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517763

Sigma-Aldrich

2,2′-Bipyridine-5,5′-dicarboxylic acid

97%

Synonym(s):

6,6′-Binicotinic acid

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About This Item

Empirical Formula (Hill Notation):
C12H8N2O4
CAS Number:
1802-30-8
Molecular Weight:
244.20
MDL number:
MFCD01318320
UNSPSC Code:
12352100
PubChem Substance ID:
24873972
NACRES:
NA.22

Assay

97%

mp

>360 °C (lit.)

functional group

carboxylic acid

SMILES string

OC(=O)c1ccc(nc1)-c2ccc(cn2)C(O)=O

InChI

1S/C12H8N2O4/c15-11(16)7-1-3-9(13-5-7)10-4-2-8(6-14-10)12(17)18/h1-6H,(H,15,16)(H,17,18)

InChI key

KVQMUHHSWICEIH-UHFFFAOYSA-N

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General description

2,2′-Bipyridine-5,5′-dicarboxylic acid also known as 6,6′-Binicotinic acid, is a versatile polypyridyl ligand commonly used in the synthesis of metal–organic frameworks.

Application


  • Zn-MOFs Containing Pyridine and Bipyridine Carboxylate Organic Linkers and Open Zn2+ Sites: This study discusses the synthesis and characterization of Zinc-based Metal-Organic Frameworks (MOFs) utilizing 2,2′-Bipyridine-5,5′-dicarboxylic acid as a linker, showing potential applications in gas storage and separation (J Kim et al., 2015).

  • Ethylene oligomerization in metal organic frameworks bearing nickel (ii) 2, 2′-bipyridine complexes: Reports the use of 2,2′-Bipyridine-5,5′-dicarboxylic acid in Nickel-based MOFs for catalyzing ethylene oligomerization, highlighting the versatility of MOFs in catalysis (MI Gonzalez et al., 2017).

  • Two 3-D metal organic frameworks containing 2, 2′-bipyridine-5, 5′-dicarboxylic acid: synthesis, structure, and magnetic properties: Discusses the synthesis and magnetic properties of two 3-D MOFs built with 2,2′-Bipyridine-5,5′-dicarboxylic acid, demonstrating potential for advanced material applications (M Fang et al., 2014).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBC5940V
BGBC3018V
MKBC5940
04605CJ
09525AJ

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Shaoyang Lin et al.
ChemSusChem, 10(3), 514-522 (2016-12-16)
Water oxidation, a key component in artificial photosynthesis, requires high overpotentials and exhibits slow reaction kinetics that necessitates the use of stable and efficient heterogeneous water-oxidation catalysts (WOCs). Here, we report the synthesis of UiO-67 metal-organic framework (MOF) thin films
Synthesis and properties of polyamides and polyesters on the basis of 2, 2'-bipyridine-5, 5'-dicarboxylic acid and the corresponding polymer-ruthenium complexes.
Yu SC, et al.
Macromolecules, 33(9), 3259-3273 (2000)
2, 2'-Bipyridine-5, 5'-dicarboxylic acid.
Wang C.
Acta Crystallographica Section B, Structural Science, Crystal Engineering and Materials, 65(9), o2081-o2081 (2009)
N J Hales et al.
Journal of medicinal chemistry, 36(24), 3853-3858 (1993-11-26)
Members of a series of 2,2'-bipyridines have been synthesized and tested as inhibitors of prolyl hydroxylase (EC 1.14.11.2). The structure-activity relationships seen with [2,2'-bipyridine]-5-carboxylic acid (4) closely resemble those of pyridine-2-carboxylic acid (2). Accordingly, [2,2'-bipyridine]-5,5'-dicarboxylic acid (11, IC50 = 0.19
Woo Hyeong Sim et al.
Advanced science (Weinheim, Baden-Wurttemberg, Germany), 8(1), 2002144-2002144 (2021-01-14)
Lithium (Li) metal has attracted significant attention as next-generation anode material owing to its high theoretical specific capacity and low potential. For enabling the practical application of Li-metal as an anode according to energy demands, suppressing dendrite growth by controlling

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