CAS 98-98-6 2-Picolinic acid - Catalysts / Alfa Chemistry

Synonyms

Acidepicolique

IUPAC Name

Pyridine-2-carboxylic acid

Molecular Weight

123.11

Molecular Formula

C6H5NO2

Canonical SMILES

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

InChI

InChI=1S/C6H5NO2/c8-6(9)5-3-1-2-4-7-5/h1-4H,(H,8,9)

InChI Key

SIOXPEMLGUPBBT-UHFFFAOYSA-N

Boiling Point

229.19 °C

Melting Point

139-142 °C(lit.)

Flash Point

232 °F

Purity

99%+

Density

1.3147 g/cm³

Solubility

7.80 M;960 mg/mL at 20 °C;>18.5 [ug/mL];

Appearance

Solid

Storage

Store below +30 °C

Complexity

114

Covalently-Bonded Unit Count

EC Number

202-719-7

Exact Mass

123.032028402

H-Bond Acceptor

H-Bond Donor

Heavy Atom Count

Monoisotopic Mass

123.032028402

NSC Number

171

Refractive Index

1.5423

Rotatable Bond Count

Topological Polar Surface Area

50.2 Å²

UNII

QZV2W997JQ

Application

2-Picolinic acid serves multiple purposes across various chemical applications. It appears as an off-white to tan powder, demonstrating ease of solubility in glacial acetic acid while being nearly insoluble in ether, chloroform, and carbon disulfide. This compound is notably employed as a chelating agent for alkaline earth metals and plays a significant role in the formation of picolinato ligated transition metal complexes. Within the realm of synthetic organic chemistry, 2-Picolinic acid acts as a substrate in both the Mitsunobu and Hammick reactions. Moreover, it is instrumental in the synthesis of 2-Aminodihydro[1,3]thiazines, which are used as BACE 2 inhibitors in the treatment of diabetes. The preparation of metal complexes with picolinic acid involves refluxing metal salts with the acid in ethanol in a 1:3 molar ratio for several hours. The resultant solutions are concentrated and cooled to facilitate the crystallization of the complexes, which are then washed with ether to eliminate any excess ligand.

February 16, 2025

Essential 2-Picolinic Acid for Complex Metal Studies

This crucial compound was straightforward to use in my research. As a chelating agent, it seamlessly formed complexes with alkaline earth metals. Its solubility in acetic acid was a practical advantage in synthesis.