[2,2'-Bipyridine]-6,6'-dicarboxylic acid

Basic Information

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CAS Number

4479-74-7

Molecular Formula

C12H8N2O4

Molecular Weight

244.21 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

288°C

Boiling Point

568.083°C at 760 mmHg

SMILES

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O=C(C1=CC=CC(C2=NC(C(O)=O)=CC=C2)=N1)O

InChI

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

InChIKey

DASAXWLMIWDYLQ-UHFFFAOYSA-N

LogP

1.54

Topological Polar Surface Area

100.38 Å²

Hydrogen Bond Donor/Acceptor

2 / 6

Complexity

302

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Synonyms & References

English

[2,2'-Bipyridine]-6,6'-dicarboxylic acid
2,2'-BIPYRIDINE-6,6'-DICARBOXYLIC ACID
6,6'-Bipicolinic acid
6-(6-carboxypyridin-2-yl)pyridine-2-carboxylic acid
(2,2'-bipyridine)-6,6'-dicarboxylic acid
2,2'-BINAPHTHYL-D14
2,2'-bipyridine-3,3'-dicarboxylic acid
2,2'-dipyridyl-6,6'-dicarboxylic acid
2,2-bipyridine-6,6-dicarboxylic acid
AK142610
BPCA21
AX8282428
B3533
6,6'-H2bda

MDL Number

MFCD11042476

FAQ

What are the physical and chemical properties of [2,2'-Bipyridine]-6,6'-dicarboxylic acid (CAS: 4479-74-7)?

[2,2'-Bipyridine]-6,6'-dicarboxylic acid is a crystalline solid with a molecular weight of approximately 232.14 g/mol. It has a pKa of about 2.8 (carboxyl group) and 5.1 (another carboxyl group). The compound shows moderate solubility in water and is soluble in common organic solvents like ethanol and dichloromethane. It is known for its good reactivity towards transition metal ions and forms stable complexes with them.

How is [2,2'-Bipyridine]-6,6'-dicarboxylic acid (CAS: 4479-74-7) typically synthesized?

[2,2'-Bipyridine]-6,6'-dicarboxylic acid can be synthesized by the condensation of 2,2'-bipyridine with carbon dioxide in the presence of a base. Commonly, this involves the reaction of 2,2'-bipyridine with carbon dioxide in the presence of a catalyst such as p-toluenesulfonic acid at a moderate temperature. The yield is typically high, and the product is isolated by filtration and recrystallization.

What industries use [2,2'-Bipyridine]-6,6'-dicarboxylic acid (CAS: 4479-74-7)?

[2,2'-Bipyridine]-6,6'-dicarboxylic acid is widely used in various industries. It is an important building block in the synthesis of coordination compounds and plays a crucial role in the pharmaceutical, polymer, and sensor industries. Additionally, it is utilized in the semiconductor industry for specific applications in organic electronics and as a dopant in some materials.

What precautions should be taken when handling [2,2'-Bipyridine]-6,6'-dicarboxylic acid (CAS: 4479-74-7)?

When handling [2,2'-Bipyridine]-6,6'-dicarboxylic acid, it is important to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood. Spills should be handled by using absorbent materials and disposing of them according to local regulations. Always refer to the Safety Data Sheet (SDS) for up-to-date safety information and emergency procedures.