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2,2'-Bipyridine-5,5'-dicarboxylic acid, also known as a heterocyclic building block, is a white powder chemical compound with a unique structure that features two pyridine rings connected by a carboxylic acid bridge. 2,2'-Bipyridine-5,5'-dicarboxylic acid has been widely utilized in various chemical and material science applications due to its versatile properties and reactivity.

1802-30-8

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1802-30-8 Usage

Uses

Used in Chemical Synthesis:
2,2'-Bipyridine-5,5'-dicarboxylic acid is used as a key building block for the synthesis of complex organic molecules and metal-organic frameworks (MOFs). Its ability to chelate metal ions makes it a valuable component in the development of new materials with enhanced properties.
Used in Water Oxidation:
In the field of energy and environmental science, 2,2'-Bipyridine-5,5'-dicarboxylic acid is used as a catalyst for water oxidation reactions. This application is crucial for the development of clean energy technologies, such as water splitting for hydrogen production.
Used in Organic Photocatalysis:
2,2'-Bipyridine-5,5'-dicarboxylic acid is employed as a photosensitizer in organic photocatalytic processes. Its ability to absorb light and transfer energy to other molecules makes it a promising candidate for applications in solar energy conversion and environmental remediation.
Used in Carbon Dioxide Reduction:
2,2'-Bipyridine-5,5'-dicarboxylic acid is also used as a catalyst in the reduction of carbon dioxide, a process that has significant implications for mitigating climate change and developing sustainable chemical production methods.
Used in Pharmaceutical Industry:
As a derivative of Nicotinic acid (N429250), 2,2'-Bipyridine-5,5'-dicarboxylic acid is used as an active pharmaceutical ingredient for the treatment of hypercholesterolemia, hyperlipidemia, and cardiovascular disease. Its role in regulating lipid metabolism and improving cardiovascular health makes it a valuable asset in the pharmaceutical industry.

Check Digit Verification of cas no

The CAS Registry Mumber 1802-30-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,8,0 and 2 respectively; the second part has 2 digits, 3 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 1802-30:
(6*1)+(5*8)+(4*0)+(3*2)+(2*3)+(1*0)=58
58 % 10 = 8
So 1802-30-8 is a valid CAS Registry Number.

1802-30-8 Well-known Company Product Price

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  • (Code)Product description
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  • Packaging
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  • Detail
  • TCI America

  • (B3502)  2,2'-Bipyridine-5,5'-dicarboxylic Acid  >98.0%(GC)(T)

  • 1802-30-8

  • 1g

  • 1,420.00CNY

  • Detail
  • TCI America

  • (B3502)  2,2'-Bipyridine-5,5'-dicarboxylic Acid  >98.0%(GC)(T)

  • 1802-30-8

  • 5g

  • 4,590.00CNY

  • Detail
  • USP

  • (1211287)  6,6′-Dinicotinicacid  United States Pharmacopeia (USP) Reference Standard

  • 1802-30-8

  • 1211287-50MG

  • 14,500.98CNY

  • Detail
  • Aldrich

  • (517763)  2,2′-Bipyridine-5,5′-dicarboxylicacid  97%

  • 1802-30-8

  • 517763-1G

  • 1,737.45CNY

  • Detail

1802-30-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 6-(5-carboxypyridin-2-yl)pyridine-3-carboxylic acid

1.2 Other means of identification

Product number -
Other names 2,2'-Bipyridine-5,5'-dicarboxylic Acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1802-30-8 SDS

1802-30-8Relevant academic research and scientific papers

Design, synthesis and characterization of a Pt-Gd metal-organic framework containing potentially catalytically active sites

Szeto, Kai C.,Kongshaug, Kjell Ove,Jakobsen, Soren,Tilset, Mats,Lillerud, Karl Petter

, p. 2054 - 2060 (2008)

The heterobimetallic metal-organic framework {[(BPDC)PtCl2] 3(Gd(H2O)3)2}?5H2O (BPDC = 2,2′-bipyridine-5,5′-dicarboxylate) has been designed and synthesized by hydrothermal methods. The new coordination polymer contains subunits of (BPDC)PtCl2 (1) where both N atoms of the BPDC ligand are attached to a square-planar Pt(ii) center. The two remaining cis coordination sites at Pt(ii) are occupied by chloride ions. The final structure (2) of the polymeric network is obtained when Gd(iii) ions link together the (BPDC)PtCl2 units, which are organized in sheets, into larger blocks. These blocks are stacked along the crystallographic [010] direction and are held together by a hydrogen bonding scheme that involves carboxylate oxygen atoms and water molecules in the coordination sphere of Gd. The coordination polymer 2 can be obtained in a single-step reaction or in a two-step synthesis where the corresponding Pt complex (1) was first synthesized followed by reacting 1 with Gd(NO3)3?6H2O. In situ high temperature powder X-ray diffraction shows that the crystalline coordination polymer transforms into an anhydrous modification at 100 °C. This modification is stable to 350 °C, at which temperature the structure starts to decompose. The coordination sphere around platinum in the polymer closely resembles organometallic Pt complexes that have been previously found to catalytically or stoichiometrically activate and functionalize hydrocarbon C-H bonds in homogeneous systems. The Royal Society of Chemistry.

Platinum(II)-glutamic acid dendrimer conjugates: Synthesis, characterization, DFT calculation, conformational analysis and catalytic properties

Lataifeh, Anas,Kraatz, Heinz-Bernhard,Awwadi, Firas F.,Zaitoun, Mohammed A.,Sakai, Ken

, p. 245 - 254 (2018)

A series of platinum(II)-L-glutamic acid dendrimer conjugates having the formula PtCl2(5,5′-Gn(OR)-2,2′-bipyridine); Gn (n = 0, 1, 2), have been synthesized by various amide bond formation methods. The dendrimer complexes were terminated as car

Construction of metal-organic frameworks: Versatile behaviour of a ligand containing mono-and bidentate coordination sites

Jacobs, Tia,Hardie, Michaele J.

, p. 267 - 276 (2012)

Five new coordination polymers based on a new 2,2′-bipyridine derived ligand N,N'-bis(pyridin-4-yl)-2,2′-bipyridine-5,5′-dicarboxamide (=L) are reported herein. Isostructural three-dimensional coordination polymers with a rare (4,6)-connected network of {

Rotaxane with multiple functional groups

Saha, Subrata,Santra, Saikat,Akhuli, Bidyut,Ghosh, Pradyut

, p. 11170 - 11178 (2014)

High-yield syntheses of Cu(II)- and Ni(II)-templated [2]pseudorotaxane precursors (CuPRT and NiPRT, respectively) were achieved by threading bis(azide)bis(amide)-2,2-bipyridine axle into a bis(amide)tris(amine) macrocycle. Single-crystal X-ray structural analysis of CuPRT revealed complete threading of the axle fragment into the wheel cavity, where strong aromatic π-π stacking interactions between two parallel arene moieties of the wheel and the pyridyl unit of axle are operative in addition to metal ion templation. Attachment of a newly developed bulky stopper molecule with a terminal alkyne to CuPRT via a Cu(I)-catalyzed azide-alkyne cycloaddition reaction failed as a result of dethreading of the azide-terminated axle under the reaction conditions. However, the synthesis of a metal-free [2]rotaxane containing triazole with other functionalities in the axle was achieved in ~45% yield upon coupling between azide-terminated NiPRT and the alkyne-terminated stopper. The [2]rotaxane was characterized by mass spectrometry, 1D and 2D NMR (COSY, DOSY, and ROESY) experiments. Comparative solution-state NMR studies of the [2]rotaxane in its unprotonated and protonated states were carried out to locate the position of the wheel on the axle of the metal-free [2]rotaxane. Furthermore, a variable-temperature 1H NMR study in DMSO-d6 of [2]rotaxane supported the kinetic inertness of the interlocked structure, where the newly developed stopper prevents dethreading of the 30-membered wheel from the axle.

Tuning the flexibility in MOFs by SBU functionalization

Bon, Volodymyr,Kavoosi, Negar,Senkovska, Irena,Müller, Philipp,Schaber, Jana,Wallacher, Dirk,T?bbens, Daniel M.,Mueller, Uwe,Kaskel, Stefan

, p. 4407 - 4415 (2016)

A new approach for the fine tuning of flexibility in MOFs, involving functionalization of the secondary building unit, is presented. The "gate pressure" MOF [Zn3(bpydc)2(HCOO)2] was used as a model material and SBU functio

Synthesis of conjugated polymer containing bipyridine and oxadiazole groups and its metal ion sensing property

Lee, Taek Seung,Kim, Young-Shin,Kwon, Na Young,Kim, Dai Gun,Lee, Minjung

, p. 43 - 53 (2010)

A new polybipyridine linked with oxadiazole and 2,5-didecyloxybenzene was prepared via simple condensation and ring closing reaction. The polymer P2 is basically an amorphous material with thermal decomposition temperature greater than 500C. Introduction of didecyloxy group into the rigid oxadiazole backbone resulted in better solubility in common organic solvents such as THF, chloroform, and DMF. UV-vis and fluorescence spectroscopy were employed to investigate the optical properties both solution in the presence of a variety of metal cations, in which the polymer would be a good candidate for optical sensory material for metal ion.

Spectroscopic and 1O2 Sensitization Characteristics of a Series of Isomeric Re(bpy)(CO)3Cl Complexes Bearing Pendant BODIPY Chromophores

Potocny, Andrea M.,Teesdale, Justin J.,Marangoz, Alize,Yap, Glenn P. A.,Rosenthal, Joel

, p. 5042 - 5050 (2019)

Two new Re(I)bipyridyltricarbonyl chloride complexes, Re(BB3)(CO)3Cl and Re(BB4)(CO)3Cl, featuring BODIPY groups appended to the 5,5′- or 6,6′-positions of the bipyridine ligand, respectively, were synthesized as structurally isomeric compliments to a previously reported 4,4′-substituted homologue, Re(BB2)(CO)3Cl. X-ray crystal structures of the compounds show that the 4,4′-, 5,5′-, and 6,6′-substitution patterns place the BODIPY groups at progressively shorter distances of 9.43, 8.39, and 5.56 ?, respectively, from the complexes' Re centers. The photophysical properties of the isomeric complexes were investigated to ascertain the manner in which the heavy rhenium atom might induce intersystem crossing of the pendant BODIPY moieties positioned at progressively shorter through-space distances. Electronic absorption spectroscopy revealed that the three metal complexes retain the strong visible absorption features characteristic of the bpyBODIPY (BB2-BB4) ligands; however, the fluorescence of the parent borondipyrromethane appended ligands is attenuated by more than an order of magnitude in Re(BB2)(CO)3Cl and Re(BB3)(CO)3Cl and by more than two orders of magnitude in Re(BB4)(CO)3Cl. Furthermore, phosphorescence from Re(BB4)(CO)3Cl is observed under a nitrogen atmosphere, consistent with highly efficient ISC to the triplet-excited state. Singlet oxygen sensitization studies confirm that all three complexes produce singlet oxygen with quantum yields that increase as the distance of the BODIPY groups to the heavy rhenium center is decreased. The trends observed across the series of rhenium complexes with respect to emission and 1O2 sensitization properties can be rationalized in terms of the varied distal separation between the metal center and BODIPY groups in each system.

Synthesis, electrochemistry, and electrogenerated chemiluminescence of two BODIPY-appended bipyridine homologues

Qi, Honglan,Teesdale, Justin J.,Pupillo, Rachel C.,Rosenthal, Joel,Bard, Allen J.

, p. 13558 - 13566 (2013)

Two new 2,2′-bipyridine (bpy) derivatives containing ancillary BODIPY chromophores attached at the 5- and 5′-positions (BB3) or 6- and 6′-positions (BB4) were prepared and characterized. In this work, the basic photophysics, electrochemistry, and electrog

Hexavalent glycoclusters having tris-bipyridine ferrous complex cores as minimum combinatorial libraries for probing carbohydrate–carbohydrate interactions

Nonaka, Yuki,Uruno, Ryuhei,Dai, Fumiko,Matsuoka, Ryoji,Nakamura, Masaki,Iwamura, Maho,Iwabuchi, Haruo,Okada, Takahiro,Chigira, Naoto,Amano, Yoshitsugu,Hasegawa, Teruaki

, p. 5456 - 5464 (2016)

2,2′-Bipyridines having two lactoside- or maltoside-appendages were prepared and then, complexed with ferrous ion to afford the corresponding tris-bipyridine ferrous complexes presenting hexavalent lactoside/maltoside clusters. Each of these complexes pro

High gas storage capacities and stepwise adsorption in a UiO type metal-organic framework incorporating Lewis basic bipyridyl sites

Li, Liangjun,Tang, Sifu,Wang, Chao,Lv, Xiaoxia,Jiang, Min,Wu, Huaizhi,Zhao, Xuebo

, p. 2304 - 2307 (2014)

A UiO type MOF with Lewis basic bipyridyl sites was synthesized and structurally characterized. After being activated by Soxhlet-extraction, this MOF exhibits high storage capacities for H2, CH4 and CO2, and shows unusual

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