Skip to Content
MilliporeSigma
All Photos(1)

Documents

517763

Sigma-Aldrich

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

97%

Synonym(s):

6,6′-Binicotinic acid

Sign Into View Organizational & Contract Pricing


About This Item

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

assay

97%

mp

>360 °C (lit.)

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

Looking for similar products? Visit Product Comparison Guide

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

2, 2'-Bipyridine-5, 5'-dicarboxylic acid.
Wang C.
Acta Crystallographica Section B, Structural Science, Crystal Engineering and Materials, 65(9), o2081-o2081 (2009)
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)
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
Ruthenium (II) complexes of 2, 2?-bipyridine-5, 5?-dicarboxylic acid: Synthesis, structure, DNA binding, cytotoxicity and antioxidant activity
amatchi TS, et al.
Inorganica chimica acta, 404, 58-67 (2013)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service