE, 98+ %2,2',2''-TERPYRIDINE, 98+ %
  • 2,6-BIS(2-PYRIDYL)PYRIDINE
  • 2,6-DI(2-PYRIDYL)PYRIDINE
  • 2,2':6',2''-TERPYRIDINE
  • 2->2',6'->2''-TERPYRIDINE
  • 2,2',2''-TRIPYRIDINE
  • 2,2',2''-TRIPYRIDYL
  • 2,2',2''-TERPYRIDINE
  • 2,2',2''-Terpyridyl
  • Ba 2799
  • 2,2',2-TripyridylA.R.
  • 2,2':6',2'-Terpyridino
  • Terpyridyl
  • Trypyridyl
  • Terpyridine
  • TerpyridineminTERPYoffwhitepowder
  • 2,2':6',2''-Terpyridine,min.98%TERPY
  • Nsc3905
  • 2,6-Di(pyridin-2-yl)pyridine
  • 2,2'':6'',2''-TERPYRIDINE TERPY
  • α,αμ,α-Tripyridyl, 2,6-Di(2-pyridyl)pyridine
  • 2,6-Di(2-pyridinyl)pyridine
  • 2,2':6',2''-Terpyridine &gt
  • α,α',α''-Tripyridyl
  • 2,2':6',2''-TERPYRIDINE ISO 9001：2015 REACH
  • SKL085
  • 2,2':6',2''-Terpyridine (6CI, 7CI, 8CI, 9CI, ACI)
  • 2,2':6',2''-Terpyridine,98% TERPY
  • 2,2':6',2''-TERPYRIDINE
  • 2,2':6',2"-Terpyridine
  • 1148-79-4
  • 11448-79-4
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